House holiday rentals in Anna Maria Island

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Popular amenities for Anna Maria Island house rentals

House rentals with a pool

Guest favourite
Home in Tampa
4.91 out of 5 average rating, 141 reviews

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

KennethRating, 5 stars1 week ago
Very cool place to stay. We loved the theater room and pool table. The host was the nicest and very responsive. Would definitely stay again.
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 57 reviews

2223 Doud Street, Sarasota, FL

JoanRating, 5 stars3 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!!
Guest favourite
Home in Tampa
5 out of 5 average rating, 7 reviews

(HGR) Poolside Paradise: Airbnb Retreat

MikeRating, 5 stars4 months ago
Beautiful place peaceful laid back neighborhood
Superhost
Home in Sarasota
4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

JacobRating, 5 stars7 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 favourite
Home in Sarasota
4.95 out of 5 average rating, 94 reviews

Beautiful heated pool home, minutes from beaches

AmyRating, 5 stars2 months ago
Very easy to find the house with no problems checking in. The house was very spacious, bright and exceptionally clean. The kitchen was open and roomy, the only thing I would like to have more of was plates, a larger variety of silverware and utensils to cook with. The backyard was nice and opened with lots of space to let your kids run off some energy. The pool was nice and the lania had great area to sit snd relax at the end of the day. The bathrooms and bedrooms were stocked very well with the extras of toilet paper and towels. It is a beautiful house and I would highly recommend staying with Carolina. She responded quickly to any questions we had and very close to restaurants, grocery stores and shopping.
Guest favourite
Home in Seminole
4.88 out of 5 average rating, 141 reviews

Huge & Heated Pool Home 5 Minutes Away from Beach!

IleaRating, 5 stars4 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.
Guest favourite
Home in Tampa
4.91 out of 5 average rating, 79 reviews

Downton Blue

JenniferRating, 5 stars3 weeks ago
Valerie was super responsive and accommodating. Brought my fur babies and they felt right at home! Place was spotless and very nice. She had everything you needed to cook even some spices. Backyard was very nicely taken care of its a shame I wasn't able to take advantage of the pool because it was too cold outside! would stay there again when I am in town and would recommend especially if you have pets!
Guest favourite
Home in Clearwater
4.87 out of 5 average rating, 167 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

MariaRating, 5 stars1 month ago
The place was beautiful and well-located, making it perfect for our stay. The host was incredibly responsive and kind, addressing our questions and concerns quickly. Highly recommend.

Weekly house rentals

Guest favourite
Home in Tampa
4.9 out of 5 average rating, 113 reviews

Seminole Heights Gem

NancyRating, 5 stars3 weeks ago
The place was clean, comfortable and charming. We felt right at home after a long day of travel. Furniture and appliances were updated and very nice. We would definitely stay there again.
Guest favourite
Home in Sarasota
4.9 out of 5 average rating, 134 reviews

Your Slice of Paradise

KArinaRating, 5 stars3 months ago
Very happy beginning to end! House is very clean and pleasant to stay. Will be returning for sure!
Superhost
Home in Bradenton
4.84 out of 5 average rating, 252 reviews

Comfortable & modern house in Central Bradenton

RosemaryRating, 5 stars2 weeks ago
This place really started to feel like home as we have rented long term for the last I believe, four years. We knew we could get in our car and get to the beach, eat out or visit friends because everything was nearby. The beds were super comfortable and the kitchen had everything I needed to prepare most of our meals. I loved that we had access to a washer and dryer and the back yard was very inviting just to sit in the sun. The host was very quick to respond to any questions and concerns too. We made some great memories there with pictures to prove it. Thanks Elbert.
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 159 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

SophieRating, 5 stars1 month ago
Wanda’s place was exactly what we needed for a weekend work trip. The house was beautifully decorated, everyone had their own space to sleep, and it was so close to all the great downtown restaurants. 10/10 recommend and will definitely be staying there again.
Guest favourite
Home in Sarasota
4.92 out of 5 average rating, 66 reviews

The Happy House - Seeing is Believing!

JohnathonRating, 5 stars7 months ago
Janet's place is a lovely place for a family or group of friends. The landscaping outside is beautifully maintained, the interior common areas and bedrooms filled with beautiful pieces of art, the kitchen fully stocked for those folks who like to cook (and the appliances upscale and new), and the bedrooms very comfortable. It is within a 5-minute drive to a Publix, 10 minutes to St. Armand's, and 15 minutes to Lido Beach (which has free parking in the public lot). Janet and Sheila were very responsive with the few things I needed to ask, and very gracious hosts. I highly recommend this home for anyone looking for a SW Florida top-notch vacation.
Guest favourite
Home in Largo
4.86 out of 5 average rating, 36 reviews

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

OuthiyaRating, 5 stars6 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 favourite
Home in Sarasota
5 out of 5 average rating, 16 reviews

Elegant Newly Remodelled Spacious HOME

EgorRating, 5 stars1 month 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
Guest favourite
Home in Anna Maria
4.85 out of 5 average rating, 26 reviews

H2O Bungalow by Beach Boutique Rentals

ZoeRating, 5 stars2 months 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 favourite
Home in Bradenton
4.97 out of 5 average rating, 37 reviews

Avail for Spring Break - heated pool & grill!

DrewRating, 5 stars2 weeks ago
House was spotlessly clean and well maintained. We were really only sleeping there so did not use pool or backyard amenities. Would highly recommend. Only suggestion would be to have coffee and coffee condiments available on check in. Most Air BNBs I have stayed at offer this amenity.
Guest favourite
Home in Tampa
5 out of 5 average rating, 178 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

DylanRating, 5 stars6 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 😉.
Superhost
Home in Largo
4.79 out of 5 average rating, 423 reviews

Spacious Home Solar-Heated Pool and Spa

WendyRating, 5 stars1 month 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!
Superhost
Home in Tampa
4.93 out of 5 average rating, 96 reviews

The Breeze-private (optional) heated pool house.

PhatRating, 5 stars3 months ago
The house is clean and private. Nice patio and pool. Dishwasher is good. Rooms are good. The master toilet is little tight to straighten the legs. Hosts are responsive and helpful. House size is kinda small for the high pricing. Maybe it is due to the demand and the hurricane. Overall rating should be 4.5-4.8.
Superhost
Home in Longboat Key
4.87 out of 5 average rating, 113 reviews

Summer House longboat key

Ana KarlaRating, 5 stars1 month 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 favourite
Home in Largo
4.91 out of 5 average rating, 55 reviews

Walk to Beach Food Drinks & Shops! “The Big House”

LaurinRating, 5 stars9 months ago
My sons and I had a great weekend at your place! Its in the perfect location for all the things we love to do! And thank you for finding our lost item and making sure we got it! 😊
Guest favourite
Home in Largo
4.81 out of 5 average rating, 78 reviews

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

JamesRating, 5 stars2 months ago
This was a great home for our stay! We had a great time and will definitely reach out on our next trip!

Destinations to explore