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Vacation Rentals in Madeira Beach, Florida

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about Madeira Beach

Madeira Beach, Florida Vacation Rentals and Tourism

Madeira Beach, Florida Vacation Rentals - A Florida vacation that’s both enriching and relaxing is yours to be had; just check out the possibilities that Madeira Beach vacation rentals have to offer. This fishing village with style is the perfect place to escape, so set your sights on the West Coast of Florida and claim the vacation you know you deserve, with the help of an affordable Madeira Beach rental.

John’s Pass Village and Boardwalk is the place to stroll, people-watch and grab a bite to eat after you’ve settled into your Madeira Beach condo rental. Having access to your own private pool, kitchen and patio will make it tempting to stay close to home, but don’t forget there’s a world of possibility out there. Mad Beach is itself a quiet place and St. Petersburg Beach and Clearwater aren’t too far from the doorsteps of Madeira Beach, FL rentals.

Condos in Madeira Beach FL make it easy to appreciate all that this underrated destination has to offer. Fishing, swimming and watching the sunset might be the order of the day, but if the need to wander does arise then remember that Orlando, Tampa, golf courses and shopping centers are all within an easy drive from the collection of Madeira Beach Florida condo rentals located here.

There are three major things you have to do while in Madeira Beach—sun bathing, fishing, and save money!  That's right, if you are looking for a vacation where you can save money, affordable Madeira Beach vacation rentals are the perfect option for you and your group.  With various Madeira Beach beach houses, luxurious town homes, and spacious yet budget-friendly condos, you are sure to find the cheap vacation home that's perfect for your entire family, or just for the two of you.  While sun bathing and fishing can wear you out, so can dishing out the dough. Don't spend your vacation stressing about the price; choose low prices with discount Madeira Beach vacation rentals and let the relaxing begin.

more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Madeira Beach things to do

 

Pass-A-Grille Beach

White sands, clear waters, quiet, CLEAN, and not crowded with rowdy teenagers. There are also picnic/grill/shelter areas close-by. In addition, there are...read more

 

Treasure Island City of

I wouldn't call the sand here kid friendly. Too many shells unsafe for toddlers. I'm used to Clearwater beach with their powdery sand. However, if you want...read more

 

St Petersburg Beach

Love this beach! It's fun to watch north from the more southern parts at sunset to see all the camera bulbs flashing from people shooting the sunset...read more

 

Peg's Cantina and Brew Pub

If your looking for a place with a pretty chill vibe this is the place for you. Pegs is located the the cool quaint town of Gulfport. Pegs fits into...read more

 

Madeira Beach

Perfect. Private parking & it's CC metered! White powdery sand. Decent waves so percent for swimming w out being bowled over. Aqua clear water. Not crowded...read more

 

Largo Central Park

Nice park to take your kids and enjoy the scenery. I will admit its a beautiful park. However, this is NOT a nice park to walk/run the trail. You're...read more

 

Indian Rocks Beach

We have been vacationing here for 5 years and 2 years ago finally bought second vacation home here (rental most of the time!) and just adore this area. IRB...read more

 

Florida Orange Groves Winery

So I came here in a groupon and I must say that while I definitely enjoyed the wine and the swag that came with it, the "tour" is somewhat lacking. A video,...read more

 

freeFall Theatre

I've been to theaters am around Tampa Bay and beyond and the artistic quality here is consistently the best. St Pete is lucky to have this small gem of an...read more

 

Pro Karting Experience

Went here for fathers day this year... What a great time! The track wasnt too busy when we went (mid morning) and that allowed us to get in more time...read more

 

Armed Forces History Museum

This is an excellent military museum. Almost immediately driving into the parking lot, you become aware of numerous military vehicles plus a Mig Jet...read more

 

Gator's Parasail

Had a blast here with a group of four. Got out on the water quick, friendly knowledgable staff getting us into and out of harness. Was as high up as I could...read more

 

Dolphin Marine Rentals Inc

Awesome place to rent boats from! Great experience and super friendly service! We will be back next time we are here.read more

 

Speed Boat Adventures

Coolest adventure ever! The people who operate Speed Boat Adventures are so chill! Before I arrived in Florida, the person who I was in contact with...read more

 

John S Taylor Park

John S Taylor Park is actually a pretty decent park. If you're looking for a nature preserve, this can be it You likely won't find much in terms of...read more

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DEAL!! Madeira Beach GULF FRONT - Aug 30 to Oct 6 SPECIALS
Madeira Beach Condo Rental Picture
  • Condo Rental Deals and Discounts $500 off = $495 per week
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $75 - $250 /nt
    $500 - $1,995 /wk
 
 
 
 
 

12 reviews write a review

DEAL!! Waterfront Town Homes with Boat Slip, Garage, and Gulf Views
Madeira Beach Townhome Rental Picture
  • Townhome Rental Deals and Discounts $100 off = $850 per week
  • Townhome Rental Deals and Specials free kayak use ($50)
  • bedrooms 2
  • community
  • rental type Townhome
  • sleeps 4
  • baths 2
  • rates (USD) $200 /nt
    $950 - $1,400 /wk
    $2,200 - $3,200 /mth
 
 
 
 
 

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DEAL!! Ocean Front 3BR/2BA Condo Seaview #304
Madeira Beach Condo Rental Picture
  • Condo Rental Deals and Discounts $100 off = $1,150 per week
  • bedrooms 3
  • community Seaview Condominiums
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $1,250 - $2,350 /wk
 
 
 
 
 

12 reviews write a review

DEAL!! Gulf Beach Condo at John's Pass village
Madeira Beach Condo Rental Picture
  • Condo Rental Deals and Discounts $100 off = $625 per week
  • bedrooms 2
  • community Madeira Norte
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $725 - $1,025 /wk
    $2,100 - $3,600 /mth
 
 
 
 
 

5 reviews write a review

DEAL!! Relax-Sale $ 699 Aug Sept Oct low rates Villa Madeira beach
Madeira Beach Condo Rental Picture
  • Condo Rental Deals and Discounts $450 off = $675 per week
  • bedrooms 3
  • community Villa Madeira
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $109 - $220 /nt
    $795 - $1,495 /wk
    $2,800 - $4,400 /mth
 
 
 
 
 

17 reviews write a review

Madeira Norte Gulf View Condo on the Beach
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Norte
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $600 - $1,200 /wk
    $2,500 - $4,200 /mth
 
 
 
 
 

2 reviews write a review

Outstanding direct gulf front view from our renovated condo
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Villa Madeira
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $125 - $250 /nt
    $790 - $1,990 /wk
 
 
 
 
 

7 reviews write a review

220 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $86 - $149 /nt
    $546 - $944 /wk
    $1,940 - $3,355 /mth
 
 
 
 
 

19 reviews write a review

Beach front STEPS to the water !! DIRECTLY on GULF!!!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Kima
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $700 - $1,250 /wk
 
 
 
 
 

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Sea Breeze At Madeira Beach
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Sea Breeze Condominiums
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $925 - $1,495 /wk
 
 
 
 
 

13 reviews write a review

Madeira Bay - Discounted Rates!
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • sleeps 7
  • baths 2
  • rates (USD) $125 - $225 /nt
    $760 - $1,400 /wk
    $2,650 - $4,850 /mth
 
 
 
 
 

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213 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $87 - $150 /nt
    $546 - $944 /wk
    $1,940 - $3,355 /mth
 
 
 
 
 

2 reviews write a review

414 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • sleeps 4
  • baths 1
  • rates (USD) $82 - $142 /nt
    $521 - $901 /wk
    $1,852 - $3,202 /mth
 
 
 
 
 

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206 - Skyline
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $150 /nt
    $632 - $992 /wk
    $2,234 - $3,557 /mth
 
 
 
 
 

1 reviews write a review

303 - Chambre
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $100 - $167 /nt
    $630 - $1,172 /wk
    $2,240 - $4,183 /mth
 
 
 
 
 

1 reviews write a review

Captains Beach House
Madeira Beach House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $1,750 - $3,210 /wk
    $6,888 - $11,550 /mth
 
 
 
 
 

15 reviews write a review

211 - Sandy Shores
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $94 - $172 /nt
    $748 - $1,084 /wk
    $2,344 - $3,902 /mth
 
 
 
 
 

9 reviews write a review

202 - Arena De Madeira
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $1,088 - $1,786 /wk
    $3,851 - $6,439 /mth
 
 
 
 
 

10 reviews write a review

306 - Ocean Sands
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $872 - $1,482 /wk
    $3,982 - $5,834 /mth
 
 
 
 
 

12 reviews write a review

202 - S - Sunset Vistas
Madeira Beach House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $232 /nt
    $630 - $1,463 /wk
    $2,240 - $5,208 /mth
 
 
 
 
 

7 reviews write a review

1207 - Ocean Sands
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $794 - $1,341 /wk
    $2,888 - $4,817 /mth
 
 
 
 
 

9 reviews write a review

303 - Island Inn
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $120 - $207 /nt
    $756 - $1,260 /wk
    $2,691 - $4,638 /mth
 
 
 
 
 

8 reviews write a review

103 - Gulf Winds
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $77 - $128 /nt
    $491 - $807 /wk
    $1,751 - $2,874 /mth
 
 
 
 
 

13 reviews write a review

4-301 - Lands End
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $233 /nt
    $630 - $1,473 /wk
    $2,240 - $5,223 /mth
 
 
 
 
 

9 reviews write a review

612 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 3
  • baths 1
  • rates (USD) $90 - $165 /nt
    $573 - $1,039 /wk
    $2,029 - $3,695 /mth
 
 
 
 
 

11 reviews write a review

513 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $79 - $136 /nt
    $500 - $858 /wk
    $1,764 - $3,050 /mth
 
 
 
 
 

5 reviews write a review

412 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $71 - $123 /nt
    $448 - $770 /wk
    $1,588 - $2,757 /mth
 
 
 
 
 

6 reviews write a review

209 Suite - Island Inn
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $200 /nt
    $630 - $1,261 /wk
    $2,240 - $4,487 /mth
 
 
 
 
 

10 reviews write a review

408 - Sea Breeze
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $100 - $195 /nt
    $630 - $1,236 /wk
    $2,240 - $4,385 /mth
 
 
 
 
 

25 reviews write a review

403 - Madeira Norte
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $90 - $156 /nt
    $641 - $800 /wk
    $2,280 - $2,846 /mth
 
 
 
 
 

15 reviews write a review

501-S - Sunset Vistas
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $104 - $232 /nt
    $863 - $1,463 /wk
    $2,564 - $5,200 /mth
 
 
 
 
 

15 reviews write a review

304 - Surf Beach Resort
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $104 - $220 /nt
    $896 - $1,389 /wk
    $2,999 - $4,938 /mth
 
 
 
 
 

19 reviews write a review

169-E - Madeira Beach Yacht Club
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths
  • rates (USD) $341 - $562 /wk
    $1,227 - $2,021 /mth
 
 
 
 
 

7 reviews write a review

302 - Chambre
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $104 - $222 /nt
    $967 - $1,397 /wk
    $3,175 - $4,967 /mth
 
 
 
 
 

20 reviews write a review

101 - Chambre
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $104 - $191 /nt
    $831 - $1,201 /wk
    $2,593 - $4,336 /mth
 
 
 
 
 

19 reviews write a review

602 - Sunset Chateau
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $104 - $221 /nt
    $913 - $1,389 /wk
    $2,849 - $4,938 /mth
 
 
 
 
 

27 reviews write a review

512 - Sunset Chateau
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $94 - $156 /nt
    $595 - $980 /wk
    $2,117 - $3,539 /mth
 
 
 
 
 

18 reviews write a review

Yoda Beach House
Madeira Beach House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 14
  • baths 4
  • rates (USD) $284 - $468 /nt
    $848 - $1,225 /wk
    $2,646 - $4,357 /mth
 
 
 
 
 

26 reviews write a review

107 - Sea Breeze
Madeira Beach House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $104 - $195 /nt
    $848 - $1,225 /wk
    $2,646 - $4,424 /mth
 
 
 
 
 

23 reviews write a review

509 - Madeira Bay Resort
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $92 - $175 /nt
    $689 - $1,103 /wk
    $2,388 - $3,921 /mth
 
 
 
 
 

13 reviews write a review

423 - Island Inn
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $87 - $150 /nt
    $546 - $944 /wk
    $1,940 - $3,355 /mth
 
 
 
 
 

21 reviews write a review

306-S - Sunset Vistas
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $104 - $246 /nt
    $911 - $1,547 /wk
    $2,703 - $5,502 /mth
 
 
 
 
 

24 reviews write a review

Boca Ciega Cottage
Madeira Beach House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $104 - $221 /nt
    $792 - $1,395 /wk
    $2,470 - $5,008 /mth
 
 
 
 
 

33 reviews write a review

311 - Sunset Chateau
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $87 - $143 /nt
    $546 - $899 /wk
    $1,940 - $3,195 /mth
 
 
 
 
 

20 reviews write a review

100 - Las Brisas
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $104 - $195 /nt
    $848 - $1,225 /wk
    $2,646 - $4,357 /mth
 
 
 
 
 

21 reviews write a review

15372 - Lone Palm Townhouse
Madeira Beach Townhome Rental Picture
  • bedrooms 3
  • community
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $2,617 - $4,256 /mth
 
 
 
 
 

13 reviews write a review

218 - Island Inn
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $87 - $150 /nt
    $546 - $944 /wk
    $2,101 - $3,355 /mth
 
 
 
 
 

17 reviews write a review

904 - Ocean Sands
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $522 - $866 /wk
    $1,676 - $2,793 /mth
 
 
 
 
 

8 reviews write a review

Penthouse - Island Inn
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 1
  • baths 3
  • rates (USD) $164 - $289 /nt
    $1,034 - $1,787 /wk
    $3,676 - $6,355 /mth
 
 
 
 
 

35 reviews write a review

409 - Madeira Bay Resort
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $90 - $149 /nt
    $573 - $944 /wk
    $2,029 - $3,340 /mth
 
 
 
 
 

12 reviews write a review

307 - Island Inn
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • community
  • rental type Studio
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $90 - $156 /nt
    $573 - $991 /wk
    $2,029 - $3,507 /mth
 
 
 
 
 

20 reviews write a review

Special discounted rate of $500 for week of Sept. 6th.
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Chambre Condos
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $699 - $1,250 /wk
 
 
 
 
 

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Ocean Sands
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Ocean Sands
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $140 - $240 /nt
    $700 - $1,500 /wk
 
 
 
 
 

9 reviews write a review

Madeira Sands
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $2,200 - $3,200 /mth
 
 
 
 
 

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Spacious-Luxurious Condo - Las Brisas
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $1,100 - $2,000 /wk
 
 
 
 
 

7 reviews write a review

503 - Arena De Madeira
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $218 /nt
    $889 - $1,458 /wk
    $3,139 - $5,279 /mth
 
 
 
 
 

9 reviews write a review

Great Gulfview 2BR/2BA - End of summer dates still open!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community La Coquina
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $200 /nt
    $600 - $850 /wk
    $2,600 /mth
 
 
 
 
 

8 reviews write a review

Charming, Private Waterfront Getaway near John's Pass
Madeira Beach House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $100 - $125 /nt
    $650 - $900 /wk
    $1,600 - $2,800 /mth
 
 
 
 
 

9 reviews write a review

Beach front, spacious 2BR Seaview Condo #105
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Seaview Condominiums
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $175 - $340 /nt
    $1,195 - $2,380 /wk
 
 
 
 
 

2 reviews write a review

First Class Beach Condo.
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Arie Dam
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $725 - $1,360 /wk
 
 
 
 
 

4 reviews write a review

Madeira Norte Unit 416 Madeira Beach, FL
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Norte
  • rental type Condo
  • sleeps 6
  • baths
  • rates (USD) $725 - $1,150 /wk
    $1,800 - $3,600 /mth
 
 
 
 
 

1 reviews write a review

Step up to Prestigious Ocean Sands!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Ocean Sands
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $850 - $1,500 /wk
 
 
 
 
 

41 reviews write a review

Chambre` Direct Gulf Front 2/2 - awesome beach views
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Chambre Condos
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $900 - $1,450 /wk
 
 
 
 
 

23 reviews write a review

Madeira Beach Cottage
Madeira Beach House Rental Picture
  • bedrooms 3
  • community St Pete/Cleawater
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $125 - $150 /nt
    $750 - $850 /wk
    $2,400 - $2,900 /mth
 
 
 
 
 

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Sharon's Madeira Beach Yacht Club Townhouse
Madeira Beach Townhome Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $66 - $93 /nt
    $600 - $700 /wk
    $2,200 - $2,900 /mth
 
 
 
 
 

4 reviews write a review

Madeira Beach's Famous "Luxurious Waterfront Penthouse"
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Vista
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $140 /nt
    $595 - $1,495 /wk
 
 
 
 
 

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Surf Song Resort 2-BR Areas Aug 9-16 & 23-30 Open
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Surf Song Resort
  • rental type Condo
  • sleeps 4
  • baths
  • rates (USD) $515 - $870 /wk
 
 
 
 
 

1 reviews write a review

Affordable Couples Getaway-Sun,Sand,Shop-Small Pet Welcome
Madeira Beach House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $450 - $575 /wk
    $1,500 - $1,700 /mth
 
 
 
 
 

4 reviews write a review

Spacious, Light Corner Condo on the Beach
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Arie Dam
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $1,050 - $1,600 /wk
    $3,780 - $5,760 /mth
 
 
 
 
 

2 reviews write a review

Chambre - Luxury Beachfront Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Chambre Condos
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $875 - $1,575 /wk
 
 
 
 
 

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Clipper House
Madeira Beach House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $267 - $441 /nt
    $1,680 - $2,781 /wk
    $5,975 - $9,888 /mth
 
 
 
 
 

16 reviews write a review

Immaculate Beachfront Condo Steps From John's Pass Boardwalk
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Sandy Shores
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $750 - $1,000 /wk
 
 
 
 
 

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Seabreeze Beach Front Resort Condominium
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $800 - $1,495 /wk
 
 
 
 
 

3 reviews write a review

Madeira Beach Yacht Club - Modern, Spacious, Spotless!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $500 - $750 /wk
    $1,500 - $2,600 /mth
 
 
 
 
 

6 reviews write a review

New ' 06 - Great Location - Madeira Bay Resort
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $100 - $150 /nt
    $650 - $975 /wk
    $2,000 - $3,200 /mth
 
 
 
 
 

1 reviews write a review

Villa Maderia Gulfront Beauty
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Villa Madeira
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $750 - $1,350 /wk
 
 
 
 
 

4 reviews write a review

Luxury Penthouse Beachfront Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Sea Breeze Condominiums
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $795 - $1,650 /wk
 
 
 
 
 

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Deluxe Corner Unit in Resort Building
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Sea Breeze Condominiums
  • rental type Condo
  • sleeps 10
  • baths 2
  • rates (USD) $795 - $1,695 /wk
 
 
 
 
 

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Waterfront view and a Sailboat ride
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Madeira Beach Yacht Club
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $595 /wk
    $2,000 /mth
 
 
 
 
 

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Gulf View-Four Condos
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Ocean Sands
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $1,400 - $2,000 /wk
    $3,800 - $4,800 /mth
 
 
 
 
 

1 reviews write a review

2 Bedroom 2 bathroom Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Bay Resort
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $125 - $175 /nt
    $800 - $1,500 /wk
    $3,000 - $3,500 /mth
 
 
 
 
 

1 reviews write a review

Beautiful Madeira Beach Yacht Club Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $525 - $795 /wk
 
 
 
 
 

11 reviews write a review

Lovely 1 bedroom condo close to beach & shops
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Madeira Beach Yacht Club
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $450 - $850 /wk
    $1,179 - $2,893 /mth
 
 
 
 
 

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Boca Ciega Resorts Condo Hotel
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Boca Ciega Resorts
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $125 - $170 /nt
    $700 - $950 /wk
    $1,800 - $2,400 /mth
 
 
 
 
 

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$1300/week in August - 3/2 - Madeira Beach, FL
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Las Brisas
  • rental type Condo
  • owner badgeowner badge
  • sleeps 9
  • baths 2
  • rates (USD) $700 - $1,850 /wk
 
 
 
 
 

5 reviews write a review

Charming House 1 Block From Beach
Madeira Beach House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $375 - $500 /wk
 
 
 
 
 

3 reviews write a review

Villa Madeira Beachfront Paradise
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Villa Madeira
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $850 - $1,500 /wk
 
 
 
 
 

1 reviews write a review

Beachfront Condo, Ocean Sands #502
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $650 - $1,250 /wk
 
 
 
 
 

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Jans Beach Dream-Luxury Penthouse Condo
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Beach Place
  • rental type Condo
  • sleeps 10
  • baths 2
  • rates (USD) $1,050 - $1,600 /wk
 
 
 
 
 

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Newly Decorated Water View Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Boca Vista
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $1,450 - $1,750 /mth
 
 
 
 
 

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Cozy Comfort on the Beach
Madeira Beach Studio Rental Picture
  • bedrooms 1
  • community
  • rental type Studio
  • sleeps 2
  • baths 1
  • rates (USD) $110 - $120 /nt
    $650 - $750 /wk
    $1,800 - $2,200 /mth
 
 
 
 
 

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Lovely Waterfront Condo for Couples or Singles
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Madeira Beach Yacht Club
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths
  • rates (USD) $675 - $895 /wk
    $2,300 - $3,200 /mth
 
 
 
 
 

6 reviews write a review

New Luxury Resort - Three Bedroom, great rates!
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Madeira Bay
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $125 - $225 /nt
    $850 - $1,400 /wk
    $2,650 - $4,850 /mth
 
 
 
 
 

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Beach condo
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Ocean Sands Condo
  • rental type Condo
  • sleeps 1
  • baths 1
  • rates (USD) $150 - $200 /nt
    $800 - $1,000 /wk
    $1,800 - $3,000 /mth
 
 
 
 
 

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Ocean Sands Beach Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $800 - $1,200 /wk
 
 
 
 
 

1 reviews write a review

Yacht Club SPECIAL-
Madeira Beach Townhome Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Townhome
  • sleeps 6
  • baths
  • rates (USD) $400 - $750 /wk
    $1,600 - $2,800 /mth
 
 
 
 
 

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Surfside South Gulf-front condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Surfside South
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $2,300 - $3,300 /mth
 
 
 
 
 

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Luxury Beach Front Condo--Awesome Sunsets
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Collwood
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $850 - $1,375 /wk
 
 
 
 
 

25 reviews write a review

305 - Madeira Bay Resort
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $86 - $142 /nt
    $546 - $899 /wk
    $1,940 - $3,195 /mth
 
 
 
 
 

8 reviews write a review

Madeira Beach Yacht Club ( OFF-SEASON DEALS)
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $1,100 - $2,150 /mth
 
 
 
 
 

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Beautiful Gulf-Front Condominium
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Collwood
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $850 - $1,375 /wk
 
 
 
 
 

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Madeira Beach Yacht Club
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $575 - $600 /wk
    $2,300 - $2,400 /mth
 
 
 
 
 

2 reviews write a review

Awesome Gulf Front Madeira Beach Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $2,200 - $3,500 /mth
 
 
 
 
 

1 reviews write a review

Madeira Beach Yacht Club--Clean and reasonable rates
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Madeira Beach Yacht Club
  • rental type Condo
  • sleeps 4
  • baths
  • rates (USD) $550 - $600 /wk
 
 
 
 
 

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Now booking January 2015!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $75 - $200 /nt
    $500 - $1,000 /wk
    $2,150 - $2,400 /mth
 
 
 
 
 

2 reviews write a review

2 - Twin Palms Beach House
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $71 - $112 /nt
    $450 - $734 /wk
    $1,614 - $2,672 /mth
 
 
 
 
 

9 reviews write a review

1 - Twin Palms Beach House
Madeira Beach House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $65 - $102 /nt
    $404 - $668 /wk
    $1,455 - $2,434 /mth
 
 
 
 
 

5 reviews write a review

109 - Malyn Resort
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $69 - $113 /nt
    $430 - $708 /wk
    $1,544 - $2,581 /mth
 
 
 
 
 

4 reviews write a review

Floribbean Cottage/ open water, walk to beach
Madeira Beach House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $2,000 - $4,000 /mth
 
 
 
 
 

2 reviews write a review

701 - Ocean Sands
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $630 - $1,554 /wk
    $2,240 - $6,132 /mth
 
 
 
 
 

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MB Yacht Club-Waterfront Townhome, May 2014 Openings
Madeira Beach Townhome Rental Picture
  • bedrooms 1
  • community Madeira Beach Yacht Club
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $500 - $550 /wk
    $1,600 - $2,200 /mth
 
 
 
 
 

2 reviews write a review

Beach Place @ John's Pass 3b 2b Direct Beach
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community Beach Place
  • rental type Condo
  • sleeps 1
  • baths 2
  • rates (USD) $170 - $275 /nt
    $1,095 - $1,780 /wk
    $2,750 - $5,795 /mth
 
 
 
 
 

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2 Bedroom 2 Bath Beach Complex - FALL $495wk
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Beach Place
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $80 - $200 /nt
    $495 - $995 /wk
    $1,500 - $3,585 /mth
 
 
 
 
 

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Beach Vacation Paradise at Famous John's Pass Madeira Beac
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Sandy Shores
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $125 - $200 /nt
    $700 - $1,250 /wk
 
 
 
 
 

27 reviews write a review

Collwood
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Collwood
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $850 - $1,400 /wk
 
 
 
 
 

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Madeira Norte Direct Gulf Front Corner Condo 2-bed/2bath
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Norte
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $950 - $1,500 /wk
 
 
 
 
 

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Seabreeze- direct gulf front(1br/1ba)/Fall Specials
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Sea Breeze Condominiums
  • rental type Condo
  • sleeps 5
  • baths 1
  • rates (USD) $75 - $140 /nt
    $425 - $950 /wk
 
 
 
 
 

3 reviews write a review

Madeira Beach Yacht Club Waterview
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Beach Yacht Club
  • rental type Condo
  • sleeps 4
  • baths
  • rates (USD) $600 - $700 /wk
 
 
 
 
 

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208 - Las Brisas
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $120 - $206 /nt
    $755 - $1,294 /wk
    $2,439 - $4,866 /mth
 
 
 
 
 

1 reviews write a review

Madeira Towers #901
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $3,200 - $3,900 /mth
 
 
 
 
 

1 reviews write a review

Sail into Margaritaville!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Skyline of Madeira
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $75 - $150 /nt
    $475 - $950 /wk
    $1,800 - $3,500 /mth
 
 
 
 
 

1 reviews write a review

FABuLoUs BeachFront! *L@@K* Directly On The BEACH!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $1,200 - $1,600 /wk
    $3,250 - $4,500 /mth
 
 
 
 
 

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Easter wk avail.John's Pass water view/ beach acc.
Madeira Beach Apartment Rental Picture
  • bedrooms 1
  • community
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $595 - $800 /wk
 
 
 
 
 

2 reviews write a review

Luxury *Newly Renovated* Madeira Bay Resort Condo
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Madeira Bay Resort
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $159 - $259 /nt
    $1,000 - $1,600 /wk
    $3,150 - $4,950 /mth
 
 
 
 
 

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Ocean Front Condo With Private Beach And Spectacular Sunset
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community Chambre Condos
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $775 - $1,350 /wk
 
 
 
 
 

1 reviews write a review

John's Pass Cottages
Madeira Beach House Rental Picture
  • bedrooms 4
  • community John's Pass Village
  • rental type House
  • sleeps 8
  • baths 1
  • rates (USD) $900 - $1,100 /wk
    $2,000 - $2,800 /mth
 
 
 
 
 

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Beautiful Sunsets Star filled nights&Dolphins
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Sea Breeze Condominiums
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $150 - $300 /nt
    $890 - $1,475 /wk
 
 
 
 
 

2 reviews write a review

Treat yourself to an Ocean Sands Florida vacation
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Ocean Sands
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $400 - $600 /nt
    $1,200 - $1,400 /wk
    $3,050 - $3,650 /mth
 
 
 
 
 

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Directly on the Gulf of Mexico
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • community Surfside Tower
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $2,000 - $3,000 /mth
 
 
 
 
 

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ChangingTides Cottages of Madeira Beach
Madeira Beach Cottage Rental Picture
  • bedrooms 2
  • community
  • rental type Cottage
  • sleeps 5
  • baths 1
  • rates (USD) $100 - $160 /nt
    $600 - $875 /wk
 
 
 
 
 

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Beachplace- Gulf Front Condo at John's Pass Village
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • community John's Pass Village
  • rental type Condo
  • sleeps 9
  • baths 2
  • rates (USD) $1,050 - $1,600 /wk
 
 
 
 
 

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Beachfront Condo at Famous Johns Pass Village/Boardwalk
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • community John's Pass Village
  • rental type Condo
  • sleeps 5
  • baths 1
  • rates (USD) $700 - $1,050 /wk
 
 
 
 
 

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Madeira El Mar 10 2 Bedrooms 1 Baths
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $68 - $122 /nt
    $476 - $952 /wk
    $2,040 - $4,080 /mth
 
 
 
 
 

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Ocean Sands 504 Beachfront Studio Condo
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 2
  • baths 1
  • rates (USD) $452 - $578 /wk
    $1,290 - $2,492 /mth
 
 
 
 
 

1 reviews write a review

Ocean Sands 403 Great Bargain
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $875 - $1,750 /wk
    $3,750 - $7,500 /mth
 
 
 
 
 

1 reviews write a review

Ocean Sands 1104 Beachfront
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $476 - $952 /wk
    $2,040 - $4,080 /mth
 
 
 
 
 

1 reviews write a review

Newly Remodeled, Beautiful White Sand Beachfront 3 bedroom condo!
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $136 - $275 /nt
    $950 - $1,925 /wk
 
 
 
 
 

3 reviews write a review

1 King & 2 Queen Beds - On the Beach! Stunning Sunset Views, Sleeps 10
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 10
  • baths 2
  • rates (USD) $90 - $314 /nt
 
 
 
 
 

5 reviews write a review

2 Bed 2 Bath Condo, Gulf View, Clean, August Availability
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $149 /nt
    $649 - $999 /wk
    $2,800 /mth
 
 
 
 
 

22 reviews write a review

Stay on the Beach Across from John's Pass. Fantastic Location!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $120 - $179 /nt
    $945 - $1,246 /wk
    $2,800 - $3,920 /mth
 
 
 
 
 

9 reviews write a review

Renovated Private Cottage in Madeira Beach. Value and Comfort!
Madeira Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $90 - $135 /nt
    $770 - $1,015 /wk
    $2,380 - $3,080 /mth
 
 
 
 
 

7 reviews write a review

Directly on Beach / Heated Pool / Hot Tub
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 10
  • baths 2
  • rates (USD) $90 - $175 /nt
 
 
 
 
 

5 reviews write a review

'Beachy Keen' - Luxury Beachfront Condo - Awesome Gulf Views
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $156 - $342 /nt
    $1,095 - $2,395 /wk
 
 
 
 
 

19 reviews write a review

Vacation in Paradise... 'Living the Dream'
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $149 - $328 /nt
    $1,195 - $2,295 /wk
 
 
 
 
 

28 reviews write a review

Updated Beachfront Condo 3BR/2BA - Spectacular View
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 10
  • baths 2
  • rates (USD) $1,250 - $2,395 /wk
 
 
 
 
 

4 reviews write a review

Condo at John's Pass the heart of Madeira Beach
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 5
  • baths 2
  • rates (USD) $200 - $250 /nt
    $1,250 - $1,500 /wk
    $2,300 - $3,000 /mth
 
 
 
 
 

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Luxury Beachfront Condo, Spacious & Clean Corner Unit
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $1,045 - $1,595 /wk
 
 
 
 
 

21 reviews write a review

3 Bedroom/3 Bath Beachfront Condo-sleeps 12
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 12
  • baths 3
  • rates (USD) $1,350 - $2,395 /wk
 
 
 
 
 

29 reviews write a review

September is a great time for the beach!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $145 - $215 /nt
    $1,015 - $1,485 /wk
    $4,350 - $5,470 /mth
 
 
 
 
 

4 reviews write a review

Enjoy the sound of the waves - Direct Gulf Front - WiFi & Long Distance
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $114 - $221 /nt
    $1,149 - $1,549 /wk
 
 
 
 
 

25 reviews write a review

Walk to the beach & over 100 shops & restaurants
Madeira Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $653 /wk
 
 
 
 
 

10 reviews write a review

Madeira Bay Resort - Luxury Condo at a bargain Price
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $99 - $159 /nt
    $590 - $990 /wk
    $1,950 - $3,400 /mth
 
 
 
 
 

8 reviews write a review

Excellent Location On The Bay. Just Moments From the Beach.
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $135 /nt
    $700 - $980 /wk
    $2,520 - $2,800 /mth
 
 
 
 
 

4 reviews write a review

Fantastic Value in a Beach Front Resort
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $120 - $179 /nt
    $945 - $1,246 /wk
    $2,800 - $3,920 /mth
 
 
 
 
 

7 reviews write a review

Fantastic Location. Private, Quiet, Relaxing. Ahh...
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $763 - $1,289 /wk
    $2,716 - $3,332 /mth
 
 
 
 
 

1 reviews write a review

Updated, spacious, and completely outfitted location for your Florida
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $1,139 - $1,786 /wk
    $3,640 - $6,440 /mth
 
 
 
 
 

10 reviews write a review

Comfortable Two Bedroom Cottage Just Steps from the Beach
Madeira Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $87 - $131 /nt
    $747 - $985 /wk
    $2,309 - $2,988 /mth
 
 
 
 
 

15 reviews write a review

Bayfront Luxury Waterfront Cottage. Private Dock.
Madeira Beach House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $114 - $233 /nt
    $800 - $1,535 /wk
    $2,717 - $4,140 /mth
 
 
 
 
 

33 reviews write a review

One Bedroom Ocean Sands Beachfront Vacation Condo
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths
  • rates (USD) $650 - $750 /wk
    $2,500 - $3,000 /mth
 
 
 
 
 

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Great Gulf Front 2/2 Close to John's Pass, Best Beach, & Pool
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $115 - $214 /nt
    $800 - $1,500 /wk
    $3,000 - $3,800 /mth
 
 
 
 
 

35 reviews write a review

Labor Day Avail - New Low Rates! Spacious 2BR North Madeira Shores Condo Just 2 Blocks from the Beach - Walking Distance to Restaurants & Other Activities!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $74 - $117 /nt
    $472 - $734 /wk
    $1,695 - $2,828 /mth
 
 
 
 
 

2 reviews write a review

Paradise! Waterfront Retreat Dolphin's In Your Backyard Minutes From The Beach
Madeira Beach House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $140 - $160 /nt
    $850 - $975 /wk
    $2,750 - $3,500 /mth
 
 
 
 
 

4 reviews write a review

Luxury Corner Penthouse at Prestigious Ocean Sands - 30' Balcony
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $129 - $200 /nt
 
 
 
 
 

11 reviews write a review

Physician's Waterfront Beach House Close to Beach
Madeira Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $125 - $161 /nt
 
 
 
 
 

4 reviews write a review

Listen to the Waves - Direct Gulf Front - **Available August 23-30, 2014**
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $96 - $171 /nt
    $759 - $1,199 /wk
 
 
 
 
 

8 reviews write a review

CLEAN and COMFORTABLE - Next to John's Pass Village and a short walk to beach
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $99 - $159 /nt
    $560 - $899 /wk
    $1,500 - $2,999 /mth
 
 
 
 
 

12 reviews write a review

New Listing! Relax Poolside,Walk to Beach & ENJOY Tropical Waterview Pier Fishi
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths
  • rates (USD) $525 - $780 /wk
 
 
 
 
 

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Gorgeous New Beach House With Elevator, Dock, And Lots Of Space!
Madeira Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $200 /nt
 
 
 
 
 

1 reviews write a review

Luxury Remodeled 3BR/2BA Beachfront ***Sept weeks on SALE!***
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $150 - $321 /nt
    $950 - $2,250 /wk
 
 
 
 
 

17 reviews write a review

Perfect Sunsets--Direct Beachfront--2bed/2bath, Newly Remodeled
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 0
  • rates (USD) $171 - $200 /nt
    $1,200 - $1,400 /wk
 
 
 
 
 

4 reviews write a review

1 BLOCK FROM JOHNS PASS, JUST REMODELED!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $125 - $224 /nt
    $799 - $1,570 /wk
 
 
 
 
 

53 reviews write a review

Family/ Friendly beach apt. directly across from John's Pass Weekly/Monthly rent
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths
  • rates (USD) $1,000 - $1,400 /wk
    $3,800 - $4,800 /mth
 
 
 
 
 

8 reviews write a review

Imagine the View-Madeira Beach #302
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 9
  • baths 2
  • rates (USD) $171 - $356 /nt
    $1,195 - $2,495 /wk
 
 
 
 
 

1 reviews write a review

Sand Castle, Oceanfront? You Bet!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $675 - $1,895 /wk
 
 
 
 
 

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Holiday Villas III, Wow Call Us Quick!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $675 - $1,895 /wk
 
 
 
 
 

7 reviews write a review

Waterfront with Heated Pool
Madeira Beach House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $1,204 /wk
    $2,970 /mth
 
 
 
 
 

11 reviews write a review

Designer Furnished Waterfront Penthouse Studio With Private Balcony
Madeira Beach Studio Rental Picture
  • bedrooms 0
  • rental type Studio
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $64 - $93 /nt
    $1,400 - $2,350 /mth
 
 
 
 
 

18 reviews write a review

Collwood Condominium Located Directly on Gulf of Mexico
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $750 - $895 /wk
 
 
 
 
 

3 reviews write a review

Labor Day Avail - New Low Rates! Fresh & Clean 1BR Condo in North Madeira Shores Neighborhood - Only 2 Blocks from the Beach!
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $68 - $107 /nt
    $424 - $668 /wk
    $1,528 - $2,649 /mth
 
 
 
 
 

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*Special $25 OFFl* BEACHFRONT 1/1 Johns Pass, Pool,Kitch
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 3
  • baths 1
  • rates (USD) $75 - $116 /nt
    $475 - $815 /wk
 
 
 
 
 

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Save Top Corner Condo Direct Gulf Penthouse Views Beach
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $900 - $1,600 /wk
 
 
 
 
 

12 reviews write a review

Looking for waterfront condo with private balcony facing Boca Ciega Bay?
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $95 - $130 /nt
    $550 - $700 /wk
    $2,200 - $3,000 /mth
 
 
 
 
 

39 reviews write a review

Spacious Oceanfront Condo - Overlooks Maderia Beach
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 7
  • baths 2
  • rates (USD) $900 - $2,295 /wk
 
 
 
 
 

9 reviews write a review

Upscale 3BR/2BA Beach Front Condo w/ heated pool and hot-tub
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $1,250 - $2,395 /wk
 
 
 
 
 

28 reviews write a review

Vibrant, Spacious Corner Unit Right on Beach & Close to World-Famous John's Pass
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $699 - $2,661 /wk
    $2,473 - $8,822 /mth
 
 
 
 
 

4 reviews write a review

Wonderful Waterfront Condo Overlooking Marina, Across Street from Beach
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $517 - $1,968 /wk
    $1,829 - $6,525 /mth
 
 
 
 
 

3 reviews write a review

Sea Breeze Unit 306- Enjoy your award winning view and classic beach boardwalk!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $670 - $2,550 /wk
    $2,370 - $8,454 /mth
 
 
 
 
 

14 reviews write a review

Spacious 1BR 1BA with breathtaking view!
Madeira Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $546 - $2,079 /wk
    $1,933 - $6,892 /mth
 
 
 
 
 

2 reviews write a review

The Art of True Holiday
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $973 - $1,540 /wk
 
 
 
 
 

12 reviews write a review

Ellie Ackley's 'Beach Place'
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $1,000 - $1,400 /wk
 
 
 
 
 

8 reviews write a review

You Don't Want to Miss This One:) Check Out This Listing!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $156 - $328 /nt
    $1,195 - $2,295 /wk
 
 
 
 
 

2 reviews write a review

#1 Madeira Beach 'Beachfront Penthouse' has a Million Dollar View!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $595 - $1,495 /wk
 
 
 
 
 

6 reviews write a review

Powdery, white sand, glistening pristine waters and roomy 2 bedroom, 2 bath!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 8
  • baths 2
  • rates (USD) $757 - $2,882 /wk
    $2,679 - $9,557 /mth
 
 
 
 
 

1 reviews write a review

Your Dream Vacation Beach Front condo 'The Chambre'
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $925 - $1,495 /wk
 
 
 
 
 

6 reviews write a review

Relaxing Ground Floor Pool Front Condo - No Car Needed! Walk To Beach And More!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $487 - $695 /wk
    $2,085 /mth
 
 
 
 
 

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Tropical Cottages of Madeira Beach
Madeira Beach Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $1,000 /wk
 
 
 
 
 

7 reviews write a review

Charming Cottage in Madeira Beach
Madeira Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD)
 
 
 
 
 

8 reviews write a review

Enjoy our Top Floor Oceanview Beachfront Condo! Free Wifi
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $895 - $1,500 /wk
 
 
 
 
 

8 reviews write a review

Great Summer Weekly Rates! Oceanfront 2bd/2bth Pool, Master Ocean View,WIFI
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $600 - $750 /wk
 
 
 
 
 

13 reviews write a review

Villa Madeira Beach Front in Madeira Beach!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $800 - $1,675 /wk
 
 
 
 
 

11 reviews write a review

Beautiful Beach Front Condo At The Arie Dam - Short Distance From John's Pass!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $800 - $1,600 /wk
 
 
 
 
 

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Trillium - Beach Front!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $800 - $1,600 /wk
 
 
 
 
 

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Madeira Bay Resort And Spa - One Bedroom
Madeira Beach Hotel Rental Picture
  • bedrooms 1
  • rental type Hotel
  • sleeps 3
  • baths 1
  • rates (USD) $220 - $1,000 /nt
 
 
 
 
 

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Madeira Bay Resort And Spa - Two Bedroom
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 5
  • baths 1
  • rates (USD) $280 - $1,500 /nt
 
 
 
 
 

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Barefoot Beach Hotel - Madeira Beach - Gulf Front Studio with Sofa
Madeira Beach Hotel Rental Picture
  • bedrooms 1
  • rental type Hotel
  • sleeps 2
  • baths 1
  • rates (USD) $159 - $960 /nt
 
 
 
 
 

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Barefoot Beach Hotel - Madeira Beach - Poolside Studio with Sofa
Madeira Beach Hotel Rental Picture
  • bedrooms 1
  • rental type Hotel
  • sleeps 2
  • baths 1
  • rates (USD) $139 - $750 /nt
 
 
 
 
 

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John's Pass Cottage Charmer
Madeira Beach Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 2
  • baths 1
  • rates (USD) $125 /nt
 
 
 
 
 

2 reviews write a review

Madeira Norte Gulf-View Condo -- June Specials!!!
Madeira Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD)
 
 
 
 
 

13 reviews write a review

Luxury Gulf-Front Condo Directly on Beach
Madeira Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 10
  • baths 2
  • rates (USD)
 
 
 
 
 

2 reviews write a review