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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 73 homes
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Showing homes 1 - 25 of 73

202 78th Street

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

All your vacation dreams are ready to come true at this elevated vacation home. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin, 1 Futon. Free wireless, pet friendly (25lbs or less with deposit), less than two blocks 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.


Down by the Sea-268 Gladiolus

Anna Maria 6 3 bedrooms
2 baths
$960 -
$2,016
Silver

Set in a lush, tropical setting with a heated salt water pool. Lovingly and locally decorated to make you feel right at home in Anna Maria City, FL. (3) Bedroom, (2) Bath, accommodates up to (6) people: 1 King, 1 Queen, 2 Twin. Private heated salt water pool, free wireless, pet friendly (under 25lbs, with deposit), less than two blocks to the beach.


305 B 62nd Street

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

Sweet dreams and soothing, tropical decor wait for you at this vacation duplex in Holmes Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 2 Queen, 2 Sleeper Sofas. Free wireless, pet friendly (with deposit), less than two blocks to the beach.


Blue Lagoon 3 - Egret

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

Get away from it all with a week at Blue Lagoon - one of the most popular spots to have your Anna Maria Island vacation. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.


316 Hardin A

Anna Maria 4 2 bedrooms
1 bath
$450 -
$1,112
Silver

Decorated with Key West style and sensibility, this vacation cottage is a short walk from the gulf in Holmes Beach, FL.  (2) Bedrooms, (1) Bath, accommodates up to (4) people: 1 King, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit).


Beach House Resort 4

Bradenton Beach 4 1 bedroom
1 bath
$693 -
$1,462
Silver

** Best priced DIRECT GULF FRONT vacation condo on the island! Some summer weeks as low as $699!! **   Welcome to the Beach House Resort, with stunning panoramas of the gulf in every unit. Located just blocks from downtown Bradenton Beach, FL. (1) Bedroom, (1) Bath, accomodates up to (4) people: 1 Queen, 1 Sleeper Sofa. Free wireless internet, pet friendly (small only, with deposit), DIRECT gulf front.


25 Seaside Court

Holmes Beach 4 2 bedrooms
2 baths
$630 -
$1,298
Silver

This updated vacation villa offers a dock for your boat or fishing in Holmes Beach, FL. (2) Bedrooms, (2) Bathrooms, accomodates up to (4) guests. 1 Queen, 2 Twins. Free wireless, pets welcome (with deposit) , bay front location. 


Key Lime Cottage West-202 73rd

Holmes Beach 6 3 bedrooms
2 baths
$1,078 -
$2,272
Gold

Key Lime Cottage WEST, 3 bedroom 2 bath NEW duplex with private heated pool.  Sleeps up to 6. 


Au Soleil - 717 Jacaranda Rd

Anna Maria 10 4 bedrooms
3 baths
$1,855 -
$2,940
Gold

You'll certainly be feeling sunny after a week of holiday at this luxury vacation rental on Anna Maria Island, FL. (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 deposit), less than two blocks to the beach.  


Fountainhead 5

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

Vacation rental at Fountainhead Condominiums just steps from the Gulf of Mexico's azure waters and white sand beaches. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.


131 East White Avenue

Holmes Beach 6 2 bedrooms
2 baths
$700 -
$1,617
Gold

Vacation duplex on a street known nationally for the best surfing on Anna Maria Island in Holmes Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (6) people: 1 King,  2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless, pet friendly (with deposit), less than two blocks to the beach.


Dolphin Watch - 12108 Gulf Dr

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

You will be within walking distance of the famous Sandbar Restaurant, but get your order to go so you can enjoy one of the best tables on the island right outside your back door. (2) Bedrooms, (1) Bath, accommodates up to (6) people: 1 Queen, 2 Twin, 1 Sleeper Sofa. Free wireless, pet friendly (with deposit), less than two blocks to the beach.


209 69th A

Holmes Beach 6 2 bedrooms
2 baths
$990 -
$1,310
Bronze

Ground level of this charming, well cared for vacation duplex in Holmes Beach, FL. (3) Bedrooms, (2.5) Bath, accommodates up to (8) people: 1 King, 2 Twin, 1 Sleeper Sofa. Shared heated pool, free wireless internet, pet friendly (with deposit), 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.


Coastal Sands-213 70th St

Holmes Beach 8 3 bedrooms
2 baths
$1,140 -
$2,348
Gold

Life is sweeter when you're spending a week atCoastal Sands in Holmes Beach, FL. (3) Bedrooms, (2) Bathroom, accomodates up to (8) people: 1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa. Private heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.


Misty Beach-5802 Imperiore Ave

Holmes Beach 4 2 bedrooms
2 baths
$1,197 -
$2,473
Gold

Dig your toes into island life by taking your family holiday to this vacation villa in Homes Beach, FL. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 1 King, 1 Queen, 1 Futon. Private heated pool, free wireless, pet friendly (up to 25lbs, with deposit), 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.


Katie's Beach Bungalow

Bradenton Beach 6 2 bedrooms
2 baths
$1,200 -
$1,925
Bronze

Elevated, Old Florida style vacation house right across from the Gulf of Mexico in Bradenton Beach, FL. (2) Bedrooms, (2) Bath, accommodates up to (4) people: 1 King, 1 Queen. Free wireless, pets welcome (with deposit), less than two blocks to the beach.   <span style="\\"font-size:" 12px;\\"="">**Please note: Pool heat is an additional $150 per week.  Please ask to add this feature at time of reservation **


Starfish Beach Unit 1

Holmes Beach 6 2 bedrooms
2 baths
$900 -
$1,483
Gold

Kingfisher Cottage at Starfish Beach isn’t just a place to stay – it’s your means to a truly tranquil state of mind. (2) Bedroom, (2) Bathroom, accomodates up to (6) people: 2 Queen, 1 Sleeper Sofa. Heated pool, free wireless, pet friendly (with deposit)  


Garden Cottage-420 Spring Ave

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

Mellow out for a week among the greenery in your private backyard at 420 Spring Ave, known as Garden Cottage in Anna Maria City, FL. (2) Bedrooms, (2) Bath, accomodates up to (6) people: 1 Queen, 2 Full. Free wireless, pet friendly (up tp 25lbs, with deposit).


Holly Jewel-727 Holly Road

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

Welcome to "Holly Jewel" located at 727 Holly Road on the northern end of beautiful Anna Maria Island. This private and lovely three bedroom and 2 1/2 bath vacation


All Decked Out-509 SoBay Blvd

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

Welcome to 509 South Bay Blvd right across from the bayside beach and a short stroll to Pine Ave shopping and dining. This tastefully updated elevated home is ideal for a family looking for a larger home with private pool yet both beach and bay access.


North Shore Cottage-871 NShore

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

Enjoy a week of Old Florida-style living at this charming split level vacation cottage on the coveted north end of Anna Maria City. (3) Bedroom, (2) Bathroom, accomodates up to (8) people: 2 Queen, 2 Twin, 1 Sleeper Sofa. Pet friendly (dogs only, with a deposit), less than two blocks from the beach. 


Blue Lagoon 5 - Sandpiper

Holmes Beach 6 2 bedrooms
2 baths
$770 -
$1,848
Silver

Blue Lagoon has one of the most charming community pools around - you're sure to make new friends next to waterfall or under the shade of a tiki hut. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Heated pool, free wireless, pets welcome (with deposit), less than two blocks to the beach.


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Showing homes 1 - 25 of 73
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