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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

Heron-Dolphin 706 Rose

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

Welcome to the Dolphin/Heron located at 706 Rose Street .This quaint duplex with each unit having 2 bedroom 1 bath and located on a quiet street on the north end of


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.


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.


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.


Blue Lagoon 3 - Egret

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

** Summer Savings!  $875 per week on all new reservations for arrivals now through October 31, 2014 ** 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.


Sunfish - 102 55th St

Holmes Beach 6 3 bedrooms
2.5 baths
$910 -
$1,694
Gold

Holiday rental condo for the discriminating vacationer only in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twins. Heated pool, free wireless, pets welcome (dogs only, with deposit).  West of Gulf Drive.


Dolphin - 706 Rose B

Anna Maria 4 2 bedrooms
1 bath
$1,000 -
$1,610
Bronze

Welcome to the Dolphin located at 706 Rose unit B. This quaint 2 bedroom 1 bath duplex located on a quiet street on the north end of beautiful Anna Maria Island awaits


A Sassy Seahorse 264 Gladiolus

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.


Long Board-131WWhite

Holmes Beach 9 3 bedrooms
2.5 baths
$840 -
$2,205
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.


Garden Cottage-420 Spring Ave

Anna Maria 6 2 bedrooms
2 baths
$999 -
$1,483
Bronze

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


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.


Short Board-131EWhite

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.


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.


North Shore Cottage-871 NShore

Anna Maria 8 3 bedrooms
2 baths
$550 -
$1,386
Bronze

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: 2 Queens, 2 Twins, 1 Sleeper sofa. Pets are welcome with fee, less than two blocks from the beach, near City Pier.


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.  


305 B 62nd Street

Holmes Beach 6 2 bedrooms
2 baths
$450 -
$1,080
Bronze

No-frills, laid back duplex for a quiet and relaxing island getaway. (2) Bedrooms, (2) Bath, accommodates up to (6) people: (2) Queen, (1) Queen Sleeper Sofas. Free wireless internet, pet friendly with fee, about 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. 


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.


Starfish Beach Unit 2

Holmes Beach 4 2 bedrooms
2 baths
$900 -
$1,483
Gold

*** COMPLETELY RENOVATED June 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).


Dolphin Watch - 12108 Gulf Dr

Anna Maria 6 2 bedrooms
1 bath
$1,595 -
$2,756
Gold

Absolutely adorable, charming, colorful and relaxing small island vacation home. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly with fee, gulf front location.


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.


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.


Grande Haven-804 No Shore Dr.

Anna Maria 18 6 bedrooms
3 baths
$2,996 -
$8,400
Not Rated

Grande Haven is a spectacular example of high architecture, fine design and custom finishing at its best. This home was designed by the award winning Gene Leedy,


202 78th Street

Holmes Beach 6 2 bedrooms
2 baths
$600 -
$1,440
Silver

Custom, spacious and bright elevated vacation home. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Futon. Free wireless internet, pet friendly (25lbs or less) with fee, no pool but you’re less than two blocks from the beach.


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Showing homes 1 - 25 of 76
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