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Dog Friendly Vacation Rentals in Anna Maria - FlipKey

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272 pet friendly beach rentals in Anna Maria

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

“Love this place” We absolutely loved our stay at the beach house. It was perfect for us and our two dogs. If you love wildlife it is perfect. Many birds and several dolphins were seen Several crabs on our beach. Plan on coming back next year. The morning sunrises were beautiful.

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$687

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Responds fast! avg. 1 hour 58 minutes

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$737

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 15 minutes

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Price per night from

$515

Coconut Bayou - a gem with heated pool on a fantastic location in Anna Maria

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

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Price per night from

$300

Aquaville A - 2/1 beauty with private pool in the heart of Anna Maria. Pets!

Anna Maria apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

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Price per night from

$180

Seashell - Less than 1 minute to the beach - PRIVATE POOL and PET friendly!

Anna Maria condo

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

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Price per night from

$229

213 75TH STREET

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 22 minutes

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Price per night from

$423

Coastal Cottage - NORTH END 3 bedroom, 2 bath pet friendly pool home!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 14 minutes

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Price per night from

$220

The Magnolia Lady - Anna Maria Beach Front Rental

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$630

Aquaville B - a 3/1 beauty with pool in the heart of Anna Maria, pet friendly

Anna Maria apartment

3 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

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Price per night from

$200

Manatee Lookout

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$401

105 81ST SUNSET PALMS

Anna Maria house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 13 minutes

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Price per night from

$1,372

Great rentals within 20 miles that match your search

Luxury Beach Cotttage

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

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$532

Palm Cottage:Vintage Tropical Hideaway in the Waterfront District

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

“Palm Cottage” Exceeded our expectations! Absolutely the perfect location. Palm Cottage was adorable, clean, well stocked with supplies, and sooo relaxing. Restaurants and beach an easy walk on brick streets. So much charm. Will definitely be back.

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Price per night from

$145

Flamingo Cottage: Romantic Tropical Retreat in Gulfport Waterfront District

Gulfport cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$109

The Sand Dollar: Historic Charm Meets Beach Chic in the Waterfront District

Gulfport apartment

1 bedroom / 2 bathrooms / sleeps 4

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Price per night from

$109

Dolphin House at Gulfport's Pier

Gulfport house

3 bedrooms / 2 bathrooms / sleeps 8

“Great time at Dolphin House” We went to Florida for my brother's wedding and needed to find a place to stay that would accommodate 7 people (2 kids included) and this was perfect. The bedrooms were a great size; very clean; the house is laid out nicely so that you are not all grouped together. There are two living rooms with TVs which helped our family so we weren't on top of each other the entire trip. We went over 4th of July weekend and the location ended up being perfect. We walked 2 mins down to the beach and watched an amazing fireworks display! It was also a close drive to St. Pete beach where my brother was staying. Overall, great experience.

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Price per night from

$184

Beach Cottage, Old-Florida Style!

Gulfport cottage

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$108

Harbor Mist: Fresh & Friendly in Marina District + Private Outdoor Oasis

Gulfport house

2 bedrooms / 1 bathroom / sleeps 6

“Quiet and cozy” We wanted a vacation rental close to my Mother's home. The property was comfortable and located in a cute neighborhood. We walked to nearby restaurants, shopping and a quite beach. There was a nice playscape at the beach. There was also a boat dock very close and we went on a dolphin cruse that took us to a nearby island we could explore, I think it was Sand Key island, it was wonderful for us and the kids. There was also a bike trail nearby "Pineallas", you could ride for miles. Not far was St Pete's beach and shopping. The house was charming, nicely decorated and fully equipped with linen and dishes. They also had a grill on the deck and little pond in the backyard. There was also a video library to choose from, something for everyone.

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$132

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 26 minutes

Match: Pets allowed

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Price per night from

$201

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$172

Charming Gulfport Guest Cottage

Gulfport house

2 bedrooms / 1 bathroom / sleeps 5

“Loved staying in this Gulfport Guest House!” What a wonderful experience not just for us but for our dogs too. We truly felt like we were in a resort. The furniture and artwork is just beautiful. Hosts Daniel and Michael are so friendly and welcoming. We were even lucky enough to experience Daniel as the DJ at manatees in Gulfport so much fun. I highly recommend this wonderful Gulfport property book now you'll never be disappointed!

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$115

Guest Cottage, clean, convenient and remodeled.

Sarasota cottage

/ 1 bathroom / sleeps 2

“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.

Responds fast! avg. 3 hours 48 minutes

Match: Pets allowed

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Price per night from

$201

EIKO BEACHFRONT HOME 4BR/3BA**HEATED POOL&SPA*PETS OK

Treasure Island house

4 bedrooms / 3 bathrooms / sleeps 13

“Location location location” Myself and six of my friends stayed here and had a great week! The location is perfect and the swimming pool was an added bonus due to the high winds.... we grilled and that was great, we never went into the hot tub but I’m sure that would have been great as well... The beach was amazing and the sitting area just as nice.... the game room was an added bonus and the group really enjoyed that.. We would definitely come back!! Liz, thanks for all the instructions and helpful hints!!!!!

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Price per night from

$602

PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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$441

Plumfish, located on the Hammock Bayou. Beautiful!

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 8

“Plumfish is a great place to relax and enjoy anna Maria Island” Four phrases that would describe Plumfish are "very private and quiet" "extremely clean" "spacious and well decorated" and "convenient location" We enjoyed the heated pool and scenic dock. We were impressed with the great kitchen and bathrooms. We liked Plumfish so much we've already made arrangements to return next year.

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$225

Limefish, spectacular beachfront location!

Anna Maria Island house

3 bedrooms / 3 bathrooms / sleeps 8

“Grand getaway for Yaya and her kids and grandbabies!” We stayed a week at the beginning of September and loved everything about the place. Megan at Sato Realty is the best! once you have groceries in, you never have to leave, or get back in the car! Everything a beachfront paradise should have. My psychiatrist recommends aMI every 3 months!!!

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Price per night from

$586

Beautiful updated condo overlooking Tampa Bay

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$86

Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min

Bradenton condo

3 bedrooms / 2 bathrooms / sleeps 6

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$107

Cottage on Treasure Island in the Gulf of Mexico

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 4

“very efficient” every thing within distance very nice beach, lots of find restaurants, Great fishing, Nightlife entertainment excellent public transportation taxi cab service very good

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Price per night from

$92

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$458

Immaculate Condo Exceptional Golf/Tennis Community

Bradenton apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$75

Anthony Beach Cottages Gulfview Condo

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$258

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

“Family friendly” My family and I enjoyed our stay in Florida and we all loved being able to be under one roof again. My mothers dream was to take us 6 kids, now adults, to the ocean again. Also, she wanted her two new grand-sons to see the ocean fir the first time. Her dream was made reality staying at a beautiful beach house only 1 1/2 blocks from the beach. The beach access was beyond beautiful and as close to your own private beach, for at this time of year there was no crowding. The pool at the house was great for cooling off after a day at the beach and the pool room had several toys and floating devices for the kids to use. The house was fully stocked with towels for multiple days and the washer and dryer came in handy with babies around! The living room seating was great for a big family to gather around for late night discussions and the kitchen stocked with basic appliances for cooking and cleaning.The only thing that could have made the stay better, was a little comfier mattresses in the bedrooms. However the case, this beach house was a cherry on top to my family's short fall vacation to Florida!

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Price per night from

$344

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

Match: Pets allowed

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Price per night from

$258

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 1 minutes

Match: Pets allowed

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Price per night from

$287

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

1 bedroom / 1 bathroom / sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

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Price per night from

$194

Charming 'Old Florida' One bed Suite, Close to Downtown Sarasota and Beaches

Sarasota apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 44 minutes

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Price per night from

$172

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