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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 82 homes
Homes per page:
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Showing homes 1 - 25 of 82

Anna Maria 4 2 bedrooms
2 baths
$850 -
$1,854
Bronze

Let yourself be charmed by the "Old Florida" style and state of mind at this ground level vacation home. (2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 King, 2 Twins. Heated lagoon-style pool, free wireless, pets welcome with fee, only a few houses 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.



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.



Anna Maria 6 3 bedrooms
2 baths
$950 -
$1,690
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.



Holmes Beach 12 6 bedrooms
4 baths
$2,268 -
$4,652
Gold

Newly remodeled and vibrant island duplex perfect for large groups. (6) Bedroom, (4) Bath, accommodates (12) people: 4 Queens, 4 Times.  Two heated pools, free wireless internet, pets are welcome with pet fee, less than two blocks to the beach.



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 12 5 bedrooms
3 baths
$1,700 -
$3,500
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.



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 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).



Anna Maria 8 4 bedrooms
2.5 baths
$1,575 -
$2,625
Silver

BRAND NEW immaculate cottage located in beautiful Anna Maria. (4) bedroom, (2.5) bath, accommodates up to (8) people: 1 King, 2 Queens, 2 Twins. Private heated pool, free wireless internet, pets welcome with fee, less than a block to the beach.



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.



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 2 bedrooms
2 baths
$700 -
$1,617
Gold

Cozy and chic duplex ready for your tropical escape. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King, 2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless, pet friendly with fee, only a few houses to the beach.



Holmes Beach 8 3 bedrooms
3 baths
$1,240 -
$2,448
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 6 3 bedrooms
3.5 baths
$1,200 -
$1,800
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.



Anna Maria 4 2 bedrooms
2 baths
$966 -
$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.



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

Beautiful, bright and beachy holiday rental cottage. (2) Bedrooms, (2) Bathrooms, accommodates up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Shared heated large lagoon-style pool, free wireless, pets welcome with fee, less than two blocks to the beach.



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 8 4 bedrooms
3.5 baths
$1,435 -
$3,276
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 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 16 6 bedrooms
4.5 baths
$2,068 -
$7,210
Platinum

SPECIAL!!! February 28, 2015 week  - get 20% OFF!  A dream come true holiday oasis perfect for large families. (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 4 King, 1 Queen, 2 Twin, 2 Sleeper Sofa. Private heated pool with spa, outdoor kitchen, free wireless, pet friendly with fee, less than two blocks to the beach.



Holmes Beach 6 3 bedrooms
3 baths
$780 -
$1,800
Silver

Ultra-spacious 1520 sq ft 3 bedroom, 2.5 bath holiday condo located at 6250 Holmes Blvd # 67 in North Beach Village of Holmes Beach just 2 blocks from the pristine beaches on the Gulf of Mexico.



Anna Maria 8 3 bedrooms
3 baths
$1,400 -
$2,502
Gold

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



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 16 6 bedrooms
4.5 baths
$2,068 -
$7,210
Platinum

You'll never forget the views from this luxury vacation rental - a sweeping vista of the Gulf of Mexico and its shimmering quartz sand beaches. It will be love at first sunset! (6) Bedrooms, (4.5) Bath, accommodates up to (16) people: 3 King, 1 Queen, 2 Twins, 1 Full, 2 Sleeper Sofa. Private heated pool with spa, free wireless, pet friendly with fee, less than two blocks to the beach.



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Showing homes 1 - 25 of 82
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