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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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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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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

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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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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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
 
 
 
 
 

22 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: End of Summer Special $2000/wk for Aug.16 - Aug.23, 2014
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

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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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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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