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 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.
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 Seminole
4.92 out of 5 average rating, 108 reviews

4 bedroom and private pool, near to Clearwater

WhitneyRating, 5 stars1 week ago
Maria was super responsive and answered any questions we had. The house was great and accommodating. The pool was cold as it’s not heated but was perfect to float in on the hot sunny days! Definitely would stay here again!
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.
Superhost
Home in Largo
4.88 out of 5 average rating, 242 reviews

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

BryanaRating, 5 starstoday
such a great location for a family get away or a friends trip! The amenities are just as described and well maintained. Beaches close by, but truly you can have such a great time in just the home!
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.
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 stars1 month ago
Great stay. This place is near to beaches in Sarasota. Host is very responsive .
Guest favourite
Home in Largo
4.95 out of 5 average rating, 133 reviews

Beautiful Heated Pool house, 10 mins to the beach!

SusanRating, 5 stars2 months 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 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 Largo
4.94 out of 5 average rating, 108 reviews

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

TaraRating, 5 stars2 weeks ago
From the moment we entered from cookies and a message to us we felt welcomed! Loved the decor and all the details that were done to make the guests comfortable! Heated pool! Incredible bungalow! Really well done! Would stay again when in the area! Checkout was easy! Thank you Kim and Bob!
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 Holmes Beach
5 out of 5 average rating, 4 reviews

Barefoot Bliss by Beach Boutique Rentals

AshleyRating, 5 stars7 months ago
The house was very spacious and clean,loved the decorations. Very short walk to the beach and right near all the restaurants and shops. We will definitely return and will recommend to our friends and family!
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 👍.

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 😉.
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!!
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