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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 87 homes
Homes per page:
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Showing homes 1 - 25 of 87

Holmes Beach 4 2 bedrooms
2 baths
$1,197 -
$2,597
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.  



Holmes Beach 6 3 bedrooms
2.5 baths
$1,236 -
$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.



Anna Maria 4 2 bedrooms
1 bath
$473 -
$1,226
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.



Bradenton Beach 4 1 bedroom
1 bath
$550 -
$1,484
Silver

A vibrant vacation condo such as Safari Suite comes around once in a lifetime! See for yourself with a week of island life. (1) Bedroom, (1) Bathroom, accommodates up to (4) people; 1 King, 1 Sleeper Sofa. Pet friendly with fee, across the road from the beach.



Anna Maria 10 4 bedrooms
3 baths
$2,004 -
$3,192
Gold

Spacious and elegant home idyllic for your holiday sojourn. (4) Bedroom, (3) Bath, accommodates up to (10) people: 1 King, 2 Queen, 2 Twin, Den with Queen  Murphy Bed. Private pool with spa, free wireless, pets welcome (under 25lbs) with fee, 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.



Holmes Beach 10 5 bedrooms
3.5 baths
$2,047 -
$4,542
Platinum

Spacious, private vacation home that offers peeks of the gulf and backyard tiki bar. (5) Bedroom, (3.5) Bath, accommodates up to (10) people: 2 King, 1 Queen, 2 Twin, 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

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
$623 -
$1,495
Bronze

No need for frills when this vacation home is less than two blocks from the Gulf of Mexico with a private pool. (2) Bedroom, (2) Bath, accommodates up to (6) people: 1 Queen, ,1 Full ,1 Twin and Queen sleeper sofa. Private heated pool, free wireless, pets welcome with fee.



Holmes Beach 6 2 bedrooms
2 baths
$602 -
$1,540
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.



Anna Maria 9 3 bedrooms
2 baths
$950 -
$2,514
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 6 2 bedrooms
2 baths
$630 -
$1,168
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
$1,225 -
$1,890
Silver

Beautifully designed & designer decorated vacation rental home a few blocks from Bimini Bay in the wonderful neighborhood of Key Royale. (3) Bedroom, (3) Bathroom, accommodates up to (6) people: 2 Kings, 2 Twins. Private pool, dock with boat access, direct Intracoastal access, free wireless internet, pets welcome with fee.



Anna Maria 8 3 bedrooms
3 baths
$2,058 -
$3,087
Gold

Welcome to "Fish House" located at 231 Oak Avenue in the City of Anna Maria on beautiful Anna Maria Island awaits the vacationer in you. This picture perfect ground level



Holmes Beach 9 3 bedrooms
2.5 baths
$980 -
$2,185
Gold

Elegant and chic duplex ready for your tropical escape. (3) Bedrooms, (2.5) Bath, accommodates up to (9) people: 2 King,  2 Twin Bunk Beds, 1 Trundle Bed, 1 Air Mattress. Shared heated pool, free wireless, pet friendly with fee, only a few houses to the beach.



Holmes Beach 6 2 bedrooms
1 bath
$440 -
$1,323
Bronze

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



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 bedroom, two bath holiday condo in a secluded complex close to shopping and conveniently located to the beach.  



Holmes Beach 6 3 bedrooms
2 baths
$1,498 -
$2,940
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



Anna Maria 10 4 bedrooms
4 baths
$3,150 -
$7,000
Not Rated

Welcome to Water Colors a new Luxury custom built home with Gulf views and roof top deck located at 109 Palm Ave in the city of Anna Maria on beautiful Anna



Holmes Beach 10 4 bedrooms
3.5 baths
$1,575 -
$3,500
Gold

This gorgeous multi-level home is truly a tropical paradise. (4) Bedroom, (3.5) Bath, accommodates (10) people: 2 King, 2 Queen, with 1 Double and Twin. Private heated pool,spa, free wireless internet, less than two blocks to the beach with no main streets to cross.



Anna Maria 6 3 bedrooms
2 baths
$989 -
$2,117
Silver

Lush, tropical setting with a heated salt water pool. Lovingly and locally decorated to make you feel right at home. (3) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin. Private heated salt water pool, free wireless, pet friendly (under 25lbs) with fee, less than two 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.



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 6 2 bedrooms
2 baths
$1,000 -
$2,185
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.



Holmes Beach 6 3 bedrooms
2.5 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.



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Showing homes 1 - 25 of 87
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