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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 76 homes
Homes per page:
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Showing homes 1 - 25 of 76

Bradenton Beach 4 1 bedroom
1 bath
$550 -
$1,386
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 4 2 bedrooms
1 bath
$1,000 -
$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.



Holmes Beach 8 4 bedrooms
4 baths
$1,558 -
$1,711
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 8 4 bedrooms
3.5 baths
$1,442 -
$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 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.



Holmes Beach 8 3 bedrooms
2.5 baths
$1,080 -
$2,225
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 10 5 bedrooms
2.5 baths
$1,540 -
$4,950
Silver

A whimsical multi-level home for your idyllic sojourn.  (5) Bedroom, (2.5) Bath, accommodates up to (10) people: 2 Kings, 1 Queen, 2 Twins, 2 Doubles. Private heated pool, amazing bay views, free wireless internet, pets welcome with fee.



Holmes Beach 10 5 bedrooms
3.5 baths
$2,205 -
$4,326
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.



Anna Maria 6 2 bedrooms
2 baths
$735 -
$1,764
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.



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.



Holmes Beach 8 3 bedrooms
2 baths
$1,350 -
$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.



Holmes Beach 6 3 bedrooms
3 baths
$1,715 -
$2,870
Platinum

**SPECIAL 10% DISCOUNT ON ALL BOOKINGS MADE WITHIN 45 DAYS OF ARRIVAL** The whole family can get away from it all on the top floor of this condo building located less than two blocks from the Gulf of Mexico beaches. (3) Bedroom, (3) Bath, accomodates to (6) people: 1 King, 2 Queen. Private heated pool, free wireless, pet friendly (dogs only, with deposit), less than two blocks to the beach. 



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.



Holmes Beach 8 3 bedrooms
2 baths
$1,240 -
$2,448
Silver

Well appointed single family home with a spacious layout. (3) Bed: (2) Bath: Accommodates up to (8) people: 2 Queens, 2 Twins, 1 Queen Sleeper sofa. NEW heated pool and spa, less than two blocks to the beach, free wireless internet, pets welcome with fee.



Holmes Beach 8 3 bedrooms
2 baths
$1,240 -
$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 4 1 bedroom
1.5 baths
$900 -
$1,298
Silver

Cute and cozy cottage perfect for your tropical island holiday.(1) Bedroom, (1.5) Bath, accommodates up to (4) people: 1 King, 1 Sleeper Sofa. Shared heated large lagoon-style pool, free wireless, pet friendly with fee, less than two blocks to the beach.



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

Perfect family gathering awaits you at this recently remodeled duplex in Anna Maria. (4) Bedrooms, (2) Bath, accommodates (8) people: 2 Queens, 2 Twins, 2 Queen Sleeper Sofas. Heated pool and spa, pets are welcome with a fee, free wireless internet, less than two blocks to the beach.



Anna Maria 8 3 bedrooms
2 baths
$1,278 -
$2,409
Bronze

Bright vacation bungalow with sundrenched, private pool deck in Anna Maria City, FL. (3) Bedrooms, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twins & Queen sleeper sofa. Private heated pool, free wireless, pets under 25lbs. are welcome, 3rd house away from the beach.



Anna Maria 6 3 bedrooms
2 baths
$1,113 -
$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 6 2 bedrooms
2 baths
$1,436 -
$2,764
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.



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.  



Anna Maria 7 2 bedrooms
2 baths
$825 -
$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 16 6 bedrooms
4.5 baths
$1,900 -
$7,210
Platinum

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.



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 10 4 bedrooms
3.5 baths
$1,575 -
$3,605
Platinum

Stunning tropical paradise for a relaxing island getaway (4) Bedrooms, (3.5) Bath, accommodates up to (10) people: 2 Kings, 1 Queen, 2 Twins, 1 Queen Sleeper Sofa. Private heated pool paradise, free wireless, pet friendly (less than 25lbs) with fee, less than two blocks to the beach.



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Showing homes 1 - 25 of 76
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