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Vacation rentals with a pool in Sand Key, Clearwater

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sand Key, Clearwater rentals with a pool

House rentals with a pool

Guest favorite
Home in Tampa
4.96 out of 5 average rating, 50 reviews

Upscale Tampa Dream Home Pool, Golf, Pool Table

JustineRating, 5 stars1 week ago
We had an awesome time at Angels place. The kids LOVED the pool and the backyard was an awesome place to hang. Everything was super clean! The one queen bed was comfortable but the other beds are pretty firm (my kids didn’t mind). Other than that, no complaints and Angel was helpful and responsive!
Guest favorite
Home in Largo
5 out of 5 average rating, 5 reviews

Oasis in Largo. Beautiful pool house, hot tub.

PeggyRating, 5 stars2 weeks ago
We loved staying at Nga’s place. Sophia who we had to contact with any issues was amazing. We ran into a few problems in the beginning but she was quick to respond and take care of it. The pool was very nice. The canal really behind the house was my husband’s favorite place to relax. A lot of wildlife which he really enjoyed. The neighborhood was quiet and neighbors were very friendly. I loved the screen in porch with a tv. We definitely would stay again if we came back in this area. I can’t say enough about how great Sophia was. You can’t go wrong renting this place.
Guest favorite
Home in Clearwater
4.93 out of 5 average rating, 94 reviews

Heated pool-Hot tub-Close to Beaches-Pet Friendly

KerryRating, 5 stars1 week ago
This was our first time using airbnb. House was just as described. Loved the pool and hot tub. Location of the home was close to everything from beaches to resturants and stores. Neighborhood was very quiet . We would def stay here again.
Top guest favorite
Home in Seminole
4.92 out of 5 average rating, 113 reviews

4 bedroom and private pool, near to Clearwater

AprilRating, 5 stars3 weeks ago
This was by far the best day we've had with Airbnb so far!! The house was so perfect for the price and the little amenities were so nice! They had yard games for kids to play and extra blow ups for the pool it was just such a lovely experience. The host was very responsive and understanding for adjustments that needed to be made or giving information I really enjoyed this stay!!
Guest favorite
Home in Largo
4.93 out of 5 average rating, 58 reviews

Serena Pool Home close to Indian Rocks Beach

IreneRating, 5 stars3 months ago
THE PLACE WAS WONDERULL NICE POOL AREA PLENTY OF SPACE IN THE HOUSE EVERYTHING YOU NEEDED FOR THE STAY PRETTY MUCH WAS THERE
Guest favorite
Home in Largo
4.81 out of 5 average rating, 80 reviews

Tranquil Home. 2 minutes to Indian Rock Beach...

TerrenceRating, 5 stars1 month ago
Gisele's place was clean and just like the pictures showed. The pool area was nice with a large Weber grill and lots of chairs . There were plenty of pool rafts in the garage for our use. Grocery stores, liquor stores, and restaurants all within a short drive and some within walking distance. The neighborhood was friendly and quiet and had a Catholic church within a 2 minute walk. We would definitely consider staying again!
Guest favorite
Home in Largo
4.95 out of 5 average rating, 100 reviews

Largo Poolside Paradise Heated Pool 10Min To Beach

AnnaRating, 5 stars1 week ago
We enjoyed every minute of our time at this home! Our kids loved the pool for hours when we were not at the beach. We needed some hot pads and a dust pan and Austin sent it right to the house, next day! Clean space, great outdoor space with pool, comfy enough for 4 adults and 3 kids. Also, loved a TV in each room when we needed nap time and a little separation.
Top guest favorite
Home in Palm Harbor
5 out of 5 average rating, 35 reviews

Beautiful house with pool, fire pit, billiard room

NatalieRating, 5 stars1 month ago
It’s the little things that mean a lot. There were Kleenex boxes in each room. They provided ample storage containers for leftovers. Plenty of inflatables were available for floating. Super bonus is the Florida State park pass. It’s all in the details!

Condo rentals with a pool

Guest favorite
Condo in Indian Shores
4.9 out of 5 average rating, 20 reviews

POOL SIDE right on the BEACH 2 bdrm condo

CaseyRating, 5 stars3 months ago
This condo was perfect for our family vacation! We had everything we could have needed and our host made everything so easy.
Guest favorite
Condo in Tampa
4.92 out of 5 average rating, 78 reviews

*Waterfront *2 Bedroom Condo *Amazing Sunsets*Pool

KatrenaRating, 5 stars4 weeks ago
Our family had a wonderful time at this condo! We enjoyed waking to see the ocean every day and also had enough space to relax on our vacation. Helena provides a beach bag with towels and sand toys that were a very nice touch for our beach day. The staff at the bar/restaurant were great and we also felt safe with the 24 hour security guards on duty. This place really made our trip extra special!
Top guest favorite
Condo in Clearwater
4.96 out of 5 average rating, 81 reviews

Welcome to your vacation home

NielsRating, 5 stars3 weeks ago
Eine schöne geräumige Wohnung mit allem was man für eine erholsamen Urlaub benötigt. Alle Utensilien, wie z. B. Wama-Taps in ausreichender Fülle. Wir kommen wieder! Danke!
Top guest favorite
Condo in Tampa
4.97 out of 5 average rating, 149 reviews

Tiki Themed Waterfront Condo on Tampa Bay

CindyRating, 5 stars5 days ago
The tiki themed suite is absolutely magical! Walking in was such an awesome experience for my family! We loved the decor, sounds, smells and views but we especially loved Chief the parrot! Chris explains everything you need to know with great detail, no questions go unexplained! We really enjoyed the onsite restaurant & bar too! The sunset should not be missed! We can’t wait to go back!
Guest favorite
Condo in St. Petersburg
4.91 out of 5 average rating, 23 reviews

Lovely 2 bedrooms condo with pool in Boca Ciega

JohnRating, 5 stars9 months ago
Matt was the best at explaining everything and. Was so quick. To respond and answer and questions I had as well as give me great info around the area. Would rent from him again for sure and recommend him to anyone looking for a great place and helpful with any questions you might have.
Guest favorite
Condo in Clearwater
4.94 out of 5 average rating, 116 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

SusanRating, 5 stars3 months ago
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.
Superhost
Condo in Madeira Beach
4.83 out of 5 average rating, 140 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

MichelleRating, 5 stars6 days ago
We had a great stay at Kristin’s condo. The place was very clean and tidy, tastefully decorated, and well equipped with everything you need for a home-away-from home beach getaway. The beach gear provided (towels, chairs, umbrella, floatation devices, and buggy) was so appreciated and made a huge difference for our daily saunter to the beach. The location was perfect, within easy walking distance to the beach, restaurants and bars. The condo had a lovely balcony overlooking the marina. It was great being able to see both the sunrise from the balcony and the sunset at the beach every day. Kristin was quick to respond to inquiries and provided incredibly helpful information. We would highly recommend this Airbnb and would definitely stay here again!!
Top guest favorite
Condo in Clearwater
4.93 out of 5 average rating, 145 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

RobertRating, 5 stars1 week ago
The condo was beautiful. Clean and spacious. Lots of amenities. Close to the public beach, restaurants, bars, and shops. Plus David ordered a perfect week of weather for us! Wonderful.

Quick stats about vacation rentals with a pool in Sand Key, Clearwater

  • Total rentals

    110 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    400 reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    110 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Clearwater
  6. Sand Key
  7. Rentals with pools