
House holiday rentals in Anna Maria
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Top-rated house rentals in Anna Maria
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Popular amenities for house rentals in Anna Maria
House rentals with a pool

AMI Du Soleil | Steps to the Beach, Heated Pool
Stellar location very close to the beach and multiple great restaurants and shops. Our kids had no problem going off on their own for coffee or food. Beds were super comfortable. Host was very responsive when we reached out with questions.

Veselka - Canal front w private heated pool & dock
We had an amazing week at Michael and Denzel’s home! It was actually better than the pictures with enough space for everyone to feel right at home. The layout was perfect for two families. The home is spotless and extremely well stocked. The island is beautiful and we enjoyed the pool everyday! Highly recommend this home. It will exceed your expectations in every way!

Breezy Harbor AMI pool retreat near the Beach
Great location. Everything was a short drive, and the beach was a short walk. The place was very clean and stocked. My family had everything we needed during our vacation. We had a great time and would return.

Be an AMI
I came down with 2 friends for a moms getaway and we had a wonderful time. This sweet little house is perfect and we will definitely be back. Amy is so nice and accommodating. The house was very clean and convenient to everything we wanted to do. Can’t wait to visit again.

Wk of 6/29 now avail at last minute SALE rate!
The listing says it is just a few steps from the beach and that is true! It was so easy to go back and forth and with 4 kids and beach items that was very important. The house was beautiful and spotless. We felt right at home and we loved every second of our stay! Thanks Mark for helping us make a special family vacation!

AMI Retreat
We absolutely loved staying at AMI Retreat! The pool was great and loved having in the backyard, the beach access was close by and we would highly recommend renting a golf cart to get around town. Can't wait to come back!

Twin Palms: Big House Steps to Beach w/Lush Pool
Staying a this Airbnb on Anna Maria island was nothing short of amazing. From the moment we arrived, everything exceeded our expectations. The location was unbeatable, just a short stroll to the beach, where we spent our mornings. The home itself was spotless, beautifully maintained, and had everything we needed. The private pol was a dream-crystal clear and perfect for relaxing after a day at the beach. It truly felt like our own personal oasis. What really made the experience stand out was the host. Communication was prompt, friendly, and thoughtful from start to finish. They went above and beyond to make sure we felt welcome and had everything we needed to enjoy our stay. If you're looking for a peaceful, beachside retreat with all the comforts at home- and then some- this is the place. Anytime we travel to this island this is the first place I will check to see if it is available.

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14
We had a wonderful stay at this beautiful home. This home is super clean, well styled, and spacious. The backyard oasis is amazing - very private and quiet. The location is great; the home is close to all amenities as well as the beach. Communication with the host was exceptional. Dana is super responsive and very friendly and accommodating. I highly recommend booking this home!
Weekly house rentals

2nd House from the Beach with No Roads to Cross
This house was a fabulous find. We appreciated the cleanliness and the thoughtful amenities in the home and on the area. Perfectly located among the most convenient yet private of the area. Stephanie was very attentive to any questions we had. We loved it.

Bayfront Beach access with Heated Pool!
Our time at Anna Maria Island was truly fabulous. The rental was spotless clean and exactly as described. The property itself was gorgeous with wonderful landscaping and the rental was wonderfully decorated and had so many nice touches. Amanda was very friendly and helpful and shared a wealth of information about the area and gave us great recommendations on nearby amenities. The house is just steps from the bay and was exactly what we needed to completely unwind and relax during our stay. We loved our time at this rental and plan to return! Thank you so much for everything!

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!

Private heated pool,2 minute walk to the beach! W
The Sand DollarCottage was our home for our family vacation this year. The home was even better than pictured. Walking, we were 90 seconds away from the beautiful white sand beach of the gulf. You don’t realize how nice a private pool is until you have that amenity at hand. Carolyn, the host, was great. She went above and beyond in every way imaginable. Our family definitely recommends this home and its host.

Anna Maria Island of Palms - 5bedrooms POOL Games
This home couldn’t have been a better fit for our beach trip. We had 4 families gather (12 of us in total) in early June. The host’s replies were prompt and clear. Inside, the space is even more beautiful than the photos: roomy, tastefully decorated, and filled with thoughtful touches like a game room, coffee station, corn-hole set, and a covered grilling area. Lots of balconies with beautiful, partial views of the bay and the Skyway Bridge. The home was very clean, and everyone raved about the comfortable beds, and the location put us close to the sand and local spots. We’d happily book this place again for our next group trip!

Sandy Toes
We loved our stay at the Sandy Toes villa and hope to return some day. The location was fantastic, private and quiet but very close to the beach, restaurants, shops and tennis/pickleball courts. The villa was very clean and well maintained. Marlanea was very responsive and helpful.

Cozy Cottage - close to Manatee River
This cottage was cozy and beautiful. It had everything you needed and more. It was in a nice, quiet neighborhood & a close drive to the beach. We loved having access to the beach gear & the backyard had everything you could dream of. The hosts were friendly and helpful.
Private house rentals

Luxury Home•1 Block to Gulf•Sunsets & Beach Walks!
We absolutely loved our stay! The house was beautifully furnished and decorated, very clean, and thoughtfully stocked with everything we needed. The outdoor space was a beautiful little oasis—perfect for relaxing. The location was ideal, just a short walk to the beach. Leah was extremely responsive and helpful throughout our stay. We would definitely love to visit again!

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.

Luxury Beach House Crabby Coconut w/ private pool
We had a great experience and we would absolutely stay again. Very walkable to the beach but it was hard to leave the back yard pool area bc of how beautiful and private it was! Great communication and instructions and had a very seamless experience from start to finish. Highly recommend!

Villa Mar- 2BD Waterfront Home in Holmes Beach, FL
The house was perfect, great location, beautifully furnished. We couldn’t have asked for more. The house included lots of thoughtful extras such as a cool box, beach cart, sun tent and chairs for the beach. There was also sports equipment to use on the nearby sport courts and fishing equipment that could be used off the deck. The house was really well equipped and everything had been thought of. The app that is set up for house is a great idea and has all the information you need for the house including recommendations for eating out. In addition Alex and James are easy to contact and are very responsive. We had a great 10 days and hope to stay again.

Soulshine: Dog Friendly! Pool, Dock on Canal
Had a great stay in this Arbnb with my family. Lots of space, enjoyed the private pool. Would certainly recommend and come back to this place.

Coconut Cove: *Canalfront *Pet-friendly *Putt-putt
Such a pretty house in a beautiful location! The backyard is a dream! And the house is so much bigger in person! Highly recommend!

Magnolia Shores: Newly Remodeled, Pool & Mini Golf
Without a doubt the pre arrival communication, during the stay communication, and post stay communication was stellar. AMI definitely does the right job in giving all the information you need and stays in touch during the stay The property was perfect, from decor, to the pool and the mini golf. The location could not have been better only 1 block from the beach and right by all the little shops and restaurants on the quieter north end. If there was any notes on the stay it was the the air did not go below 72. (we like it cold!) We requested a change and they worked to lower it to 70. While it wasn't as cold as we hoped their repeated call backs checking in on us and the responsiveness was absolutely first class. We will definitely stay again.
Quick stats about house rentals in Anna Maria
Total rentals
400 properties
Nightly prices starting at
₹9,522 before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
390 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
350 properties have a pool
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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