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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
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Showing homes 1 - 25 of 77

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.



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.



Anna Maria 5 2 bedrooms
2 baths
$1,045 -
$2,394
Silver

Charming and quaint "old Florida" style vacation cottage. (2) Bedrooms, (2) Bath, accommodates up to (5) people: 1 King, 2 Twin, 1 Trundle. Private heated pool, free wireless, pets welcome with fee, only a couple houses to the beach access.



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

Newly remodeled and vibrant island duplex perfect for large groups. (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.



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.  



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 Fulls. Free wireless, pet friendly (up to 25lbs) with fee.



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 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.



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 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.



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 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.



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.



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.



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



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 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.



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 10 5 bedrooms
2.5 baths
$1,540 -
$4,950
Silver

EXCLUSIVE OFFER!  NEW reservations now through November 15, 2014 ask for your 50% off voucher for bike and beach rentals from Beach Bums!  (Up to 4 items, subject to availability) 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.



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 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.



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.



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. 



Anna Maria 8 3 bedrooms
2 baths
$893 -
$2,209
Silver

Light and bright seasonal rental, perfect for multi-family getaways.  (3) Bedroom, (2) Bath, accommodates up to (8) people: 1 King, 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless internet, pet friendly with fee, about two and a half blocks to the beach.



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Showing homes 1 - 25 of 77
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