Holiday rentals with a pool in Sarasota

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sarasota rentals with a pool

House rentals with a pool

Top guest favourite
Home in Sarasota
4.97 out of 5 average rating, 67 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

KyleRating, 5 stars1 week ago
A beautiful home with a private, relaxed atmosphere and all the amenities you could need.
Top guest favourite
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!
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 133 reviews

Lake Front House with a Pool

Jose & ZullyRating, 5 stars2 weeks ago
This house was spotless, organized and had a loaded kitchen! It is in a amazing location near the beaches and the house came loaded with beach equipment. I would love to come back. Birute was very helpful with us and responsive in timely manner Thansk for all!
Superhost
Home in Sarasota
4.93 out of 5 average rating, 147 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

KatelynnRating, 5 stars3 weeks ago
We had a great stay at this property. Seaglass Management was always responsive and accommodating. The house was clean and the backyard was large and well maintained. The only downside was the bathroom situation. There is no master bathroom and one of the bathrooms for the house is really a 3/4 bath. For 8 adults and a baby the bathroom situation was a little difficult, but we made it work.
Guest favourite
Home in Sarasota
5 out of 5 average rating, 14 reviews

NEW hideaway, Saltwater Pool&Spa, 10min to Siesta

SandraRating, 5 stars1 month ago
I will definitely go back and stay here again when in Sarasota. The new beautiful modern pool and hot tub area is amazing was so tranquil and well thought out with high end lounging/seating for 10+. I spent most of my free hours around the pool area when at the house. WIFI was great when needing to work. The location was an easy drive to the local restaurants and quaint downtown area 5-10 min., to the closer beaches 15 -30 min., was bicycle/walkable for me (I am 65 y/o). I was in town for a conference and also saw alot of people on nearby small/clean little open air trolley-like buses getting around downtown (might want to check those out). I felt safe and walked/explored to the downtown hotel area (~ 40 min.). So close to the convenient Sarasota/Bradenton airport (~20 )! The hosts were so responsive and genuinely caring, they anticipated my needs before I asked by offering suggestions and options, so worth the stay! Thank you to the hosts!
Superhost
Home in Sarasota
4.86 out of 5 average rating, 51 reviews

Cozy Coastal - 2bd/2bath with Heated Pool and Spa!

StarlaRating, 5 stars2 weeks ago
Great location! So close to many different beaches and restaurants. The private pool area was our absolute favorite!
Superhost
Home in Sarasota
4.88 out of 5 average rating, 148 reviews

Cottage On Bay (private backyard, near beaches)

MadelineRating, 5 stars3 weeks ago
My husband, son and I loved staying at this gorgeous property. The interior is adorably decorated and very clean and the outdoor space was perfect too. The pool was such a great addition to this house, my 4yo son has been asking to go back to the “pool house” since we left. We’re already checking schedules to see when we can come back for another visit. The location is great too- very close to siesta key beach, the village and all of the local amenities that Sarasota has to offer. I cannot rave about this property enough. I can’t wait to come back for another visit!
Guest favourite
Home in Sarasota
4.91 out of 5 average rating, 11 reviews

Resort Style Beach House w/ Heated Pool & Spa

HopeRating, 5 stars2 months ago
We loved this Airbnb. Everything was so clean and setup so well. We loved the homey feel as soon as we walked in. The house was well stocked and all amenities worked extremely well. We loved the push button operation of the pool and spa. TVs everywhere! That made it easy to enjoy our favorite sports from anywhere in or outside the house. The host was very responsive and definitely put a lot of thought into what makes sense for family vacations. We built a lot of great memories. Thank you!!

Apartment rentals with a pool

Guest favourite
Apartment in Sarasota
4.97 out of 5 average rating, 201 reviews

Gateway to Siesta Key - 1/2 Mile to the Beach

Stephanie Rating, 5 stars1 week ago
Excellent place, unbeatable location, very cozy and comfortable. Chris let us know we could check in early without even asking. I would gladly come back!
Guest favourite
Apartment in Siesta Key
4.92 out of 5 average rating, 125 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

AlisaRating, 5 stars1 week ago
Amy was the most responsive host I have ever had on Airbnb. I appreciated her hospitality.
Top guest favourite
Apartment in Siesta Key
4.97 out of 5 average rating, 318 reviews

On the Beach; Siesta Key SunBum Studio

LauraRating, 5 stars5 days ago
My daughter and I stayed for a mother daughter girls trip and had a blast! They made sure to take care of every little detail to make you feel comfortable and at home. Even checking in and making sure we made it ok. It was very clean and the location was amazing. Easy to get around on the trolly if we didn't want to drive and literally steps away from the beautiful white sand and clear turquoise beach. Do yourself a favor and book the trip!
Guest favourite
Apartment in Siesta Key
4.9 out of 5 average rating, 117 reviews

Crystal House on Siesta Key Beach

GeriRating, 5 stars6 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
Apartment 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 favourite
Apartment in Bradenton
4.96 out of 5 average rating, 155 reviews

The Seabreeze Cottage with peaceful water views

JianfengRating, 5 stars2 weeks ago
Dear Angela, Thank you so much for hosting us! We absolutely love your decor every detail was so thoughtfully done and made the space feel cozy and "beachy". We truly enjoyed our stay and appreciated how comfortable and well-kept everything was. Hope to visit again someday. All the best. Jianfeng & Yangqing
Guest favourite
Apartment in Siesta Key
4.94 out of 5 average rating, 106 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars3 weeks ago
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!
Top guest favourite
Apartment in Bradenton
4.98 out of 5 average rating, 204 reviews

Shorewalk full condo IMG Beaches Anna Maria

NicholeRating, 5 stars2 weeks ago
This was a great place and had everything you needed! My family really enjoyed it and the host was amazing to work with and responded back really fast! I would go back here!! Also the beach, omg it’s beautiful!! White sandy beaches, beautiful blue water, we even found whole sand dollars!! Worth checking out and staying!!!

Quick stats about holiday rentals with a pool in Sarasota

  • Total rentals

    870 properties

  • Nightly prices starting at

    $13 SGD before taxes and fees

  • Total number of reviews

    25K reviews

  • Family-friendly rentals

    680 properties are a good fit for families

  • Pet-friendly rentals

    340 properties allow pets

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota
  6. Rentals with pools