Holiday rentals with a pool in Sarasota Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sarasota Beach rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 17 reviews

Ground floor home 2BD2BA garage Pool Private beach

NoraRating, 5 stars3 weeks ago
We had a fabulous stay! The location is perfect. The condo was spotless and nicely decorated. We had absolutely everything we needed. The private beach was clean and not crowded. Chairs were readily available. The location is great. There was an unexpected issue when we first arrived, but Amy was incredibly responsive and supportive, checking in regularly to make sure we were okay and comfortable. Her excellent communication and customer service was exceptional. Once everything was settled, we were able to fully enjoy the space and the beautiful surroundings. Can't wait to go back. We would definitely recommend booking this property.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 5 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

NatalyaRating, 5 stars5 days ago
We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 5 reviews

Paradise on Prospect w/ Htd Saltwater Pool

NatalieRating, 5 stars2 months ago
This is the nicest vacation rental. The details are spot on. It is well appointed with quality products. PMI Is very responsive. Love the location and proximity to Ed Smith, Downtown Sarasota and more. We look forward to returning.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 26 reviews

Stunning Home, Heated Pool and Boat Dock

GinaRating, 5 stars1 week ago
We had an amazing week at this beautiful home just 10 minutes from Siesta Key. The house was spotless, super comfortable, and had everything we needed; the pool, boat dock, games, comfy beds, and a great TV setup. Everything was perfect. Jennifer was an amazing host as well; very responsive, respectful, and friendly. You can tell she puts a lot of care into keeping the place clean and welcoming. Definitely recommend!
Top Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 159 reviews

New remodel- 150 Yds to Beach and Restaurants!

SelmaRating, 5 stars5 days ago
We enjoyed our stay! Very clean and has everything you’d need. John is very responsive which we appreciated. Would recommend staying here!!
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 152 reviews

La Hacienda / heated pool, hot tub, 6 mi to beach

CarlynRating, 5 stars2 weeks ago
Fantastic Airbnb! Seaglass Management and Joy are great to work with. Very responsive! Great location, very safe, amazing pool and jacuzzi, close to downtown, restaurants and the Legacy bike trail. Will definitely book again in the near future.
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 211 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

EmilyRating, 5 stars2 weeks ago
We absolutely loved our stay here! The house is beautiful and has everything we needed for vacation. The pool was perfect for the kids - they preferred staying home at the pool than going the beach. Romulda was also so helpful and responsive to all our questions. We only wished we had more time to stay here! We’re looking forward to booking again in the future!
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 356 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

GabrielRating, 5 stars2 weeks ago
This is a beautiful, peacefull, prívate and clean place to stay. Natalie is very Nice, we had a wonderfull time, we definitely recomment this place without a doubt, we were delighted

Condo rentals with a pool

Top Guest favourite
Condo in Siesta Key
4.85 out of 5 average rating, 173 reviews

Best Siesta Key Condo

AndrewRating, 5 stars2 weeks ago
We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.
Top Guest favourite
Condo in Siesta Key
4.92 out of 5 average rating, 103 reviews

Beautiful White Sand Siesta Key Beach

JoeRating, 5 stars2 weeks ago
my wife and I spent a wonderful week at Connies place , great location to the pool and beach, the unit was SPOTLESS, well equipped with anything you would need , parking spot right outside our door was great , comfy bed, really nice sand chairs for the beach, always got quick answers to any questions ( none problem related) would highly recommend for any couple looking for a perfect getaway, hoping Connie and her family are well
Guest favourite
Condo in Siesta Key
4.84 out of 5 average rating, 236 reviews

Cozy 1BR Beach Condo on Siesta Key!

RachelRating, 5 stars2 weeks ago
We had a wonderful time at Bill's place, very cozy and had everything we needed. Loved being able to walk to the beach and spent some time at the pool, we had so many more things we wanted to do and not enough time in the day!
Top Guest favourite
Condo in Siesta Key
4.92 out of 5 average rating, 238 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

LauraRating, 5 stars2 weeks ago
Absolutely love Sea Club. This was our second stay there. Will always come back. Walk to the beach is not bad at all. Condo is next to the road but still quiet. Really enjoyed our stay!
Guest favourite
Condo in Siesta Key
4.95 out of 5 average rating, 122 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

JohannaRating, 5 stars3 weeks ago
The location was great, close to village as well as crescent beach. Lots of restaurants, bars, and excursions close by. Private beach which is wonderful, they offer umbrella rentals for a very reasonable price. Two pools which allowed for plenty of space as neither pool was crowded. The condo came with adequate linen/towels with an exchange halfway through the week which was great. There were extra beach toys, umbrellas, and a cooler in the closet we found a few days in that came in handy.
Guest favourite
Condo in Siesta Key
4.9 out of 5 average rating, 117 reviews

Crystal House on Siesta Key Beach

GeriRating, 5 stars5 days ago
Our stay with Eric was amazing! We needed a quick beach weekend and this exceeded our expectations. His unit was as described with luxury towels and bed linens. Beach closet was bonus…the cart, cooler and chairs was much needed and appreciated! I messaged Eric prior to our arrival asking if there was a volleyball in the closet so I could add to our grocery order if not. First thing I saw as we walked in the unit was a new volleyball sitting on the table awaiting our arrival! Way above and beyond! Easy check in and check out. Actually, our flight was ahead of schedule and Eric allowed us early entry to get our trip started a bit sooner! This was our first time visiting the area and definitely plan on returning and will stay here again. Thanks for a great stay!
Guest favourite
Condo in Sarasota
5 out of 5 average rating, 8 reviews

Deluxe 2/2 Pool View, terraces, Top Floor

PaulRating, 5 stars2 months ago
Stayed for the month and didn’t want to leave! Great location, very clean and beautifully decorated! Clara was very responsive, to the point where she went out of her way to find extra, personal beach chairs when we needed them! I can’t say enough positive comments about our experience.
Guest favourite
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

A Hidden Gem in Paradise

TatianaRating, 5 stars1 month ago
Diana’s place is a very comfortable. Very clean, cozy, with a fully equipped kitchen, stove, dishwasher, large refrigerator, washer and dryer. There is a private barbecue area and a reserved parking space. 10 minutes by car to Siesta Beach and 13 minutes to Turtle Beach. We found a beach umbrella and chairs in the apartment’s closet. Also there is a safe in the bedroom which made us feel protected. We are definitely very happy that we stayed at Diana’s place and can recommend it to anyone who wants to come to Sarasota for the holidays.

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