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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 77 homes
Homes per page:
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Showing homes 1 - 25 of 77

506 Key Royale Drive

Holmes Beach 6 3 bedrooms
2.5 baths
$1,236 -
$1,273
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.


North Beach Village Unit 63

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.


The Seashell Cottage

Anna Maria 6 2 bedrooms
2 baths
$650 -
$1,512
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. 


Shell House -215 Fir Ave

Anna Maria 4 2 bedrooms
2 baths
$825 -
$1,854
Bronze

Let yourself be charmed by the Old Florida style and state of mind at this ground level vacation home. Heated lagoon style pool.(2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 King, 2 Twins. Free wireless, pets welcome (with deposit), less than two blocks from the beach.


Safari Suite - 1105 Gulf Dr S

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.


Sunfish - 104 55th St

Holmes Beach 6 2 bedrooms
2 baths
$770 -
$1,764
Gold

Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, up to (6) people: 1 King, 1 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit).  West of Gulf Drive.


Sandy Point Unit 208

Holmes Beach 6 2 bedrooms
2 baths
$495 -
$1,112
Bronze

Lovely Island holiday condo in Sandy Pointe condominiums. The 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.


Blue Manatee Retreat-214 69th

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.


Au Soleil - 717 Jacaranda Rd

Anna Maria 10 4 bedrooms
3 baths
$1,955 -
$3,040
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, 1 Murphy Bed. Private pool with spa, free wireless, pets welcome (under 25lbs) with fee, less than two blocks to the beach.  


Bradenton Beach Club

Bradenton Beach 6 2 bedrooms
2 baths
$1,260 -
$2,427
Gold

Luxurious DIRECT gulf front Mediterranean-style condominium for a delightful island escape. (2) Bedrooms, (2) Bath, accommodates up to (4) people: 1 King, 2 Twin. Shared heated pool, free wireless, sorry no pets, gulf front location. 


Fountainhead 5

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.


LaRaya-801 Jacaranda

Anna Maria 6 3 bedrooms
2 baths
$1,498 -
$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.


Holly Jewel-727 Holly Road

Anna Maria 6 3 bedrooms
2.5 baths
$1,206 -
$1,676
Silver

Beautiful upscale seasonal home in tranquil neighborhood. (3) Bedroom, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Pets are welcome with fee, free wireless internet, canal front with boat access.


Appletini - 308W 58th St

Holmes Beach 7 2 bedrooms
2 baths
$999 -
$1,983
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.


Almost Gulf Front-203 69th St

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.


408 80th Street

Holmes Beach 6 2 bedrooms
2 baths
$605 -
$1,360
Bronze

No need for frills when this vacation home is less than two blocks from the Gulf of Mexico with a private pool. (3) Bedroom, (3) Bath, accommodates up to (6) people: 2 Queen, 2 Twin. Private heated pool, free wireless, pets welcome with fee.


Peaceful Palms-7302 Palm Dr

Holmes Beach 6 2 bedrooms
1 bath
$400 -
$960
Bronze

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


Misty Beach-5802 Imperiore Ave

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.  


316 Hardin B

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.


4808A Gulf Drive

Holmes Beach 8 3 bedrooms
2.5 baths
$1,050 -
$2,275
Silver

Chic, beachy and at-home feel, tropical island getaway vacation home. (3) Bedroom, (2.5) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Port-a-Crib. Private heated pool, free wireless internet, pets welcome with fee, less than two blocks to the beach.


Key Lime Cottages 202-204 73rd

Holmes Beach 12 6 bedrooms
4 baths
$2,156 -
$4,652
Gold

202 & 204 73rd ST welcomes you to this recently re-done and updated island duplex. Just steps from the Gulf of Mexico and the pure white sandy beaches of Anna Maria. (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.


Southern Comfort on HolmesBlvd

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 in Holmes Beach, FL. Nothing soothes your sunburn quite like a luxury vacation rental to come home to! (3) Bedroom, (2.5) Bathroom, accomodates up to (86) 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


Casa Del Sol - 310 Clark Lane

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.


Casa Campoamor 11107 Gulf Dr.

Anna Maria 6 3 bedrooms
2 baths
$877 -
$1,796
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.


Willow Cottage - 108 Willow

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.


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Showing homes 1 - 25 of 77
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