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Vacation Rentals in Holmes Beach, Florida

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about Holmes Beach

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Holmes Beach, Florida vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Holmes Beach are added and updated every week!

Compared to hotels, Holmes Beach vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Holmes Beach, Florida Vacation Rentals and Tourism

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Holmes Beach things to do

 

Stay Anna Maria Island

AMI is where I like to spend my winters. Beautiful uncrowded beaches, good restaurants good shopping and great house rentals all over the island. Close...read more

 

Anna Maria Beach

Such a gorgeous beach it makes you understand how someone could truly be a beach bum. Not someone who loves sun worshiping or hanging out at the beach - I...read more

 

Fort De Soto Park

We headed to the dog beach section for the 4th of July weekend. We were pleasantly surprised by the waived park fee due to the holiday and how uncrowded the...read more

 

Robinson Preserve

Beautiful park in West Bradenton. Excellent trails for bikers or walkers which include paved roads, shell roads, and small bridges. The main path is 3...read more

 

Banana Cabana Caribbean Restaurant

Banana Cabana was a welcome change after several days of eating cookie-cutter combinations of fish, steak, and french fries. This restaurant is exactly what...read more

 

Desoto National Memorial

Hubs, pup and I stopped in this past weekend - we loved that dogs were welcome, and provided mutt mitts/appropriate trash cans. This attraction is small,...read more

 

Beach Bums

A little disorganized for a well established business, but sturdy stable of cruiser bikes and golf carts. Very willing to swap out bikes at any time. Loved...read more

 

Surferbus

Our kayaking trip was my favorite part about our recent trip to Florida. Four of us rented two tandem sit-on-top Ocean Kayak Malibu XLs and after a brief...read more

 

Coquina Beach

Sometimes when I read reviews, I can't believe we've all gone to the same place. Coquina Beach is at the southern end of Santa Maria Island. I like the...read more

 

Egmont Key State Park

We've visited the St. Pete Beach area each of the past three years now and enjoy exploring the area. Egmont Key Park is one of the best areas we've found....read more

 

Arts & Eats Restaurant & Gallery

Hubby and I had the watermelon salad with feta over romain lettuce to start. The contrast with the flavors were just perfectly matched! I order the Goat...read more

 

Longboat Key Beaches

This is by far worst beach... Not sure why people like it. There is no parking, water so shallow u literally have to go like miles from shore to get past...read more

 

South Florida Museum

This place is enormous! Definitely worth going. We have 4 kids ages 2 to 6 and they had a great time with the exhibits. We are members of "Friends of the...read more

 

Holmes Beach

This is my secret spot. Many memories here and many more to come. Either I go with 15 friends or just my wife... it is always special. We built our...read more

 

Gallen Massage & Yoga

I have had massages, as well as, attended Yoga and Meditation classes at Kathleen's studio. Kathleen and her staff are very skilled, caring and friendly....read more

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Anna Maria Island 3 Story Beach House
Holmes Beach House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 3
  • rates (USD) $2,000 /wk
    $6,000 /mth
 
 
 
 
 

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Sunset Inn / Unit "D"
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $600 - $1,100 /wk
    $2,100 - $3,300 /mth
 
 
 
 
 

1 reviews write a review

Sunset Inn / Unit A / B
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $700 - $1,200 /wk
    $2,300 - $3,600 /mth
 
 
 
 
 

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Sunset Inn / Unit "C"
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • community
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $600 - $1,100 /wk
    $2,100 - $3,300 /mth
 
 
 
 
 

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Sunset Inn "Studio" Unit E
Holmes Beach Studio Rental Picture
  • bedrooms 0
  • community Holmes Beach / AMI
  • rental type Studio
  • sleeps 2
  • baths 1
  • rates (USD) $500 - $950 /wk
    $1,900 - $2,900 /mth
 
 
 
 
 

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Ditch the Crowds – Quiet Gulf-View Condo with Rooftop Deck, Heated Pool!
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $163 - $255 /nt
    $995 - $1,690 /wk
    $3,582 - $4,824 /mth
 
 
 
 
 

13 reviews write a review

Cozy beachhouse located steps from the beach, restaurants, trolley, and shopping
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $120 - $175 /nt
    $775 - $950 /wk
    $2,500 - $3,000 /mth
 
 
 
 
 

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Directly on the Beach! Beautiful Ground Floor Condo
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $155 - $170 /nt
    $1,000 - $1,100 /wk
    $4,200 - $4,300 /mth
 
 
 
 
 

11 reviews write a review

Palm Cay 6: Adorable & Immaculate Condo, 70 Steps to Beach, Heated Pool!!!
Holmes Beach Condo Rental Picture
  • bedrooms 1
  • rental type Condo
  • sleeps 4
  • baths 1
  • rates (USD) $800 - $1,000 /wk
 
 
 
 
 

1 reviews write a review

Dolphin Cottage:Adorable Ground Level w/Heated Pool, Just Over a Block to Beach!
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 10
  • baths 2
  • rates (USD) $1,375 - $1,675 /wk
 
 
 
 
 

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Casa Sierra 205B: End of Summer Special $850/wk Through Aug. 30, 2014
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $900 - $1,300 /wk
 
 
 
 
 

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2 BR W/Heated Pool/Pets at Coconut Vacations - Anna Maria Island-Gulf
Holmes Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 18
  • baths 1
  • rates (USD) $132 - $156 /nt
    $912 - $988 /wk
    $3,672 - $3,978 /mth
 
 
 
 
 

21 reviews write a review

TROPICAL SANDS: Summer Special $2200/wk Aug. 9-16 & $1900/wk Aug. 16-30
Holmes Beach Villa Rental Picture
  • bedrooms 4
  • rental type Villa
  • sleeps 8
  • baths 4
  • rates (USD)
 
 
 
 
 

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SUNSET VILLA D: End of Summer Special $850/wk between now and August 30, 2014!
Holmes Beach Villa Rental Picture
  • bedrooms 2
  • rental type Villa
  • sleeps 6
  • baths 1
  • rates (USD) $900 - $1,250 /wk
 
 
 
 
 

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Seabreeze Villa: Gorgeous Mediterranean Style Home, Heated Pool & Waterfall
Holmes Beach House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $1,900 - $3,100 /wk
 
 
 
 
 

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Oceanside Oasis: End of Summer Special $3300/wk Between Aug.16 - Aug.30, 2014
Holmes Beach House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 14
  • baths 5
  • rates (USD) $3,300 - $5,600 /wk
 
 
 
 
 

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La Coconut: Fall Special $1000/wk between Aug 31 - September 24, 2014
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $1,250 - $1,800 /wk
 
 
 
 
 

3 reviews write a review

West Bay Cove 222 - Great location for taking advantage of everything that Anna Maria Island has to offer !
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $700 - $1,200 /wk
    $2,500 - $4,200 /mth
 
 
 
 
 

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Spacious & Pet-friendly, Steps from Beach & Bay, Summer 2014 SALE !!!
Holmes Beach House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $129 - $149 /nt
    $810 - $900 /wk
    $3,300 - $3,850 /mth
 
 
 
 
 

13 reviews write a review

Sunset Beach 102: 2BR/2BA Family-Friendly Condo near Beach
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $171 - $286 /nt
    $1,200 - $2,000 /wk
 
 
 
 
 

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Gulf Views from Every Room!
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 9
  • baths
  • rates (USD) $319 - $499 /nt
    $1,883 - $3,143 /wk
    $6,570 - $9,570 /mth
 
 
 
 
 

1 reviews write a review

Less than 200 Steps to the Gulf...Quick Walk to Grocery and Drug Stores
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $1,449 - $2,000 /wk
 
 
 
 
 

17 reviews write a review

Condo W Pool -Steps From The White Sand Of Holmes Beach - Anna Maria Island
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $600 - $1,100 /wk
 
 
 
 
 

1 reviews write a review

Starfish - Beach Living at it's best
Holmes Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $1,300 - $1,650 /wk
    $5,250 - $6,100 /mth
 
 
 
 
 

12 reviews write a review

Casa Sierra 203B: End of Summer Special $850/wk Through Aug. 30, 2014
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $900 - $1,300 /wk
 
 
 
 
 

1 reviews write a review

Escape to ourBeautiful Cottage on AMI - Private pool, tropical setting
Holmes Beach Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 10
  • baths 2
  • rates (USD) $221 - $236 /nt
    $1,650 /wk
 
 
 
 
 

22 reviews write a review

Lime Kiss incredible Golf Views
Holmes Beach Condo Rental Picture
  • bedrooms 3
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $1,300 - $1,650 /wk
    $4,875 - $6,100 /mth
 
 
 
 
 

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Sandy Point Unit 206 ~ RA43578
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $115 - $250 /nt
    $780 - $1,750 /wk
 
 
 
 
 

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Turtle Cove East ~ RA43482
Holmes Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $80 - $175 /nt
    $565 - $1,225 /wk
 
 
 
 
 

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Beachcomber ~ RA43480
Holmes Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 6
  • baths 2
  • rates (USD) $200 - $440 /nt
    $1,375 - $3,090 /wk
 
 
 
 
 

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ANNA MARIA ISLAND SALE! *MONTHLY PKGS* Only A Short Stroll to he Gulf Beach.
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $67 - $228 /nt
    $1,862 - $6,380 /mth
 
 
 
 
 

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ANNA MARIA ISLAND *SPECIALS ALL SEASON LONG* 2 Bed 2 Bath Heated Pool
Holmes Beach House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 7
  • baths 2
  • rates (USD) $120 - $214 /nt
    $795 - $1,500 /wk
    $2,395 - $4,600 /mth
 
 
 
 
 

1 reviews write a review

Anna Maria Island Condo - 1 Min Walk to Sandy White Beaches
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $695 - $928 /wk
 
 
 
 
 

10 reviews write a review

The Starfish House 3bd, 2ba, shared heated pool, new construction
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,000 - $1,500 /wk
 
 
 
 
 

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Adorable 1 bd, 1ba upstairs unit, private porch with beach views!
Holmes Beach Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $525 - $900 /wk
 
 
 
 
 

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Holmes Beach On Anna Maria Island, Family Friendly, Romantic, Tranquil.
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $800 - $1,600 /wk
    $2,800 - $5,000 /mth
 
 
 
 
 

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The Beach is Calling...
Holmes Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 6
  • baths
  • rates (USD) $125 - $225 /nt
 
 
 
 
 

7 reviews write a review

Coastal Charm Meets Cottage Chic! Sparkling New Pool/spa *4 Doors To The Beach*
Holmes Beach House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 9
  • baths 3
  • rates (USD) $2,500 - $3,650 /wk
 
 
 
 
 

9 reviews write a review

Come to The Cove at Sandy Pointe Holmes Beach
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $600 - $875 /wk
 
 
 
 
 

2 reviews write a review

Gulf front studio condo (sleeps 5). Breathtaking sunsets from private balcony
Holmes Beach Studio Rental Picture
  • bedrooms 0
  • rental type Studio
  • owner badgeowner badge
  • sleeps 5
  • baths 1
  • rates (USD) $135 - $205 /nt
    $910 - $1,325 /wk
 
 
 
 
 

4 reviews write a review

Beautiful Gulf-View Retreat Fall Savings!!! Book now before it's too late!
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,100 - $1,600 /wk
    $3,950 - $5,450 /mth
 
 
 
 
 

9 reviews write a review

Studio W/Heated Pool/Pets at COCONUT VACATIONS on- Anna Maria Island
Holmes Beach Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $105 - $120 /nt
    $700 - $800 /wk
    $2,660 - $2,960 /mth
 
 
 
 
 

1 reviews write a review

Updated with pool; 100 steps to the beach! 1bd/1ba
Holmes Beach House Rental Picture
  • bedrooms 1
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD)
 
 
 
 
 

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2 bed, 1 bath, sleeps 6, 25 steps to the beach, great location!
Holmes Beach Cottage Rental Picture
  • bedrooms 2
  • rental type Cottage
  • sleeps 6
  • baths 1
  • rates (USD) $700 - $1,100 /wk
 
 
 
 
 

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Anna Maria Island Townhouse Rental - Simply Beautiful!
Holmes Beach Townhome Rental Picture
  • bedrooms 3
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $130 - $171 /nt
    $3,900 /mth
 
 
 
 
 

16 reviews write a review

Palms Beach House: 3/2 Luxury Home with Heated Pool 3 houses from the Beach!
Holmes Beach House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $229 - $314 /nt
    $1,850 - $2,000 /wk
    $5,120 - $5,920 /mth
 
 
 
 
 

20 reviews write a review

1BR W/Heated Pool/Pets at COCONUT VACATIONS on Anna Maria Island, Fl.
Holmes Beach Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • sleeps 4
  • baths 1
  • rates (USD) $110 - $132 /nt
    $760 - $836 /wk
    $3,060 - $3,384 /mth
 
 
 
 
 

1 reviews write a review

1 BR Coconut Vacations W/Heat Pool on Anna Maria Island - PETS
Holmes Beach Cottage Rental Picture
  • bedrooms 1
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $110 - $132 /nt
    $760 - $836 /wk
    $3,060 - $3,366 /mth
 
 
 
 
 

2 reviews write a review

Island Time At The Cove. Quiet, Secluded, yet ideally located. Heated Pool.
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 4
  • baths 2
  • rates (USD) $82 - $118 /nt
    $575 - $825 /wk
 
 
 
 
 

7 reviews write a review

Love your life in our spacious condo with sea view and heated pool!
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $156 - $255 /nt
    $995 - $1,690 /wk
    $3,582 - $4,824 /mth
 
 
 
 
 

32 reviews write a review

20% off wk in April & May-Cayman Cay 108-2bd-2ba-pool view-condo-1 blk to beach!
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 2
  • rates (USD) $700 - $1,220 /wk
 
 
 
 
 

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50 Steps to Beach, Walk to Restaurants, Supermarket, Shops and Trolley Stop
Holmes Beach Townhome Rental Picture
  • bedrooms 1
  • rental type Townhome
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $850 - $1,100 /wk
    $2,250 - $3,100 /mth
 
 
 
 
 

4 reviews write a review

Just Steps To The Beach
Holmes Beach Condo Rental Picture
  • bedrooms 2
  • rental type Condo
  • sleeps 6
  • baths 1
  • rates (USD) $89 - $157 /nt
    $625 - $1,100 /wk
    $2,300 - $3,300 /mth
 
 
 
 
 

1 reviews write a review