Vacation rentals with a pool in Clearwater Beach

Find and book unique homes with a pool on Airbnb

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Popular amenities for Clearwater Beach rentals with a pool

House rentals with a pool

Guest favorite
Home in Tampa
4.89 out of 5 average rating, 151 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

PacoRating, 5 stars3 weeks ago
The house was exactly what we needed—spacious, comfortable, and conveniently located near USF, making it perfect for our family to spend graduation weekend together. The host was extremely responsive throughout our stay, and the property matched the listing perfectly. We had a great experience!
Guest favorite
Home in Seminole
4.95 out of 5 average rating, 292 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

AbigailRating, 5 stars4 weeks ago
The house was well stocked and very clean. The pool was at a perfect temperature and also clean. Location was great, close to many restaurants and beaches. Great for a family vacation with little ones. The host was very friendly and easy to communicate with. The only downside (to be expected) is the number of biting bugs in the morning/evening - there were no outdoor screened in areas, and there were a lot of raccoons that came into the backyard at night. Not a great place to spend nights outside, but this is discouraged by the host understandably, as the house is in a neighborhood with mostly locals. All in all it was a great experience and we would recommend it to friends/family, and stay again.
Top guest favorite
Home in Seminole
4.92 out of 5 average rating, 115 reviews

4 bedroom and private pool, near to Clearwater

MckennaRating, 5 stars5 days ago
This place was perfect for my family and kids. Everything we needed was there, including beach chairs umbrellas and coolers. Pool and everything was clean!
Superhost
Home in Seminole
4.88 out of 5 average rating, 147 reviews

Huge & Heated Pool Home 5 Minutes Away from Beach!

AlisonRating, 5 stars4 weeks ago
Mark's place was great. I would definitely stay there again with my family highly recommend his place.
Guest favorite
Home in St. Petersburg
4.9 out of 5 average rating, 105 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

RaquelRating, 5 stars1 week ago
Absolutely loved staying and having these people as a host! House was perfect for my family and hosts were very helpful/friendly/and responded in a very timely matter! Will definitely be using them again for future vacations!
Guest favorite
Home in Clearwater
4.85 out of 5 average rating, 178 reviews

Sleeps 15,Heated-pool/Spa, 8mi to Clearwater Beach

DylanRating, 5 stars5 days ago
Awesome , clean, easy check in, fast replies ! This place is HUGEEEE we’re going to stay here anytime there’s a big group of us you don’t even need to leave to have a great time, very spacious
Superhost
Home in Tampa
4.82 out of 5 average rating, 105 reviews

4BR Heated Pool Relaxation Home | Airport | Beach

Megan MargaretRating, 5 stars3 weeks ago
Nice place, host Mark was very responsive.
Guest favorite
Home in Largo
4.95 out of 5 average rating, 134 reviews

Beautiful Heated Pool house, 10 mins to the beach!

LorettaRating, 5 stars3 months ago
The home was exactly as described. The backyard is truly an oasis, very private and peaceful. The pool was wonderful and heated to a comfortable temperature. Grocery stores and restaurants close by. A short drive to Clearwater and St. Petersburg, Anna is a wonderful host, very pleasant, helpful and responsive.

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 stars4 months ago
This condo was perfect for our family vacation! We had everything we could have needed and our host made everything so easy.
Top guest favorite
Condo in Tampa
4.97 out of 5 average rating, 155 reviews

Tiki Themed Waterfront Condo on Tampa Bay

AprilRating, 5 stars2 days ago
What a wonderful experience!! This condo is even nicer than the pictures! We absolutely loved the view, loved the onsite restaurant, and loved the live music. We hung out on the balcony and enjoyed a spectacular sunset paired with fun live music from the restaurant down below. Parking was a breeze. The security guard was super nice. Pro tip : don’t park in the front of the resort - you have a long walk to the condo with your luggage if you do. Also - there are elevators in the middle of the resort. Something else we didn’t know about bc we parked in front and never noticed them. The resort is quiet, and so lively at the same time. It was so relaxing and a very much needed reset! We will absolutely be back for our next Tampa staycation.
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 stars10 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 Seminole
4.94 out of 5 average rating, 100 reviews

Two Bedroom Pool View Condo in Seminole

AshleyRating, 5 stars1 week ago
This unit was a beautiful and quiet place to stay. Albert was attentive to what we needed. We would stay here again!
Superhost
Condo in Treasure Island
4.91 out of 5 average rating, 103 reviews

Waterfront Condo With Pool and Multiple Views!

DillonRating, 5 stars2 weeks ago
Stayed here with my girlfriend for a wedding. The location is prime (right next to Publix, and multiple bars/restaurants near by). Access to the beach was very easy and the beaches themselves were great. The unit was very clean and Helena was very helpful with check in and check out. I would recommend and stay here again.
Top guest favorite
Condo in Seminole
4.97 out of 5 average rating, 148 reviews

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

ColleenRating, 5 stars2 weeks ago
We arrived to a perfectly welcoming space that immediately felt like a wonderful home away from home. Everything you could have wanted or needed was there. We were very happy with the quick responses from the Host, Sandra. She was available for any questions we had. We loved the condo, the grounds, and the area with shops and restaurants. We will most definitely be returning in the future. Thank you!
Guest favorite
Condo in Clearwater
4.93 out of 5 average rating, 119 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

AmyRating, 5 stars1 month ago
We had an amazing stay. We loved all the amenities. The condo was gorgeous. A super comfortable bed and pillows. Shower pressure was great and plenty of hot water. It was nice to have a washer and dryer in the unit. The kitchen was well equipped and convenient for breakfast and lunch. We went out to dinner every night because there are so many great restaurants in Clearwater and the surrounding communities. Thank you for allowing us to stay at such an amazing place!
Superhost
Condo in Madeira Beach
4.83 out of 5 average rating, 145 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

MadisonRating, 5 stars3 days ago
My family and I had an amazing getaway trip here. We had spent a lot of time working hard for this trip; and it sure paid off. The location was beautiful, just down the road (within walking distance) from John’s Pass, Very close to the beach, beautiful views. The Airbnb itself had everything you could possibly need, very clean, and cozy. The hosts were very communicative, and instructions were very clear. We had a 10 month old with us and it was also very accessible for that. Overall would 10/10 recommend this location to anyone looking for a peaceful, fun, and great experience/location for Florida. Thank you! :)

Quick stats about vacation rentals with a pool in Clearwater Beach

  • Total rentals

    960 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    34K reviews

  • Family-friendly rentals

    540 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

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