
House vacation 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

Just 5 miles to Anna Maria Island Beaches + IMG!
This is a wonderful house. The pool and hot tub plus the close proximity to the beach helped make it a great vacation. Highly recommend. Thank you!

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!

Wk of 6/29 now avail at last minute SALE rate!
Wonderful home in Anna Maria! Very close to the beach, pool was a nice break from the sun and many beach and pool supplies! Mark was gracious and allowed us to check in earlier as well- this was a life saver with the kids and heat! Would stay again!

HeatPool~Pickleball~Mini-Golf~4 Kings+Kids Suite!
Loved our stay! The house was super clean and just like the photos — maybe even nicer in person. Everything went really smoothly, and communication with the hosts was super easy and clear. Would 100% come back!

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!

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!

Luxe! / Beach Access & Trolley/ Restaurants!
This location was awesome for our family vacation. We had 8 people and we had plenty of room. The outdoor area was relaxing. It was a comfortable house for both adults and kids. The proximity to the beach is great. We really appreciated the beach chairs, toys, cooler and umbrella. Hated to leave!

Sunset View
The house was amazing and the beach access was right across the street and the pool was the perfect spot to relax after a day at the beach!
Weekly house rentals

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
Kim's place was exactly as described and seen in photos. The large yard made it easy for my dogs to feel at home. Everything we wanted to do was in walking distance or very short car ride. The beach down the street was so private and away from the larger crowds on the other side. Very nice neighborhood.

Luxury Home Steps to Quiet Beach on 78th St
Wonderful place. Perfect for our group of 7 (4 adults, two kids and a toddler). Numerous aspects of the home that made it exceptional—lots of beach gear (umbrellas, chairs, towels, toys, wagons, coolers, etc), outdoor shower to rinse off, bikes, plus everything you need in kitchen to cook. The beach is about a three to five minute walk and is spectacular—absolutely gorgeous. There is a southbound trolley stop across the street from the home, as well. About a fifteen minute walk to the shops on Pine Ave, which we enjoyed taking each morning. Minh’s home is beautiful and nicely furnished. She was always responsive and very nice each time I reached out. We had a fantastic time at this house and on AMI and will be returning as soon as possible.

Coastal Getaway • Pool & Spa Access
We had a wonderful stay here! The walk to the beach was perfect and Christy had everything we needed inside and outside the home. She was very quick to respond to any questions. Beds were very comfortable, pool was amazing, and the outdoor space was very cute and private. We booked this last minute due to another condo not working out and we are so glad we did!!! 10/10 recommend staying here! You will be happy you did!

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.

Stay & Play - 4 min from IMG
I had a great experience staying at this Airbnb! The place was exactly as described clean, comfortable, and had everything we needed for a smooth stay. The host was amazing very friendly, responsive, and easy to communicate with.I would definitely stay here again and highly recommend it to anyone looking for a hassle free and enjoyable stay!

3 min Walk to The Beach
Our stay was amazing for our family! House was very clean. Kat had all beach chairs, towels, umbrellas and beach toys for our stay. Beach is beautiful and only a couple of minutes to walk from the house. Location is close to good restaurants and ice cream! Would definitely stay here again! Kat was very responsive with any questions we had.

Villa Rozafa
Great place, communication, and location! Would recommend
Private house rentals

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.

Short stays on north end of Anna Maria Island!
This place was amazing. It was just what we were looking for: close to the beaches, private, with a clean pool, and easy access to restaurants - perfect for my family to recharge before the busy summer months! We will stay here again for sure!

Walk to Ocean: Home w/ Pool in Holmes Beach
This was the perfect spot for our family beach weekend! The location is right around the corner from the beach and it was fully stocked with beach essentials. The pool area was the ideal place to come back and relax. We will definitely be coming back!

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.

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.

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.
Quick stats about house rentals in Anna Maria
Total rentals
400 properties
Nightly prices starting at
R1,961 ZAR 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