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Vacation rentals with a pool in Downtown, Sarasota

Find and book unique homes with a pool on Airbnb

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Popular amenities for Downtown, Sarasota rentals with a pool

House rentals with a pool

Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

New Remodeled Pool Put Put Green Mins to Beaches

SergioRating, 5 stars1 month ago
Everything was great, thanks to Josh for his kind attention.
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 60 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

KristinRating, 5 stars1 week ago
Erinn was an amazing host - she would respond immediately to any text and was always friendly and helpful. The house is as good as it looks if not better! My husband complains about every airbnb I book but he even he had to admit this one was top notch.
Guest favorite
Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars4 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!
Guest favorite
Home in Sarasota
4.93 out of 5 average rating, 87 reviews

Sarasota home featuring private salt water pool

AmandaRating, 5 stars1 month ago
Jessica is a wonderful host and very quick to respond to any questions. The house is beautiful and the location is perfect! My family and I could not have asked for a better vacation in beautiful Sarasota! Highly recommend!!
Guest favorite
Home in Sarasota
4.96 out of 5 average rating, 46 reviews

New! 3 Bed/3 Bath Pool Home Oasis! Great Location

AnnaRating, 5 stars2 weeks ago
⭐️⭐️⭐️⭐️⭐️ 5/5 – A Perfect Getaway! We had an incredible stay at Mario’s villa in Sarasota! The home was spotless, beautifully decorated, and had everything we needed for a relaxing and comfortable trip. The pool was absolutely amazing—clean, private, and perfect for soaking up the Florida sun. The location was great too—close to the beach, restaurants, and local markets. Mario was an outstanding host—responsive, friendly, and genuinely thoughtful. He made sure we felt welcomed and had everything we needed from start to finish. You can tell he truly cares about his guests having a great experience. Highly recommend staying here if you’re visiting Sarasota. We’re already looking forward to coming back. Thank you, Mario!
Guest favorite
Home in Indian Beach-Sapphire Shores
4.93 out of 5 average rating, 121 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

KarissaRating, 5 stars1 month ago
This spot was perfect! We traveled with our two young children and parents. Having the two separate spaces made the whole vacation a breeze. The pool and outside area was beautiful. Any questions we had were quickly answered and we will definitely book this spot again when we come back. Close to everything but very private!
Guest favorite
Home in Sarasota
4.93 out of 5 average rating, 359 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

TerryRating, 5 stars2 weeks ago
This place was perfect for us. family of 4 with 2 kids age 7 and 10. They loved the pool which was bigger then it looked from the photos, was very warm and garden well maintained. really happy with stay and Carrick was quick to respond when we ask questions. asked for a later check out which Carrick was able to accommodate. Great stay would recommend.
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 46 reviews

NEW Luxury! Townhome in Sarasota

TaiaRating, 5 stars3 weeks ago
Believe the positive reviews! We had a wonderful six night stay at this New Townhome located close to UTC with plenty of restaurants and shopping very close by. Nathan Benderson Park, Beaches, gyms & downtown Sarasota Bayfront Park & Marina Jack all within a 25min or less drive. Ed was extremely responsive & would answer any questions right away. They provided beach chairs, a cooler, beach towels and even an umbrella which was a definite plus. The home was extremely clean and we all felt very much at home. The beds were extremely comfortable and bed linens felt like higher quality & all beds had plenty of pillows. The neighborhood was very quiet with access to a nice community pool which was very close to the unit. My husband and I and our three adult daughters stayed here very comfortably and had plenty of privacy. I would highly recommend this property and host!

Condo rentals with a pool

Top guest favorite
Condo in Bradenton
4.96 out of 5 average rating, 102 reviews

A&A's Paradise near IMG & Anna Maria beaches

AmyRating, 5 stars4 weeks ago
This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!
Guest favorite
Condo in Sarasota
4.86 out of 5 average rating, 149 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

AnnRating, 5 stars3 weeks 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 Bradenton
4.95 out of 5 average rating, 133 reviews

Cozy 2 bed/2.5 bath townhome

GinaRating, 5 stars1 month ago
Emily went above and beyond what I expected. I needed a cooler to go to the beach, and she also provided us with beach chairs. The house has everything you could need. There are board games. The Wi-Fi works great. I didn't use the kitchen, but it's fully equipped. I'll be back soon. Thank you so much, Emily, for your kindness and prompt response 😊
Guest favorite
Condo in Bradenton Beach
4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

MeleahRating, 5 stars3 weeks ago
My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!
Top guest favorite
Condo in Longboat Key
4.98 out of 5 average rating, 186 reviews

Condo with a View 1: Open Friday, $225/nt!

AbigailRating, 5 stars1 week ago
This condo was everything I needed and more! The location? Absolutely perfect—the beach is literally your backyard. Waking up to that ocean view the next morning was a dream. Restaurants and activities were just minutes away, which made everything so easy and fun. Heidi, the host, went above and beyond. Her communication was fast, kind, and incredibly thoughtful. She even surprised us with a delicious key lime pie and orange juice waiting for us after jet skiing—such a sweet and personal touch! I truly have no complaints. Everything about this stay was peaceful, beautiful, and seamless. I’d absolutely recommend this spot to anyone looking for a relaxing and magical beach getaway. 🌴🌊💛
Guest favorite
Condo in Siesta Key
4.94 out of 5 average rating, 109 reviews

Siesta Key Beach Front Condo

JenniferRating, 5 stars2 weeks ago
Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!
Guest favorite
Condo in Sarasota
4.91 out of 5 average rating, 219 reviews

Near beach. Daily rentals. Pool. king bed

MonicaRating, 5 stars1 week ago
Exactly what we wanted. Great Location, clean and comfortable condo. Super close to the beach.
Guest favorite
Condo in Lido Key
4.96 out of 5 average rating, 140 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

MarkRating, 5 stars2 months ago
I consider myself a seasoned veteran traveler… So when I walked into an Airbnb in Lido Beach, I wasn't sure what to expect actually. I pleasantly surprised. Unit number 12 is perfect for me. located in the corner of the small property where multiple units were located. Nice pool, nice shaded paths excellent landscaping it just felt good to be there :-) Every time I travel, I take an assessment of the things I need to go buy. You know simple things the kitchen or for a walk to the beach. This team had everything including the beach chairs. I would highly recommend this property. This host in this area. I just purchased a property in Sarasota area and I will try to use this spot again as my secret getaway. Awesome experience.

Quick stats about vacation rentals with a pool in Downtown, Sarasota

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$2,091 GYD before taxes and fees

  • Total number of reviews

    770 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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