Some info has been automatically translated. Show original language

Vacation rentals with a pool in Siesta Beach

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Siesta Beach rentals with a pool

House rentals with a pool

Superhost
A private pool is surrounded by a stone patio and lounge chairs, providing ample space for relaxation. A shaded area is created by an umbrella, while lush greenery and a wooden fence enhance the outdoor setting. The sky is bright with scattered clouds.
Home in Sarasota
4.63 out of 5 average rating, 19 reviews

Vitamin Sea: Private Pool, Downtown, and Beaches!

LindaRating, 5 stars9 months ago
My family and I stayed here for 10 days and we can say it was one of the best stays. Our flight landed early and we reached out to the host to ask for an early check in, they responded back fast and were able to accommodate us. Once inside the house everything was clean and the kids went right into the pool which was also very clean. Overall we felt right at home and the whole stay was 10/10!
Guest favorite
A screened enclosure surrounds a heated pool, framed by vibrant foliage and colorful plants. Sunlight filters through the open roof, enhancing the fresh atmosphere of the outdoor space. The area is set for relaxation and enjoyment, with a clear view of the greenery beyond.
Home in North Port
5 out of 5 average rating, 21 reviews

3bd 2th Solar Heat Pool Large home W/ big yard

Luis ManuelRating, 5 stars1 week ago
We really enjoy the place we have a woderful hoster
Guest favorite
A single-story house is framed by a large pine tree and colorful landscaping. The brick exterior is complemented by white walls and red accents around the windows and doors. A fenced area is visible in the background, providing a sense of privacy.
Home in Bradenton
4.9 out of 5 average rating, 101 reviews

Large Sparkling Clean Pool Home West Bradenton

JesseRating, 5 stars5 days ago
What a wonderful place! I would like to thank the host for providing an exceptional and comforting stay for me and my family. I definitely recommend this place and would return in the future. Thanks for everything!
Superhost
A spacious outdoor dining area features a large table surrounded by six chairs, positioned on a light blue surface. In the background, a crystal clear pool reflects sunlight, while an umbrella provides shade. A fenced perimeter and greenery enhance the setting's privacy.
Home in Sarasota
4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

JacobRating, 5 stars9 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.
Superhost
The bright pool area is enclosed by a glass structure, featuring a clear blue swimming pool and a spacious stone patio. A small dining table with chairs is visible nearby, along with a lush plant adding greenery to the space. Natural light enhances the inviting atmosphere.
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Guest favorite
Home in Sarasota
4.97 out of 5 average rating, 79 reviews

Spacious 4BR Getaway – Perfect for Families!

JulieRating, 5 stars2 weeks ago
We will remember the pool! Private, clean, nice landscaping, and plenty of seating around the pool deck. This property is conveniently located to restaurants, shopping, beaches, all adventures. There were no surprises and a wonderful get-away from the Minnesota snow! There were a plenty of beach chairs for our crew as well as sand toys for the kids. This house has many extras that made our stay more enjoyable.
Superhost
An inviting saltwater pool is surrounded by a screened enclosure, providing a clear view of the tranquil water. Light dances on the surface, reflecting from overhead lights. A small area for lounging is visible alongside the pool, enhancing the outdoor space.
Home in Bradenton
4.87 out of 5 average rating, 291 reviews

Large 4 bedroom pool home tiki bar close to Ami

JohnRating, 5 stars3 weeks ago
We were able to book a 3 night stay last minute and the hosts were super easy to work with. The house was more than we needed and everything available to make our stay enjoyable. They were quick to respond and answer questions. House is super clean and location allowed us to get to the beach and away from it when needed. We appreciate the space that allowed us to relax and unwind after a busy week.
Superhost
A spacious outdoor area features a heated pool surrounded by a screened enclosure, allowing for unobstructed views. Sun loungers are positioned at the pool’s edge, while a dining set with chairs is arranged nearby, offering a comfortable space for relaxation and enjoyment.
Home in North Port
4.81 out of 5 average rating, 43 reviews

Tropical Pool Vacation Getaway!

JosephRating, 5 stars1 month ago
Beautiful place to stay. Kitchen was well equipped. Only couple complaints (if you call it that)…my husband and I would have liked to see full beds in the bedroom with twin beds, maybe a few bath and kitchen towels, a dresser in the spare bedrooms sure would have been nice to put clothes in or suitcases on, maybe a tv in each bedroom, the garage door opener didn’t work. Sounds spoiled but just what we are used to. Pool was absolutely amazing!! Gas grill worked just great!

Condo rentals with a pool

Guest favorite
A cozy bedroom features a spacious bed dressed in a striped blanket, complemented by decorative pillows. A large flat-screen TV is positioned on a wooden dresser. Sheer curtains softly diffuse light, enhancing the warm tones of the wooden flooring.
Condo in Bradenton
5 out of 5 average rating, 10 reviews

Lovely Condo, Heated Pools, AMI, IMG, Top beaches

Luis AlbertoRating, 5 stars3 weeks ago
Perfect service, very friendly, comfortable and well-located area
Superhost
Condo in Bradenton Beach
5 out of 5 average rating, 5 reviews

Z. Water front condo, Via Roma, ground floor

JennieRating, 5 stars27 months ago
This is a comfortable and clean apartment on one of the best spots on the island. The hosts were great, highly recommend.
Superhost
A sparkling pool is surrounded by lush green trees and lounge chairs, inviting relaxation. A shaded gazebo is positioned nearby, providing a welcoming space for gatherings. Bright blue skies enhance the serene atmosphere of this shared outdoor area.
Condo in Holmes Beach
4.83 out of 5 average rating, 6 reviews

1 block from beach + pool - Cayman Cay #102

JoeRating, 5 stars9 months ago
This place was PERFECT! Beautifully decorated to match the beach aesthetic. Literally a one minute walk to the beach! I loved that the place had plenty of towels (both bath and beach), every kitchen utensil and cooking dish you could think of. (We travelled with a teen, a 6 year old and a 10 month old for a week so we cooked a lot.) There was plenty of bedding to use (we enjoyed being able to bring the kids out to the living room and use the pull out sofa for a family movie/game night). There were board games there to use and the biggest plus was the owner was nice enough to allow us to use the accessories he had for the beach at no additional charge. (Beach wagon, chairs, umbrellas, toys, floats). WiFi worked great. AC worked great. Communication was seamless! Told my spouse I couldn’t wait to go back again. Russell and Cindy were incredible to work with. Highly recommend!
Guest favorite
An upgraded kitchen is displayed with sleek white cabinetry and stainless steel appliances. A large island with a white countertop provides seating. Pendant lights hang above, illuminating the workspace. Open shelves feature plants and dishware, enhancing a clean and functional atmosphere.
Condo in Osprey
4.92 out of 5 average rating, 12 reviews

Lovely 2 bedroom condo with pool & tennis courts

CariRating, 5 stars1 month ago
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!
Guest favorite
A welcoming living area features two comfortable sofas adorned with striped cushions. A light wooden coffee table sits in the center, complemented by nautical-themed decor on the nearby walls. Natural light fills the space through large windows, enhancing the inviting atmosphere.
Condo in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars8 months ago
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.
Guest favorite
The image captures a tranquil pool area, featuring a circular pool surrounded by a paved deck. Multiple lounge chairs with teal cushions are arranged around the pool, with verdant trees and apartments visible in the background under a bright blue sky.
Condo in Bradenton
4.84 out of 5 average rating, 126 reviews

Shorewalk upgraded condo upstairs unit 4415

BrianRating, 5 stars2 months ago
Enjoyed our stay. Very quiet location and convenient to everything
Superhost
A community swimming pool is surrounded by lounge chairs with bright turquoise cushions. Soft clouds drift overhead, and trees provide shade in the background. The pool is illuminated with clear blue water, inviting relaxation on a warm day.
Condo in Bradenton
4.88 out of 5 average rating, 72 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

BeckyRating, 5 stars2 months ago
Great place to stay! It was exactly the way a rental place should be. A very clean and comfortable place to stay.
Guest favorite
A large swimming pool is surrounded by lounge chairs beneath the shade of tall trees. A separate hot tub is visible next to the pool, with a red umbrella providing shade to a nearby table. The area is fenced, offering a sense of privacy.
Condo in Sarasota
4.97 out of 5 average rating, 64 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

EmmaRating, 5 stars3 days ago
Absolutely beautiful home close to everything. Privacy was the key and home had everything and more! The most important was the communication and the host nailed it! I will definitely be back!

Destinations to explore