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, 130 reviews

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

NickRating, 5 stars1 week ago
This place had everything we wanted. The movie theater stood out to us as we used it a lot during our down time. It’s a perfect distance between Hard Rock, Raymond James Stadium and downtown. Our Hosts always checked in to make sure we had what we needed! Definitely recommend
Superhost

Home in Sarasota

4.93 out of 5 average rating, 134 reviews

Centrally located oasis.

JacobRating, 5 stars5 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 stars2 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.
Guest favorite

Home in Seminole

4.88 out of 5 average rating, 141 reviews

Huge & Heated Pool Home 5 Minutes Away from Beach!

IleaRating, 5 stars2 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 favorite

Home in Clearwater

4.87 out of 5 average rating, 165 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

BrennanRating, 5 stars1 week 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

4.86 out of 5 average rating, 284 reviews

Large 4 bedroom pool home tiki bar close to Ami

TammyRating, 5 stars3 weeks ago
The house is beautiful inside and a great outdoor area with pool and fire pit Lots of space and kitchen was amazing Within 20-30 mins to a lot of great beaches
Guest favorite

Home in Largo

4.95 out of 5 average rating, 132 reviews

Beautiful Heated Pool house, 10 mins to the beach!

SusanRating, 5 stars3 weeks 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.
Guest favorite

Home in Bradenton

4.88 out of 5 average rating, 123 reviews

Coastal Charm

JulieRating, 5 stars1 week ago
We absolutely loved this home, the layout, pool(wam enough to swim in even on cooler days) peaceful pond to watch wildlife. It was clean and neat, beds were comfortable. The location close to AMI beaches, Brey Park and shopping and restaurants. They were very responsive to questions. Brought over bikes for us to use. Excellent experience, we will be back.

Weekly house rentals

Guest favorite

Home in Tampa

4.92 out of 5 average rating, 105 reviews

Seminole Heights Gem

JessicaRating, 5 stars3 weeks ago
Great home close to several cute shops and a brewery as well as Spaddy’s coffee. All within walking distance.
Guest favorite

Home in Largo

4.94 out of 5 average rating, 105 reviews

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

AnnabelleRating, 5 stars1 month ago
Outstanding place! Will definitely be back. We were three adults and three kiddos under 7 and the pool provided the right amount of fun and entertainment these kiddos needed. Sitting in the living room after the kiddos fell asleep was heavenly, quiet, clean, cozy and the couch was large enough for us three adults to lounge comfortably. The lighting was outstanding and the decor made you feel like you are on some remote island in the south pacific, relaxing and happy after a busy day of exploring nearby beaches. The beds were a delight, bedding was super soft, bathrooms and kitchen had everything one could want. And did I mention this place is truly spotless - like you could eat from the floor it’s so sparkling clean. Thank you for a wonderful stay. We will be back next year.
Superhost

Home in Sarasota

4.83 out of 5 average rating, 119 reviews

Seagrass Cottage- Hot tub near downtown/beaches

MatheusRating, 5 stars3 weeks ago
My stay at this airbnb was great! My wife and I enjoyed the decor, the house was beautiful and clean, and we can’t give enough compliments to the well thought-out backyard.
Guest favorite

Home in Bradenton

4.85 out of 5 average rating, 248 reviews

Comfortable & modern house in Central Bradenton

Augusta AlphonsoRating, 5 stars1 week ago
it was a great place to stay for short and long term. I plan on staying there again when I return to Florida
Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 156 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

CarolineRating, 5 starstoday
This place is lovely and the four of us felt right at home. Really nice kitchen & living room area where we spent a lot of time. Hosts are super responsive. And we appreciated the snacks & amenities! Would stay again.
Superhost

Home in Apollo Beach

4.86 out of 5 average rating, 44 reviews

Spacious 6BR Mension-Pet-Friendly Lux for Families

CatherineRating, 5 stars10 months ago
The house was beautiful and had just the right amount of room. Loved the back porch. If you enjoy walking and like being away from all the hustle and bustle of city life and less traffic this is the perfect place for you. Kitchen was well stocked. Enjoyed having grocery and other stores nearby. We were a little disappointed with there being no golf course, we had no idea that they were closed down. But had some nice walking paths. I would recommend this house for vacation.
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 stars3 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, 13 reviews

Elegant Newly Remodelled Spacious HOME

TyRating, 5 stars1 month ago
The house is recently remodeled, well kept and a comfortable arrangement. There are only 2 rooms and this show be noted for future guests.

Private house rentals

Guest favorite

Home in Tampa

5 out of 5 average rating, 177 reviews

Multi-Award Winning & Top 5% Rated on Airbnb

AndreaRating, 5 stars4 months ago
Where do I begin, this place is nothing short of beautiful and comfortable. I felt as if I was at home in many ways. Jason and Todd made sure to introduce themselves and make sure that everything was properly taken care of. It’s was very private and welcoming, even with the owners on the property in their own space.The out door space was my favorite, I enjoyed the grill and late night movies with the fans blowing. The hot tub was perfect and I could stay there day and night. There were multiple fire pits all over will lots of seating. Jason had plenty of local recommendations and was there to figure things out at the drop of a hat. This place had everything and more if I could think of it, it was there. I felt so spoiled at times. I not only enjoyed my stay at this big lovely and wonderful home, but I also gained a set of new friends. This home is one of my favorites and I definitely recommend it for private couples, adult family, or friends trips you won’t be disappointed.
Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 56 reviews

2223 Doud Street, Sarasota, FL

JoanRating, 5 stars1 month 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 Tampa

4.93 out of 5 average rating, 95 reviews

Vacational, private heated pool house

PhatRating, 5 stars1 month 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.
Guest favorite

Home in Bradenton

4.88 out of 5 average rating, 8 reviews

Vera’s vacation

MalenisRating, 5 stars5 months ago
I would recommend this place. The home resembles the pictures online. It was clean, quiet and very close to the beaches. Yaquelin was very responsive and accommodating! I would stay here again. Thank you Yaquelin!!!
Guest favorite

Home in Longboat Key

4.86 out of 5 average rating, 111 reviews

Summer House longboat key

TrevorRating, 5 stars5 months ago
As our second time staying here, it truly feels like our home away from home! Well-appointed, beautiful surroundings, peaceful and close to the beach, restaurants and St. Armand’s Circle. Chris is very responsive, helpful and went above and beyond as a host. We will definitely be returning!
Guest favorite

Home in Largo

4.91 out of 5 average rating, 54 reviews

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

LaurinRating, 5 stars6 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 favorite

Home in Largo

4.82 out of 5 average rating, 77 reviews

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

JamesRating, 5 stars2 weeks 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 stars5 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.

Destinations to explore