
Holiday rentals with a pool in Clearwater Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clearwater Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Clearwater Beach rentals with a pool
House rentals with a pool

Fun Funky Pool Fire Pit 4m to Beach
Ashley has a great spot!! Very fun and comfortable, perfect location for an easy drive to the beach or downtown. We’d stay again!

Beautiful Tampa Bay Pool Home Near Gulf Beaches
We had a great time at Ruta’s airbnb. She was always very quick to respond when we needed anything which was greatly appreciated. She has everything you would need at her airbnb and she gave us great recommendations.

Cozy Tampa Home with Large Heated Pool
Dayanna is a great host. Quick to answer questions, issues, food recommendations. Will definitely want to book this as a family getaway in the future.

The Ultimate Vacation Pool Home w/Tiki and Cottage
The house is very nice, everything was very clean. We appreciate being able to check in earlier. It’s a very quiet, comfortable, and safe space. We would definitely come back.

Paradise Cove-Designer Home | Pool+Spa | Arcade
The family had a great time! We had plenty of room and lots to do! The place was located in a convenient location near lots of places that we were interested in! Danielle was quick to respond!

*POOL* Bar, Hottub, Central location
House was super cute. The hosts thought of everything and had everything labeled as well as a guide book. Everything was clean. The only thing I would say was inconvenient was that we had to clean the pool frequently because of the foliage. A pool guy was supposed to come but we never saw anyone come clean the pool. That’s just a minor thing though and overall we loved our stay and would stay again!

The Pink Flamingo! Heated Pool| 10min to CL beach
We had such an amazing stay! The place is gorgeous and all the beds were comfy. Hosts were very responsive and friendly!

Heated Pool | 2BD 2BA | Home near Beaches
We had a great experience at Vito’s Airbnb. The home was clean and spacious, beds were comfortable, the neighborhood was quiet. The pool was wonderful. We especially loved that the pool and patio were screened in. Loved the large dining room table. The garage had a wagon, chairs, and toys to take to the beach. Plenty of pool inflatables. Washer/Dryer including laundry detergent. We cook most of our meals so it was nice to have a good selection of pots, pans, and cooking utensils. The home was stocked with toilet paper, paper towels, trash bags, dishwasher tabs, dish soap, hand soap, cleaning supplies, toiletries (shampoo/conditioner/soap), even beach/pool towels. Would absolutely stay here again!
Apartment rentals with a pool

"Jewel At The Shores" Gulf Front, sleeps 5
Excellent location! Everything you need is in the condo. Hope to come back soon!

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach
I cannot say enough wonderful things about this condo! Worth every penny paid. We had 4 adults and a 9 month old. It was so spacious, and was perfectly set up to have a family. Especially nice with all the kiddo amenities like pack and play, high chair, etc. The hosts always responded immediately, the place was spotless, great walkable location. We will be back to this condo no doubt!

2/2 JW Marriott Resort/Spa Clearwater Beach, 811
What property is top notch! JW Marriott Clearwater staff was fantastic. I would recommend this property to anyone looking for a great view and beach access. Thank you!

Heron's Hideaway- Studio by the bay!
What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.

Tropical Beachfront Penthouse-Beach Cottages II
I could not recommend this place enough! The place was spacious and worked perfectly for a couple with a young baby. They had everything stocked to use, such a dish soap, kitchen supplies, laundry detergent, beach chairs and floats, high chair, pack and play, etc. The hosts were super responsive and helpful. The condo was quiet and family friendly. The unit has a great view of the ocean and access to a heated pool and hot tub. We would go back!

POOL VIEW IN A MODERN CONDO - Feel at Home
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!

Spectacular beach to bay views from this resort.
Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co

1 BR direct gulf front!
Due to the hurricanes there was still some work going on at the Condo and on the beach. We completely understood and knew this might be the case coming in. Our goal was to relax and unwind and that is what we did! We loved the location - the ocean view from the deck and the short walk to the beach. The bed was relatively comfortable - not too hard. There were plenty of things in the kitchen to make using it easy. We walked and hung out on the beach a lot which was our plan. The pool is small but was nice. There are restaurants and stores within relatively close driving distance. When we had a question everyone was quick to get back to us. Overall a truly wonderful experience!
Quick stats about holiday rentals with a pool in Clearwater Beach
Total rentals
960 properties
Nightly prices starting at
₹4,327 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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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park