
Vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Clearwater Beach rentals with a pool
House rentals with a pool

Lovely full house 3/2 w/ pool. Few min from beach
We came for a week long trip and had a great time. The pool was great to have along with the several amenities like TVs in every room for entertainment and beach chairs we were able to use. We enjoyed our stay!

Paradise Cove-Designer Home | Pool+Spa | Arcade
We had a great stay at Danielle’s place. The kids loved the pool and the game room .

Palm Oasis | Heated Pool | Near Beaches
We had a wonderful stay at Cleveland’s home. It was the perfect distance to the Clearwater Marine Aquarium, where our child was enrolled for a week of summer camp. The kids enjoyed unwinding in the pool at the end of the day and we found that we had everything we needed to enjoy our stay.

Coastal Gem - Pool, Spa, Beach & Pets!
The host was very responsive and helpful. We got in town earlier than check-in time and we were able to go ahead and check-in with their permission. The home was nice and clean. The neighborhood was very quiet. The pool and hot tub was very nice. The house was close to Dunedin, Tampa, and St Petersburg so we were able to visit all three plus spend time at Clearwater. We visited the Florida Aquarium in Tampa and it was nice. The Honeymoon Beach was awesome. I would definitely stay here again on our next visit to town. Great host and home. Thanks for allowing us to stay.

*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!

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!

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
The house is beautiful and comfortable with a great pool, hot tub, and enormous bathtub. everything was clean. All the appliances were modern and clean, and the house left a few personal touches like a bottle of wine, you name on the welcome board, and a card welcoming you. I would stay again the next time I'm in the area.

FL Gem! XL-Pool | Pickleball | B-Ball & More!
Thoroughly enjoyed our wknd getaway stay. This place is the real deal and 100% as advertised. Tamela was a very responsive host and allowed for a flexible check in process. The location is perfect halfway between Clearwater beach and downtown Tampa.
Condo 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!

Newly Reno Luxury Condo 30 Steps to Paradise
The location was even better and closer to the beach than the pictures portrayed! We loved being able to basically walk right out the door to the beach. The condo was so cute and clean and all of the white gives a very crisp feel. The king bed was SO comfortable and the sheets and blankets were SO soft (probably my favorite part of the rental). Kitchen and bathrooms were very clean as well! Karina was a great host and was very helpful with any questions I had. I would most certainly recommend this rental. We had a family of 4 and the space was perfect! My only downfall was that I never could find the code to the pool, but that was my own fault for overlooking an email. The email will come from palmhouse, not air b&b (for anyone else who may miss this in the future). I ended up asking another guest and it worked out just fine! 10/10 for us!

Seasalt Breeze private unit No cleaning fee
Amazing! Enjoyed the apartment along with the pool! Great location and loved the recommendations

Tropical Beachfront Penthouse-Beach Cottages II
We have stayed at this condo 5 times. Each time it is a perfect experience. When I read a previous review from a very unsatisfied renter, I was very confused as this place is not only beautiful it is very convenient for getting down to the pool and beach. Elevator and a few steps to either. There is continuous remodeling going on from the past hurricane damage. But it did not bother us at all. We can’t wait for next May to come around.

Royal Orleans and Redington Beach ( Studio 203 )
My husband and I just got back from the Royal Orleans staying in Marina's unit. This is our 2nd trip to the area, and we love more each time. Marina was very responsive, and flexible as they switched our flights a few times. The unit is very clean, very nice bedding, and towels! Towels were nicer then some hotels we've stayed at! Unit had everything we needed for the week!

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

King Oceanfront Suite! Kitchenette + Balcony!
We enjoyed our stay at the Island Inn. The staff was very friendly and the host was quick to respond to our questions. We liked the view from the room and that we were right on the beach. It was helpful having beach chairs and umbrellas to use so we didn't have to pay for them everyday. I think it was great for 2 adult guests, any more than that and the space might start feeling a little cramped. We used the grills outside to cook as well as the hot plates so we were able to make whatever we wanted. Great view of the sunset from the building, we watched the sun go down from the balcony and beach, very peaceful at night. Overall a great stay!

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 vacation rentals with a pool in Clearwater Beach
Total rentals
960 properties
Nightly prices starting at
G$10,460 GYD 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
Destinations to explore
- House rentals Clearwater Beach
- Rentals with a fireplace Clearwater Beach
- Beach condo rentals Clearwater Beach
- Condo rentals Clearwater Beach
- Beachfront rentals Clearwater Beach
- Rentals with a hot tub Clearwater Beach
- Rentals with a kayak Clearwater Beach
- Villa rentals Clearwater Beach
- Pet-friendly rentals Clearwater Beach
- Fitness-friendly rentals Clearwater Beach
- Rentals with outdoor seating Clearwater Beach
- Rentals with an EV charger Clearwater Beach
- Rentals with breakfast Clearwater Beach
- Boutique hotel rentals Clearwater Beach
- Family-friendly rentals Clearwater Beach
- Rentals with a fire pit Clearwater Beach
- Kid-friendly rentals Clearwater Beach
- Rentals with a patio Clearwater Beach
- Beach house rentals Clearwater Beach
- Cottage rentals Clearwater Beach
- Rentals with beach access Clearwater Beach
- Waterfront rentals Clearwater Beach
- Townhouse rentals Clearwater Beach
- Rentals with a washer and dryer Clearwater Beach
- Apartment rentals Clearwater Beach
- Hotel rentals Clearwater Beach
- Rentals with lake access Clearwater Beach
- Bungalow rentals Clearwater Beach
- Rentals with pools Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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