
Pet-friendly holiday rentals in Anna Maria
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Top-rated pet-friendly home rentals in Anna Maria
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Popular amenities for Anna Maria pet-friendly home rentals
Pet-friendly house rentals

Dockside Dreams w/ Pool and Spa
An incredible experience, our family members loved the place house was very clean and with so much space. Our stay was so peaceful and restful. Definitely would stay again in the place

+ Anna Maria Seaside Escape +
Had a wonderful time here! The property was exactly as described and Matthew was always available & communicative, should we have needed anything. You truly can't beat this location! Close to everything you'll need for short trips or long ones. If you're thinking of staying here, DO IT!

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!
Just checked out of Kate’s place! What can we say, as a family of five and also our parents we had the most amazing stay. The property is as described, super clean and spacious! The kids loved the pool area and spend countless hours playing around the pool and with the vast array of games throughout the villa. The Area was beautiful, gorgeous beaches and friendly people! Kate was an amazing host, always insightful, friendly and very responsive. What a fabulous family holiday full of lots of new memories created. Thanks Kate!

Isla Living 3 Bed / 2 bath / Waterfront / Kayaks
It was exactly like the photos and such a cute quaint area, very peaceful and pleasant

My Blissful Place by the Bay - Bring your Dog.
A great place that’s very close to Anna Maria Island! Bettina was very responsive, helpful, and accommodating. She had many great suggestions and was very kind. I’d highly recommend it to anyone and we’d love to visit again!

Casa Bahía at Robinson Preserve!
Our stay at Taylor’s place was fantastic! The house was impeccably clean and well-stocked with everything we needed. We can’t wait to come back!

"Paradise" by the Private (Heated) Pool light!
Loved this rental! The pool and patio area is just what we were looking for. Had an amazing time!

Backyard Paradise! Saltwater Pool, Games, Fire Pit
Our stay was awesome! Such a great place with a perfect amount of space! Very clean! Pool was a great addition and the hosts were very accommodating and responsive! We have a GREAT stay!
Pet-friendly home rentals with a pool

Retreat by the Bay-Heated Saltwater Pool
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!

Anna Maria Island - 400 steps to Beach!
Morgan included all of the amenities. It was great to have all of the beach gear for our 4yo to play with. Pool is shared between four condo units. Great location only two blocks from the beach and right behind a plaza with the grocery store, cafes, ice cream, and bike rentals.

Amazing Pool, Hot Tub, Fire Pit, Putting Green!
One of the most well-equipped, most tastefully decorated homes we have stayed at. Seems like it has been updated recently based on the excellent condition and modern amenities, especially the bathrooms which were spotless. Beds were comfortable and sheets/towels soft. We like to cook during our stays, and the kitchen was well-equipped with anything you might need (and some). We were drawn the patio and pool area based on the reviews, and they did not disappoint. Pool is amazing. Both it and the surrounding area was as clean as the rest of the property. Water was warm, but still cool enough to be refreshing (in June). Very comfortable place to spend time, and wish we could have stayed longer. Rich was very communicative both prior to and during the stay, and the check-in process was easily the best I have experienced. Would definitely return again!

Tropical Paradise - Private Pool - Close Beaches
Will definitely stay again if I ever come back this way. I wanted a place that had a private pool and was pet friendly. I got both. The neighborhood is peaceful. The house is very spacious and clean. One downside, there is no tv in the master bedroom but that was fine too. Don’t need to be in bed with a pool like this one. Thank you for allowing me to stay.

Citrus&Sunshine -Retro FL Meets Modern Fun-IMG/AMI
We absolutely loved our time here! Randy’s home was perfect for our family vacation. It had so much to do for the kids and was just what we needed. It had plenty of space and made us feel right at home. Randy was very responsive and helpful with anything we needed. The pool was our favorite part and loved that it was heated. Would absolutely stay here again!

Summer Sale! POOL! HotTub ⁕Beaches close! AMI: EV!
We were all over the moon about this place! It wasn’t far from the beach and the place already has basically anything you would need for the beach so you really don’t have to bring much for that. The wagon and beach chairs and canopy/umbrella and the toys all came in handy! Plus so many towels available! The pool felt great and the hot tub was a great plus for when it got late and the pool lights were so nice. We loved that we were able to bring our dogs and they also loved it there. Having everything enclosed was nice for that. So many pots and pans and cups and plates and cooking utensils and even seasonings. The beds were comfortable and the place just smelled and looked so clean. The air conditioning works so good we were freezing our first night but so nice with how hot it is outside. We may just have to come back to this place! Bill and Heather were so quick to respond and very friendly. I don’t think you could regret booking this place! Could comfortably fit 9 people

Steps to the beach! Updated Condo at The Terrace
Unit is very close to the beach. Lots of beach gear including paddleboard, chairs, umbrella/canopy, beach towels, and cooler. Washer and dryer right in unit make laundry easy. Trolley stop is right across the street. Front bedroom can be a little noisy with the traffic. Overall, had a great stay!

3/3 condo with Pool - 2 miles to beach
Fabulous unit!!! We highly recommend and will definitely stay again.
Private, pet-friendly home rentals

Ocean72, 2bed 2bath with pool
Our stay was everything we hoped for. The house was clean and cozy. Everything we needed for our stay was included- beach stuff, fully loaded kitchen and laundry on site which was so helpful! The pool was smaller then we thought BUT with the beach so close, we didn't even use the pool. We would definitely stay again!!

Coastal Calm - 3BD/2BA Heated Pool Near Beaches
Beautiful home and location. Felt like home, spacious living, lovely neighbors and close to the beach.

Backyard Bliss Anna Maria Island
We thoroughly enjoyed Backyard Bliss. It was tucked away in a little cul-de-sac with a very short walk to the beautiful beach. The house had everything we needed for inside as well as everything needed for a day at the beach. And the pool was wonderful!!

Sunkissed&Salty: Prime Location!
The home and amenities were perfect for our week long stay on the island. It was a short walk to the beach every day and easy return back home to the pool for an afternoon swim. The home is very nice and comfortable. It’s centrally located to several great restaurants. We would definitely stay again.

The Twins: Your Perfect Budget Beach Getaway!
We were very pleased and happy with the rental house. Fabulous location 8 house from very quiet beach access. House was well stocked and very clean. Many restaurants within easy drive. Golf cart rental from very close-by rental co. provided to us by friend was perfect for exploring the island.

Waterfront Home with Pool and Spa! - AM I Dreaming
Great stay enjoyed time in the island with family vibes everywhere would definitely stay again

Anna Maria Island Quaint Florida Style Home
The place was an absolute great finding and great value for the price! The house is very spacious for a family (we were the 3 of us with a 5 year-old). It has a well equipped kitchen, a separate playroom which our daughter enjoyed very much and even a garden to chill outside. A big hit for us was a beautiful piano in the living room - very unusual equipment in a beach house, but was a pleasant surprise. My daughter and husband were competing who could play on it:) There were plenty of beach towels provided and beach equipments, toys. The beach is just walking distance (5-7 min), but we were also driving to the Bean Point Beach where you find free parking. Check-in/out and communication was easy and smooth! Definitely worth the money to stay here!

Charming Beach house amongst huge Banyon Trees
Awesome place to stay! We loved the location. Close to everything. Beautiful home with plenty of room and the place is so nice inside. We felt right at home. Love the tropical plants and Kim was very responsive and nice about everything. 10/10 would love to stay here again!
Quick stats about holiday rentals that are pet-friendly in Anna Maria
Total rentals
160 properties
Nightly prices starting at
₹9,520 before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
140 properties are a good fit for families
Rentals with a pool
130 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park