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Pet Friendly

Island Real Estate has about 60 pet friendly properties available for those traveling with pets. Please note that there is an additional damage deposit of $250-$500 depending on size of and number of pets vacationing with you. Half of this deposit will be returned to you within 14 days of departure, pending no damage. The causeway (located on Manatee Avenue between Bradenton and the island) and Robinson Preserve are both great spots for your dog to enjoy the warm waters as the island beaches do not welcome pets. Florida has a strict leash law so don’t forget yours!
Your search has found 78 homes
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Showing homes 1 - 25 of 78

Shell House -215 Fir Ave

Anna Maria 4 2 bedrooms
2 baths
$825 -
$1,854
Bronze

Let yourself be charmed by the Old Florida style and state of mind at this ground level vacation home. Heated lagoon style pool.(2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 King, 2 Twins. Free wireless, pets welcome (with deposit), less than two blocks from the beach.


Blue Lagoon 4 - Loggerhead

Holmes Beach 6 3 bedrooms
3.5 baths
$1,200 -
$1,759
Silver

Spacious and sunny vacation villa. (3) Bedrooms, (3.5) Bath, accommodates up to (6) people: 2 King, 1 Queen. Shared large lagoon-style heated pool, free wireless, pet friendly with fee, less than two blocks to the beach.


About a Mermaid 621 Emerald Ln

Holmes Beach 6 3 bedrooms
3 baths
$1,225 -
$1,890
Not Rated

Nicely renovated and designer decorated vacation rental home in Key Royale. Perfectly situated just a few houses from Bimini Bay on a quiet Key Royale street (Cul-de-sac


Beach House Resort 4

Bradenton Beach 4 1 bedroom
1 bath
$693 -
$1,462
Silver

Cute and cozy holiday rental with stunning views of the gulf. (1) Bedroom, (1) Bath, accommodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless internet, heated spa, pet friendly (small only) with fee, DIRECT gulf front.


Peaceful Palms-7302 Palm Dr

Holmes Beach 6 2 bedrooms
1 bath
$400 -
$960
Bronze

Enjoy a week of serenity by taking your next Florida holiday to this cozy vacation rental. (2) Bedroom, (1) Bathroom, accommodates up to (6) people: 1 Queen, 2 Twins, 1 Futon. Free wireless, pet friendly (up to 25lbs, with deposit).


The Seashell Cottage

Anna Maria 6 2 bedrooms
2 baths
$650 -
$1,512
Bronze

This fabulous little beach cottage is a getaway worth writing home about. Enjoy a week of small town serenity in Anna Maria City. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Free wireless, Small dogs only, less than two blocks to the beach. 


316 Hardin A

Anna Maria 4 2 bedrooms
1 bath
$473 -
$1,168
Silver

Soothing and tropical villa-style duplex. (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 1 Sleeper Sofa. Free wireless internet, pet friendly with fee, about two and a half blocks to the beach.


Sunfish - 102 55th St

Holmes Beach 6 3 bedrooms
2.5 baths
$910 -
$1,694
Gold

Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Heated pool, free wireless, pets welcome (dogs only, with deposit).  West of Gulf Drive.


Casa Campoamor 11107 Gulf Dr.

Anna Maria 6 3 bedrooms
2 baths
$877 -
$1,796
Bronze

"Old Florida" beach cottage. (3) Bed: (2 ) Bath, accommodates up to (6) people: 2 Kings, 1 Queen. free wireless internet, sorry no pets, steps to the beach access.


North Shore Cottage-871 NShore

Anna Maria 8 3 bedrooms
2 baths
$550 -
$1,386
Bronze

Old Florida-style living at this charming split level vacation cottage on the coveted north end of Anna Maria City. (3) Bedroom, (2) Bathroom, accommodates up to (8) people: 2 Queens, 2 Twins, 1 Sleeper sofa. Pets are welcome with fee, less than two blocks from the beach, near City Pier.


Heron-Dolphin 706 Rose

Anna Maria 8 4 bedrooms
2 baths
$2,000 -
$3,220
Bronze

Welcome to the Dolphin/Heron located at 706 Rose Street .This quaint duplex with each unit having 2 bedroom 1 bath and located on a quiet street on the north end of


Key Lime Cottage West-202 73rd

Holmes Beach 6 3 bedrooms
2 baths
$1,078 -
$2,272
Gold

Coastal and vibrant private duplex for your relaxing seasonal getaway. (3) Bedroom, (2) Bath, accommodates up to (6) people: 2 Queens, 2 Twins.  Pets are welcome with fee, free wireless internet, private heated pool, less than two blocks to the beach.


Sandy Point Unit 208

Holmes Beach 6 2 bedrooms
2 baths
$495 -
$1,112
Bronze

Lovely Island holiday condo in Sandy Pointe condominiums. The condo backs up to a 30+ acre reserve! (2) Bedroom, (2) Bath, accommodates (6) people: 1 King, 2 Twins, 1 Queen Sleeper sofa. Community, heated pool, free wireless internet, pets welcome with fee.


316 Hardin B

Anna Maria 4 1 bedroom
1 bath
$420 -
$1,041
Silver

Soothing and tropical villa-style duplex. (1) Bedrooms, (1) Bath, accommodates up to (4) people: 1 Queen, 2 Twins. Free wireless internet, pet friendly with fee, about two and a half blocks to the beach.


Hideaway - 304 74th St

Holmes Beach 6 2 bedrooms
2 baths
$1,000 -
$1,470
Gold

This charming duplex makes for a stylish and comfortable seasonal vacation getaway. (2) Bedrooms, (2) Bathroom, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome with fee.


Mangrove Cottage-105 Mangrove

Anna Maria 5 2 bedrooms
2 baths
$1,045 -
$2,394
Silver

Charming and quaint "old Florida" style vacation cottage. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 2 Twin, 1 Trundle. Private heated pool, free wireless, pets welcome with fee, only a couple houses to the beach access.


209 69th A

Holmes Beach 6 2 bedrooms
2 baths
$990 -
$1,310
Bronze

"Old Florida" chic elevated duplex perfect place to getaway for your holiday. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twin, 1 Queen Sleeper Sofa. Shared heated pool, free wireless internet, pet friendly with fee, less than two blocks to the beach.


Fountainhead 5

Holmes Beach 6 2 bedrooms
2 baths
$605 -
$1,360
Silver

Coastal, clean and bright centrally located seasonal vacation condo. (2) Bedroom, (2) Bath, accommodates (6) people: 1 Queen, 2 Twins, 1 Sleeper sofa. Shared heated pool, free wireless internet, pets are welcome with fee, less than two blocks to the beach.


Starfish Beach Unit 1

Holmes Beach 6 2 bedrooms
2 baths
$900 -
$1,483
Gold

Kingfisher Cottage at Starfish Beach isn’t just a place to stay – it’s your means to a truly tranquil state of mind. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 2 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit)  


LaRaya-801 Jacaranda

Anna Maria 6 3 bedrooms
2 baths
$1,498 -
$3,153
Gold

Updated, beachy and spacious private home in the historic city of Anna Maria. (3) Bedroom, (2) Bath, accommodates (6) people: 1 King, 2 Queens. Private heated pool, pets are welcome with fee, free wireless internet, less than two blocks to the beach.


Dolphin Watch - 12108 Gulf Dr

Anna Maria 6 2 bedrooms
1 bath
$1,595 -
$2,756
Gold

Absolutely adorable, charming, colorful and relaxing small island vacation home. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly with fee, gulf front location.


Misty Beach-5802 Imperiore Ave

Holmes Beach 4 2 bedrooms
2 baths
$1,197 -
$2,473
Gold

Bright and beachy island home for a peaceful island getaway. (2) Bedroom, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen. Private heated pool, free wireless, pet friendly (up to 25lbs) with fee, less than two blocks to the beach.  


Holly Hideaway-730 Holly Road

Anna Maria 4 2 bedrooms
2 baths
$938 -
$2,098
Silver

With a breezy wooden patio outside, a cozy brick fireplace inside, and Florida gulf coast style throughout, you'll never want to spend a holiday on Anna Maria Island anywhere else. (2) Bedrooms, (2) Bathroom, accommodates up to (4) people: 1 King, 1 Queen, 1 Double Sleeper sofa,  Private heated pool, free wireless, pets are welcome (dogs only, up to 25lbs) with fee.


Flip Flops Forever-201 73rd St

Holmes Beach 12 5 bedrooms
3 baths
$1,700 -
$3,080
Gold

Beautiful beachy escape makes for a peaceful and homely seasonal island rental. (5) Bedroom, (3) Bathroom, accommodates up to (12) people: 1 King, 3 Queen, 2 Twin, 1 Trundle, 1 Infant-sized Bed. Private heated pool, free wireless, pets are welcome (dogs only) with fee, across the road from the beach access with gulf views from master bedroom.


Blue Lagoon 3 - Egret

Holmes Beach 6 2 bedrooms
2 baths
$910 -
$1,764
Silver

Charming, light and bright cottage for your perfect island getaway. (2) Bedrooms, (2) Bathrooms, accommodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Shared heated large lagoon-style pool, free wireless, pets welcome with fee, less than two blocks to the beach.


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Showing homes 1 - 25 of 78
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