House vacation rentals in Anna Maria Island

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Popular amenities for Anna Maria Island house rentals

House rentals with a pool

Guest favorite

Home in Tampa

4.91 out of 5 average rating, 137 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

MelissaRating, 5 stars4 days ago
Lots for the kids to do and a nice big space quick responses and excellent communicators we have 12 teenagers and 4 adults - somehow we managed with only 2 bathrooms!!!
Superhost

Home in Sarasota

4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

JacobRating, 5 stars6 months ago
The place was mostly what it said it would be, the pictures are accurate. Was pretty nice and cozy. Had lots of privacy, which was really nice. House was clean and had all of the amenities that were promised. Bed was really comfortable. The only drawback was that the pool was a little dirty, looked like it hadn’t been cleaned for a few days before we got there but it wasn’t that big of a deal.
Guest favorite

Home in Seminole

4.92 out of 5 average rating, 107 reviews

4 bedroom and private pool, near to Clearwater

RyanRating, 5 stars3 months ago
due to Helene there was no wifi. Maria and her husband purchased a separate wifi device just so we had wifi. very responsive and helpful.
Superhost

Home in Seminole

4.88 out of 5 average rating, 141 reviews

Huge & Heated Pool Home 5 Minutes Away from Beach!

IleaRating, 5 stars3 months ago
We stayed here right after Hurricane Helene for work, had to evacute for Milton, and then came back. Mark and his crew was amazing from start to finish in accommodations and communication.
Superhost

Home in Largo

4.88 out of 5 average rating, 235 reviews

Salt Water Pool&Hot Tub 4mi from Gulf Beach-slps 8

Latisha ShawneeRating, 5 stars5 days ago
Very nice and clean house love the sliding doors and the sank in the bathroom and kitchen also love the pool area amazing house
Guest favorite

Home in Clearwater

4.87 out of 5 average rating, 166 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

BrennanRating, 5 stars1 month ago
Revaldo was the best host I’ve had in all of my stays with AirBnb. Was very nice and responsive to everything I had questions or concerns with. Just an amazing and luxurious experience. I would 10/10 recommend this listing to anyone visiting the Clearwater area.
Superhost

Home in Bradenton

4.87 out of 5 average rating, 289 reviews

Large 4 bedroom pool home tiki bar close to Ami

RaghuRating, 5 stars3 weeks ago
Great stay. This place is near to beaches in Sarasota. Host is very responsive .
Guest favorite

Home in Largo

4.95 out of 5 average rating, 133 reviews

Beautiful Heated Pool house, 10 mins to the beach!

SusanRating, 5 stars1 month ago
Thanks for the wonderful hospitality! Anna was very responsive. We had a pleasant stay. Good location and lots of restaurants and things to do close by.

Weekly house rentals

Guest favorite

Home in Tampa

4.92 out of 5 average rating, 109 reviews

Seminole Heights Gem

JoseRating, 5 stars2 weeks ago
I enjoyed the stay. Had no issues. Is nearby a lot. Thanks for hosting.
Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 134 reviews

Your Slice of Paradise

KArinaRating, 5 stars2 months ago
Very happy beginning to end! House is very clean and pleasant to stay. Will be returning for sure!
Guest favorite

Home in Bradenton

4.85 out of 5 average rating, 250 reviews

Comfortable & modern house in Central Bradenton

OlgaRating, 5 stars3 weeks ago
Our wonderful vacation in Bradenton will always be associated with a cozy house with an interesting interior. We and our children really enjoyed celebrating Christmas and New Year in this house, which has everything for a wonderful vacation. Highly recommended.
Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 157 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

Dean And MelanieRating, 5 stars3 weeks ago
Our stay at the Wood Street Home was all that we could've asked for. The house was beautifully decorated and very neat and clean! The location was also perfect for our family. We really appreciated Wanda's kindness and flexibility after we had to shorten our days due to a death in the family. We hope to be back and would highly recommend staying here.
Guest favorite

Home in Largo

4.86 out of 5 average rating, 35 reviews

The A.G.E House Minutes to West Fl. beaches

OuthiyaRating, 5 stars4 months ago
Good location for airbnb for any family. The host-Ashlee was great and good communication. I would recommend for anyone, family and friends to stay at this house 👍.
Guest favorite

Home in Sarasota

5 out of 5 average rating, 15 reviews

Elegant Newly Remodelled Spacious HOME

EgorRating, 5 stars1 week ago
Perfect housing in a very good spot! The neighborhood is totally fine, safe, and quiet! The housing was all very well supplied including but not limited to all kitchen equipment, bath and even beach things. The backyard is very nice with a small kind of river and it’s really a good sunny outlook in the morning out there. The most important thing most Airbnb miss is to be clean and neat. And Dorina’s place nailed it! Very fresh and clean house! Certainly recommend
Superhost

Home in Bradenton

5 out of 5 average rating, 11 reviews

NEW! Fully Renovated! Heated Pool On Canal!

MaryRating, 5 stars2 months ago
We had an absolutely amazing stay at this beautiful home on the canal in Cortez! The property exceeded all of our expectations — it was even better than the photos. The location was perfect, offering a peaceful and scenic atmosphere while still being close to everything we needed. The home was impeccably clean, beautifully decorated, and thoughtfully equipped with everything to make our stay comfortable. Sitting by the canal in the morning with a cup of coffee was a highlight, as was watching the sunset from the spacious deck. The host was incredible — super friendly, responsive, and quick to answer any questions. Their attention to detail and care for guests truly made this experience stand out. We cannot recommend this place enough and are already planning our next trip back. If you’re looking for the perfect getaway in Bradenton, this is it!
Guest favorite

Home in Anna Maria

4.85 out of 5 average rating, 26 reviews

H2O Bungalow by Beach Boutique Rentals

ZoeRating, 5 stars1 month ago
Our stay was awesome. The house was beautiful and accommodated the family well. We were in town for a family wedding and needed an ironing board. There was not one onsite so I messaged the host and asked if it’s possible to get one to iron our gowns and suits. They had one dropped off within 2 hours! I also got a message from them before we got to the house saying that there were wifi problems and they were working on resolving. They were very proactive with the issues and worked on a resolution without us having to ask. The house was beautiful, the stay was perfect, and we had a great time. We comfortably slept 8. We had the parents of each family in the two king rooms and the 4 kids in the bunk beds (kids were actually aged 17-22) and they had a great time in the bunks. We left saying that we want to stay again!

Private house rentals

Guest favorite

Home in Tampa

5 out of 5 average rating, 178 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

DylanRating, 5 stars5 months ago
We had the best time at The Pickett Fence!! This was the first airbnb that I actually felt safe and relaxed in. Jason is a wonderful host and gave a perfect tour of the house when we arrived. There was everything we needed and more here! Next time I stay I can pack much lighter 😉.
Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 56 reviews

2223 Doud Street, Sarasota, FL

JoanRating, 5 stars2 months ago
Great location for accessing a wide range of local services & amenities. Very comfortable home which suited our family very well. The warm pool was great. Lovely & quiet despite being just off a main road. We had a great holiday in Sarasota despite the recent hurricanes. Thanks!!
Superhost

Home in Largo

4.79 out of 5 average rating, 421 reviews

Spacious Home Solar-Heated Pool and Spa

WendyRating, 5 stars3 weeks ago
We have stayed at this location for a few years now and is also a very nice place! Very clean, well furnished and close to the beach and our favorite places. Thanks Kenneth and Deborah!
Guest favorite

Home in Largo

4.94 out of 5 average rating, 106 reviews

Slice of Life, pet free heated pool 10 min 2 beach

CarrieRating, 5 stars3 weeks ago
This place was beautiful and great location to hit the areas around us. Host had great communication and was responsive to any issues. Would definitely come back when in the area. Pool was a great hit with our family.
Superhost

Home in Longboat Key

4.87 out of 5 average rating, 112 reviews

Summer House longboat key

Ana KarlaRating, 5 stars3 weeks ago
We had an amazing stay. The house was very spacious and had a beautiful view. Incredible sunsets at the beach just a short walk away. Perfect place to relax and have a restorative vacation full of natural beauty. Very close to restaurants, museums, and other fun attractions for the whole family. Chris was very responsive to all our questions and friendly. He made us feel right at home!
Guest favorite

Home in Largo

4.82 out of 5 average rating, 77 reviews

Tranquil Home. 2 minutes to Indian Rock Beach...

JamesRating, 5 stars1 month ago
This was a great home for our stay! We had a great time and will definitely reach out on our next trip!
Guest favorite

Home in Siesta Key

4.92 out of 5 average rating, 115 reviews

Siesta Peace Retreat a private home rental

Isabel CristinaRating, 5 stars6 months ago
Tracy's place is wonderful, and she is very attentive. She gave us lots of tips on what to do and where to go, which was a big plus. The backyard is very relaxing with a lovely spa where we enjoyed the evenings. The house was super clean, and the beds were very comfortable. If I return to Siesta Key, I will definitely stay there again.
Guest favorite

Home in Seminole

4.89 out of 5 average rating, 19 reviews

Paradise House~ 2.5mi from beach

HoiWahRating, 5 stars7 months ago
Hoang is a wonderful host who was very thoughtful and respond quick. She bought my family some special fruit as a treat and has suggested us to an authentic Chinese restaurant, which turns out to be very delicious and made us feel like we were eating back at Hong Kong. The home was very clean and located at a very convenient place, close to many shops, gas stations and restaurants. It is also decorated beautifully and clean. Overall a wonderful experience!! Thank you very much for all of your help and kindness, Hoang!!!

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