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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 84 homes
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Showing homes 1 - 25 of 84

Anna Maria 6 2 bedrooms
2 baths
$650 -
$1,725
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. 



Holmes Beach 8 3 bedrooms
2 baths
$1,400 -
$2,048
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 4 2 bedrooms
1 bath
$1,100 -
$1,725
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.



Holmes Beach 6 2 bedrooms
2 baths
$900 -
$1,631
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 6 3 bedrooms
2 baths
$1,134 -
$2,503
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 8 3 bedrooms
3 baths
$1,240 -
$2,570
Gold

Coastal and bright tropical vacation home for your idyllic holiday. (3) Bedroom, (3) Bath, accommodates (8) people: 1 King, 2 Queens, 1 Queen Sleeper sofa. Private heated & caged pool, free wireless internet, less than two blocks to the beach.



Holmes Beach 7 2 bedrooms
2 baths
$1,100 -
$2,185
Gold

Beautifully renovated tropical paradise for your holiday getaway. (2) Bedroom, (2) Bathroom, accommodates up to (7) people: 1 King, 1 Double, 1 Sleeper Sofa. Private heated pool, free wireless internet, pet friendly (up to 25lbs) with fee, less than two blocks from the beach.



Holmes Beach 6 2 bedrooms
2 baths
$910 -
$1,925
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.



Holmes Beach 12 5 bedrooms
3 baths
$1,700 -
$3,675
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.



Holmes Beach 4 2 bedrooms
2 baths
$900 -
$1,631
Gold

**COMPLETELY RENOVATED 2014!  All new furniture, paint, appliances, patio, etc.  Be one of the first to enjoy the new improved Starfish 2!** Starfish Beach are one of Anna Maria Island's most coveted condominium complexes. From the moment you arrive, you’ll feel like this vacation cottage is an oasis all your own. (2) Bedroom, (2) Bathroom, accomodates up to (4) people: 2 Queen. Heated pool, pet friendly (with deposit).



Holmes Beach 6 2 bedrooms
2 baths
$900 -
$1,631
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 4 1 bedroom
1 bath
$420 -
$1,092
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.



Anna Maria 6 2 bedrooms
2 baths
$735 -
$1,925
Gold

Easy access to the beach and historic Rod N Reel Pier is available at this vivid luxury rental home in Anna Maria City. (2) Bedroom, (2) Bathroom, accommodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Free wireless, pet friendly (up to 25 lbs) with fee, less than two blocks to the beach.



Holmes Beach 8 3 bedrooms
2.5 baths
$1,134 -
$2,381
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.



Holmes Beach 6 2 bedrooms
2 baths
$910 -
$1,925
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.



Anna Maria 6 3 bedrooms
2 baths
$1,246 -
$2,192
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 16 6 bedrooms
3 baths
$3,080 -
$8,820
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 6 2 bedrooms
2 baths
$1,474 -
$3,045
Gold

Soothing, immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools and larger backyards on the Island. The spa is accented by iridescent glass. The 20' tall tiki hut that houses the bar and seating for six. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 2 Twins and 1 Full futon.  Free wireless internet, private heated pool, about two blocks to the beach.



Anna Maria 6 2 bedrooms
2 baths
$938 -
$1,575
Bronze

Quaint cottage in historic Anna Maria. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 Queen, 2 Fulls. Free wireless, pet friendly (up to 25lbs) with fee.



Holmes Beach 8 4 bedrooms
3.5 baths
$1,435 -
$3,396
Platinum

Mango Breeze will leave you refreshed, renewed, and relaxed. (4) Bedroom, (3.5) Bathroom, accommodates up to (8) people: 2 King, 1 Queen, 2 Twin. Private heated pool, free wireless, pet friendly (dogs up to 25 lbs only) with fee, less than two blocks to the beach.



Holmes Beach 6 2 bedrooms
2.5 baths
$780 -
$1,607
Bronze

Refresh, renew, and relax among lush landscaping for privacy at this vacation condo. (2) Bedroom, (2.5) Bath, accommodates (6) people: 1 King, 2 Twins, 1 Queen Sleeper sofa.  Community heated pool, free wireless internet, pet friendly with fee, less than two blocks to the beach access.



Holmes Beach 6 2 bedrooms
2 baths
$700 -
$1,168
Silver

Sandy Pointe II unit 202, at 3607 East Bay Drive in Holmes Beach on Anna Maria Island, FL is a bright and airy, two bedrooms, and two bath holiday condo in a secluded



Anna Maria 8 3 bedrooms
2 baths
$800 -
$1,840
Silver

Located near Anna Maria City Pier. Old Florida-style living at this charming split level vacation cottage with direct bay access on the coveted north end of Anna Maria City.  (3) Bedroom, (2) Bathroom, accommodates up to (8) people: 1 King , 1 Queen, 1 Daybed with trundle and 1 Queen Sleeper sofa. Pets are welcome with fee. Located near Anna Maria City Pier.



Holmes Beach 8 3 bedrooms
2.5 baths
$780 -
$1,750
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 8 3 bedrooms
2 baths
$1,400 -
$2,500
Gold

Welcome to Sugar Plum East located at 114 Mangrove in the City of Anna Maria on beautiful Anna Maria Island. This upscale 3 bedroom 2 bathroom ground level duplex is West



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Showing homes 1 - 25 of 84
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