Holiday rentals with a pool in Siesta Beach

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Popular amenities for Siesta Beach rentals with a pool

House rentals with a pool

Superhost
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 favourite
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 stars2 weeks ago
We really enjoy the place we have a woderful hoster
Superhost
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
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 favourite
Home in Bradenton
5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

MichaelRating, 5 stars1 month ago
Beautiful home, very clean, and very nicely decorated with all the modern amenities. The neighbourhood was great too, close to shopping and restaurants. The host was really welcoming and responsive. Overall super happy with our stay! Thank you!
Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 79 reviews

Spacious 4BR Getaway – Perfect for Families!

JulieRating, 5 stars3 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
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
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!

Apartment rentals with a pool

Guest favourite
Apartment 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
Apartment in Bradenton Beach
5 out of 5 average rating, 5 reviews

Z. Water front condo, Via Roma, ground floor

JennieRating, 5 stars28 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
Apartment 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 favourite
Apartment 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 favourite
Apartment 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 favourite
Apartment
4.84 out of 5 average rating, 127 reviews

Shorewalk upgraded condo upstairs unit 4415

BobRating, 5 stars2 weeks ago
We loved our Spring Break stay at Helen and Hannah’s condo. The condo and the complex are beautiful and everyone was very friendly. A lot of retirees were around for the week, but a few families too. Our 15-year old enjoyed it too and we made daily use of the tennis court, pool and grill. The location is very convenient and is a bit away from the main Spring Break area and beach, but we like the peace. Thank you very much and we’ll consider returning again.
Superhost
Apartment
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 favourite
Apartment in Sarasota
4.97 out of 5 average rating, 64 reviews

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

EmmaRating, 5 stars1 week 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!

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