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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

Holmes Beach 8 3 bedrooms
2 baths
$1,240 -
$15,795
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 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.



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.



Anna Maria 8 2 bedrooms
2 baths
$897 -
$2,219
Bronze

Immaculate panoramic views of the Tampa Bay make for an unforgettable holiday sojourn. (2) Bedrooms, (2) Bath, accommodates up to (6-8) people: 1 King, 1 Queen, 2 Twins. Free wireless, pets welcome (up to 15lbs) with deposit.



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

** Fall 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.



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.



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.



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 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).



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.



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

Located near Anna Maria City Pier. 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. Located near Anna Maria City Pier.



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.



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 16 6 bedrooms
4.5 baths
$1,900 -
$7,210
Platinum

**Some 2014 late summer and fall weeks as low as $2250!** 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.



Anna Maria 4 2 bedrooms
2 baths
$938 -
$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.



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 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.



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.



Anna Maria 6 2 bedrooms
2 baths
$700 -
$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.



Holmes Beach 6 2 bedrooms
2 baths
$686 -
$1,435
Gold

Immaculate Mediterranean style condo. (2) Bedroom, (2) Bath, accommodates (6) people: 1 King, 2 Twins, 1 Queen Sleeper sofa. Shared heated pool, free wireless internet, pet friendly with fee, seashell throw to the beach access.



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 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.



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.



Anna Maria 10 4 bedrooms
3 baths
$1,955 -
$3,040
Gold

**Weekly special of ONLY $1,349.00 for new reservaitons for stays from now until November 22, 2014. (no other discounts would apply)** 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.  



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Showing homes 1 - 25 of 76
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