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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 fee of $150 per pet, non refundable. 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 81 homes
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Showing homes 1 - 25 of 81

Anna Maria 16 6 bedrooms
3 baths
$3,080 -
$8,400
Platinum

Incredibly beautiful and luxurious Anna Maria home, filled with tasteful decor. (6) Bedroom, (3) Bath, accommodates up to (16) people: 3 Kings, 2 Queens, 2 Sets of Bunks, 1 Twin/Full, 1 Queen Sleeper. Private heated pool and spa, elevator, 5 Star Platinum Property, free wireless internet, pets are welcome with a fee.



Anna Maria 9 3 bedrooms
2 baths
$950 -
$2,394
Bronze

Enjoy the leisurely pace of "Old Florida" with a week of holiday at this charming vacation home. (3) Bedroom, (2) Bathroom, accommodates up to (9) people: 2 Queens, 1 Twin, 1 Trundle Bed, 2 Sleeper Sofa. Free wireless, pets are welcome (dogs only please) with fee, one block to the beach.



Holmes Beach 8 3 bedrooms
2 baths
$1,400 -
$1,950
Gold

Designer quality interior and tropical oasis feel make this duplex an ideal location for your island getaway. (3) Bedroom, (2) Bath, accommodates (8) people:2 Kings, 2 Twins, 1 Queen Sleeper sofa.  Private heated pool, free wireless internet, pets are welcome with a fee, about three blocks to the beach.



Anna Maria 6 3 bedrooms
2 baths
$1,499 -
$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.



Anna Maria 8 3 bedrooms
2 baths
$893 -
$2,209
Silver

Light and bright seasonal rental, perfect for multi-family getaways.  (3) Bedroom, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless internet, pet friendly with fee, about two and a half blocks to the beach.



Anna Maria 6 3 bedrooms
2 baths
$1,246 -
$2,128
Silver

Sunny and relaxing seasonal vacation rental in historic Anna Maria. (3) Bedroom, (2) Bath, accommodates (6) people: 1 Queen, 2 Twins, 1 Futon.  Pets are welcome with fee, free wireless internet, private heated pool, less than two blocks to the beach.



Anna Maria 8 2 bedrooms
2 baths
$924 -
$2,219
Bronze

Open panoramic views of Tampa Bay make for an unforgettable holiday sojourn. (2) Bedrooms plus one (1) additional bedroom upstairs accessible by exterior separate door, (2) Baths, accommodates up to (6-8) people: 1 King, 1 Queen, 2 Twins. Free wireless, pets welcome (up to 15lbs) with deposit.



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.



Holmes Beach 8 4 bedrooms
4 baths
$1,558 -
$1,890
Gold

A coastal oasis holiday rental and a boat lover’s paradise.  (4) Bedroom, (4) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Trundle Bed. Private heated & caged pool, free wireless internet, pets welcome (up to 25 lbs.) with fee.  NOTE:  This home welcomes vacations with a month & bi-weekly minimum stay.



Holmes Beach 6 3 bedrooms
2 baths
$1,134 -
$2,384
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.



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)  



Anna Maria 6 3 bedrooms
2 baths
$1,260 -
$2,205
Silver

Whimsical canal front home located in historic Anna Maria. (3) Bedroom, (2) Bath, accommodates (6) people: 1 King, 1 Queen, 2 Twins. Private heated pool and spa, pets are welcome with fee, free wilreless internet, boat access, less than two blocks to the beach.



Holmes Beach 6 3 bedrooms
2.5 baths
$1,273 -
$1,337
Bronze

Spacious and sunny vacation home. (3) Bedroom, (2.5) Bath, accommodates up to (6) people: 1 King, 4 Twin. Private heated and caged pool, free wireless internet, pet friendly with fee, canal front with boat access.



Holmes Beach 6 2 bedrooms
2 baths
$630 -
$1,112
Bronze

Relaxing, quite and private, this 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.



Holmes Beach 6 3 bedrooms
3 baths
$1,498 -
$2,800
Platinum

Welcome to this brand new custom built home located at 305 64th Unit A on beautiful Anna Maria Island. This home should be featured in the Coastal Living Magazine and no expense was spared on this 3 bedroom 2.5 bath custom home with heated lagoon style pool. 



Holmes Beach 8 3 bedrooms
2 baths
$1,242 -
$2,448
Gold

Cool and coastal beachy vacation rental home. (3) Bathroom, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Queen Sleeper Sofa.  Private heated pool, free wireless, pets welcome with fee, less than two blocks to the beach.



Holmes Beach 8 3 bedrooms
2.5 baths
$1,134 -
$2,268
Gold

Get comfortable in your own corner of island life by enjoying a week of Southern Comfort. (3) Bedroom, (2.5) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.



Anna Maria 7 2 bedrooms
2 baths
$866 -
$1,890
Gold

A soothing vacation cottage like the one at 207 Coconut will make you forget all about hotel living. (2) Bedroom, (2) Bathroom, accomodates up to (7) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Private heated pool, free wireless, pet friendly, washer-n-dryer (with deposit), less than two blocks to the beach.  



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

Chic and breezy cottage-style seasonal rental condo. (2) Bedrooms, (2) Bathrooms, accommodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Large lagoon-style shared heated pool, free wireless, pets welcome with fee, less than two blocks to the beach.



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

Starfish Beach Cottage #4 is a totally renovated vacation condo offering you a retreat wit hthe best of Anna Maria Island life and luxury. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (up to 25lbs, with deposit).



Holmes Beach 28 10 bedrooms
10.5 baths
$0 -
$0
Silver

Find the perfect vacation cottage for your trip to Holmes Beach, FL.  With a total of 10 bedrooms available, Blue Lagoon can accommodate as much as 28 guests or as few as just the 2 of you.



Holmes Beach 6 3 bedrooms
2 baths
$1,498 -
$2,800
Platinum

Welcome to this brand new custom built home located at 305 64th Unit B on beautiful Anna Maria Island. This home should be featured in the Coastal Living Magazine and no



Holmes Beach 8 3 bedrooms
2.5 baths
$780 -
$1,607
Silver

Refresh, renew, and relax among lush landscaping for privacy at this vacation condo. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 2 Queens, 2 Twins, 1 Twin Sleeper Sofa and 1 Twin cot. Free wireless, pet friendly with fee, less than two blocks to the beach.



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.



Anna Maria 4 2 bedrooms
1 bath
$1,100 -
$1,610
Bronze

Quaint duplex located on a quiet street on the north end of beautiful Anna Maria Island. (2) Bedroom, (1) Bath, accommodates (4) people: 1 Queen, 1 Twin, 1 Queen Sleeper. Shared heated pool and spa, free wireless internet, pets are welcome with fee, less than two blocks to the beach.



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Showing homes 1 - 25 of 81
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