Vacation 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

Guest favorite
Home in Sarasota
4.97 out of 5 average rating, 67 reviews

Sun-filled cottage with pool, walk to beach

JulietteRating, 5 stars1 week ago
We loved staying here! The house was very clean and we felt right at home! We absolutely LOVED the backyard area with the private pool! The location was very walkable! The owner’s were very responsive and kind!
Guest favorite
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Sarasota
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars2 weeks ago
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!
Top guest favorite
A modern, one-story villa is showcased with a light-colored exterior. The front door is flanked by tropical palm trees and vibrant landscaping. A paved driveway leads to an attached garage, enhancing accessibility in this coastal retreat.
Home in Sarasota
5 out of 5 average rating, 17 reviews

Ground floor home 2BD2BA garage Pool Private beach

NoraRating, 5 stars2 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.
Superhost
A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.
Home in Sarasota
5 out of 5 average rating, 5 reviews

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

NatalyaRating, 5 stars2 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 favorite
The exterior of the home showcases a one-story structure surrounded by a well-kept lawn. A covered parking area is present, alongside vibrant landscaping featuring various plants and trees. Clear blue skies create a bright and welcoming atmosphere.
Home in Sarasota
4.94 out of 5 average rating, 152 reviews

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

CarlynRating, 5 stars1 week 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 favorite
A screened enclosure surrounds the pool area, offering protection while allowing light to filter through. Tropical plants are positioned along the perimeter, complementing the spacious pool deck. Two lounge chairs with teal cushions are placed nearby, providing a relaxing spot for sunbathing.
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 favorite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota
4.92 out of 5 average rating, 91 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

ColleenRating, 5 stars1 week ago
We had the best stay in Sarasota and didn’t want our trip to end! The house was beautiful and in a great location, close to shops, restaurants and not too far from the beach! Michael’s place was very accommodating and has all the amenities. Michael was very responsive and helpful. Loved having access to all the beach chairs and towels. We will for sure be back!!
Top guest favorite
A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.
Home in Sarasota
4.98 out of 5 average rating, 50 reviews

Charming Home in Sarasota-8min from Siesta Key

KhloeyRating, 5 stars1 week ago
The hosts were very responsive and very helpful. Their home was spotless. The pool with the enclosure allowed you all the sunshine you could ask for without the bugs! The interior is very spacious and great for hosting dinner. With the turf back yard it’s the perfect hangout for adults and children! The hosts are very thoughtful with items available for the perfect beach day (beach wagon, chairs, a cooler, and lots of fun items for children! We will definitely be visiting again!

Condo rentals with a pool

Top guest favorite
A large, inviting pool is visible, featuring clear blue water and buoyed safety floats. Surrounding areas include shaded lounge chairs and tables for relaxation. The pool area is enclosed by a black fence, with bright sky and palms adding to the atmosphere.
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 favorite
The image features a sparkling blue pool surrounded by a spacious patio area. Palm trees and lush greenery enhance the scenery, while the nearby Tiki Hut provides shaded seating. The backdrop includes a serene view of the water, with boats visible in the distance under a partly cloudy sky.
Condo in Siesta Key
4.84 out of 5 average rating, 235 reviews

Cozy 1BR Beach Condo on Siesta Key!

HaleyRating, 5 stars2 weeks ago
We absolutely loved the space—beautiful, clean, and cozy. The spot by the pool is amazing, and you can’t beat the quick walk to the beach. Everything was perfect for a relaxing getaway. We’ll definitely be back!
Top guest favorite
A comfortable living area features a neutral sofa with decorative cushions, flanked by two bedside tables with lamps. A piece of wall art depicting a beach scene adds a calming touch, while a ceiling fan provides overhead cooling. Natural light is visible through an open doorway.
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 favorite
An inviting pool area is surrounded by landscaped greenery and palm trees. Bright blue lounge chairs are arranged around the swimming pool on a paved deck. The building's modern architecture is visible in the background against a clear blue sky.
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 stars2 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.
Superhost
A two-story building with a light yellow exterior is situated among palm trees and lush greenery. The entrance features a covered porch, and the pathway is lined with flowering plants, leading to the parking area and common spaces.
Condo in Sarasota
4.8 out of 5 average rating, 104 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

ChrisRating, 5 stars9 months ago
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed
Guest favorite
A large heated pool is visible, surrounded by lounge chairs for relaxation. Tall palm trees frame the area, and the building's exterior provides a backdrop. The clear blue water reflects the sunny sky, inviting guests to enjoy a refreshing swim.
Condo in Sarasota
4.86 out of 5 average rating, 148 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

AnnRating, 5 stars1 week ago
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!
Guest favorite
Condo in Siesta Key
4.89 out of 5 average rating, 101 reviews

Perfect Location in Siesta Key

LauraRating, 5 stars1 month ago
Rick’s place is in an unbeatable location a 2-minute walk from the center of Siesta Key Village and a 5-minute walk from the beach. But it’s also quiet and private, with great indoor space, a deck, and even a decent sized private yard. The condo has high ceilings, laundry, and tons of towels — I’m glad I didn’t pack my beach towels! It also has parking and a small shared pool. This is definitely where you want to stay!
Guest favorite
The outdoor pool area features clear blue water surrounded by lounge chairs and tropical landscaping. The pool is fenced with a white lattice and is located near multiple residential buildings, offering a relaxed environment for sunbathing and leisure.
Condo in Sarasota
4.92 out of 5 average rating, 143 reviews

Cottage on Siesta Key Your own getaway!

DeniseRating, 5 stars1 week ago
Julie was a fantastic host. Responded to all questions in a very timely manner. She went above and beyond to make sure my girls group had a good time! Trolley service is at the curb to take you to the village or elsewhere. Restaurants are right across the street for breakfast, lunch, and dinner, so no cooking was needed for us! Thank you for a great experience.

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