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

AMI Boathouse
AMI Boathouse was an incredible place for us to spend our vacation. Plenty of room for 2 families. The outdoor space was awesome and the kids loved having the pool out back. We brought a boat and the dock was fantastic being able to walk right out back and jump on the boat. Kris was extremely accommodating and can’t wait for our next stay at AMI Boathouse.

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!

Private Backyard + Heated Pool + Luxury Boho Style
Tiffany is a great host, very kind and attentive, and her house is wonderful. I give it 5 stars for cleanliness, decor, and comfort.

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!

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.

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

“Enfuego!”
When I saw this new listing, I hesitated—no reviews and almost too-perfect photos. But the owners quickly answered my questions, were responsive, and I’m so glad we booked. The home is exactly as pictured: spotless, spacious, beautifully designed. The pool area is a dream—plenty of space for our group of 11 (with 4 kids), with waterfall features, a sauna, and even a sandy play area. The movie room and golf simulator were a hit too! Beds are comfy, rooms are big and inviting, Wi-Fi is great. Peaceful, safe neighborhood with tons of privacy. Carter and Naomi were responsive and kind to any concerns we had, and took care of everything. Amazing hosts. This home is a gem.

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.
Weekly house rentals

+ 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!

Beach! Spa, PuttPutt, Beach Gear, Pool Table&More
We absolutely loved our stay! The house is just like in the pictures and had everything we needed and more! Best part is that it is literally a 5 min walk to the beach! Each room has a bathroom which was super helpful while staying with two little ones. The house was spacious, clean and neat. We spent a lot of our time outdoors enjoying the pool and the jacuzzi. It was a dream! The host was super responsive to any questions or concerns that we had. If you are looking for an amazing family getaway look no further. We will definitely come back!

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!

Charming Beach house amongst huge Banyon Trees
My husband and I had a wonderful stay at Kim’s Airbnb! Great location, close to the beach, and lots of restaurants around. We plan on coming back!

Tranquility on the bay.
What a beautiful place. My kids and I felt like we were home and safe with surrounding area. Bettina was a gem with updates and check in’s. Just an awesome vacation for us. Can’t wait to go back!

Do you love the beach?
Stephanie’s place is way better than we expected. All I can say is that it was perfect. The house & the location were fantastic. I would like to mention that the beds were very comfy which is something important to us. Who couldn’t love stepping out the door & the beach being right there!

Time for Vacation! Fully remodeled AMI Cottage
We came for 5 days for a close friend’s wedding at the sandbar on AMI. I can’t say enough good things about this little gem. Everything is brand new from appliances to furniture. The kitchen is beautiful. It’s nice and cozy , very peaceful and quiet. It’s smack dab in the middle of everything. Shops restaurants beaches you name it and it was all within walking distance or a quick Uber ride . Katya thought of everything from beach chairs, towels and Even games for little kids to play with. I’ll definitely be coming back to Anna Maria island and if this place is available I’ll gladly stay here over and over again . Thanks Katya !

8 Palms: Gorgeous heated pool and lounge area, wit
Having lived in this town my entire life, this home and stay completely blew me away and took me to such an oasis that made me feel like I wasn’t even in my hometown. Highly recommend! Beware booking in September though, I completely forgot places/restaurants closed as it is their slow time to clean or make renovations. Enjoy!
Private house rentals

Seconds to the Beach! Clean & Cozy NO flood damage
Impeccable hardly describes Cindy’s place! She anticipated every need. No detail spared! Next visit I’ll just pack a swimsuit!

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!

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.

Backyard Bliss Anna Maria Island
Kris ha sido un excelente anfitrión. Nos quedamos con mi marido y dos niños (6 y 8 anos) se encuentra a solo dos cuadras de la Playa lo que le da una ubicación excelente. Es muy recomendable para ir con niños porque la piscina y el jacuzzi le dan un after beach genial ! Tiene una barbacoa excelente que disfrutamos en nuestras cenas . Kris fue muy amable de dejarnos hacer un late check out porque nuestro vuelo salía por la tarde así que un diez todo. Seguramente volveremos !! Vale cada centavo . No duden en quedarse con Kris que es una persona maravillosa. Thank you very much Kris ! We spend a wonderful time in your house and we take a great memories . We will be back !

Welcome to Soleil Beach House!
Diana was a fantastic host! Her place is absolutely stunning—clean, beautifully decorated, and so comfortable. She was quick to respond to any questions, making everything easy and seamless. I would highly recommend both this host and location!

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.

Fins to the Right: On the Gulf of Mexico! Beach!
Fins to the right is directly on the beach and is the perfect location for some R&R. It has just been refurbished and is beautifully decorated and specked. It was sad to see the devastation from the hurricanes, but didn’t detract from our holiday. We had a fantastic 6 nights away. We may be back if we venture back to this part of the world again. Thank you.

1BR | Enclosed Yard | Deck | AC | W/D
Our stay was fabulous, everything on the villa was brand new after the terrible hurricanes the previous year and we were the lucky first ones to stay there. Our hosts Allan & Kathy were beyond welcoming and friendly and so helpful in many, many ways! Location was perfect, steps to the beach and also walking distance to great bars and food. We can’t wait to return and spend more evenings sat out the back watching the geckos, thank you so much Allan & Kathy.
Quick stats about house rentals in Anna Maria
Total rentals
400 properties
Nightly prices starting at
$183 NZD 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