
Vacation rentals with a pool in Clearwater Beach Island
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Top-rated rentals with a pool in Clearwater Beach Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Clearwater Beach Island rentals with a pool
House rentals with a pool

Heated Pool and Spa | 5 min to beach
We loved our stay here! The only little critique I could give is that the beds could be a little bit more comfortable, but that is just us being picky. I couldn’t even knock it down a star because our stay was perfect other than that. The host was wonderful, very quick to respond, and had a very comfortable and lovely house that felt like we were back in our own home. I would definitely recommend to others!!

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!

Cozy Tampa Home with Large Heated Pool
We had a wonderful stay at Dayanna’s place— the space was absolutely perfect for our family of five, including three energetic kids (one of whom is a teen!). The decor had a fun (some may say "girly") flair and the covered pool and the huge selection of family games always provided something to do. The location was super convenient, with shops just a short drive away. We also made a day trip to Clearwater Beach, which was an easy 45-minute ride and totally worth it.

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 .

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!

Coastal Escape: heated saltwater pool & beaches
We had an amazing time at Benji and Kathleen's spot. Our kids, age 6, 3 and 2 were overjoyed with the amenities and toys available. The pool was lovely and I felt confident that my children were safe with the gate around the pool as well as the closed living space on the outdoor patio. We spent a morning at the beach and another morning at the Tampa Zoo but getting back to the house, swimming, relaxing and playing were certainly the memorable highlights of the trip. Benji was also extremely responsive and made sure to check in. We arrived very late from our flight and had no problem finding the house and getting inside. We highly recommend this home for a trip to Palm Harbor/Tampa if you have small children. It was perfect and a great family escape.

Swim-Out Bedroom, Waterfall pool! The Peace Place
The host was super accommodating and the place was clean and beautiful!

3bd 2ba House• Heated POOL•Clearwater BEACH 5miles
Natalia was very friendly and responsive. Inquired about the home before booking and she answered all questions. She made the check-in and check out a breeze. Home was very clean and well-kept with more amenities than expected. The backyard was gorgeous and the pool was great. Loved the home, would rent again in the future!
Condo rentals with a pool

Clearwater Beach condo
This condo was a great stay for our group! The location was perfect, only a short walk to the beach and lots of restaurants and shops nearby. We loved having so much space and enjoyed the balcony. Pinlan was very responsive to any questions or issues we had!

Welcome to your vacation home
Very comfortable and clean. The apartment is stylishly decorated with comfortable furniture and bed. The kitchen is also extremely well equipped. George did not skimp out in making this place nice. We really enjoyed our stay.

Condo Conveniently located to Clearwater Beach
The only thing that was bad the refrigerator was not working properly we told Tracey and she said she will get it fixed. Verbo gave us the the wrong number for the door so we had to call Tracey to get in.

Dock of the Bay, Coastal Elegance | Walk to Beach!
Perfect! Beautiful condo, fully equipped with everything you could possibly require. 5 minute walk to the stunning Clearwater Beach. Great hosts, going over and above with what they provided: Beach Towels, Beach Chairs/Parasol. Would love to return some day. Would highly recommend to anybody.

Cozy Renovated 1 BR w/ Pool view & King size bed!
We had such a wonderful stay at Nick’s place! The house was spotless, the kitchen had everything we needed, and he even provided beach chairs, umbrellas, and toys, which made our beach days so easy and fun. The location was great, just a short drive to the beach. Nick was super helpful with parking tips and local restaurant recommendations. We were so happy with our stay and would definitely love to come back. Highly recommend!

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
we really enjoyed our stay! the condo was in a very nice and quiet area. about a 15 minute drive to clearwater beach. everything was exactly as pictured/described. we got a lot of use out of the provided beach chairs, umbrellas, etc. and were very happy that was available for use. the only issue we ran into during our whole stay was we were unable to find a can opener in the kitchen when we went to cook dinner and it was too late to go out and buy one. besides that, we were beyond pleased with the location, price, cleanliness, and amenities. would recommend to anyone and we are looking forward to coming 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!

Clearwater Vacation Rental Condo/Heated Pool
I’ve seen lots of hosts referred to as superhosts, but this description really fits Larissa!! Her condo is the perfect location, close to Clearwater Beach & a lovely small town called Dunedin. The pool was a walk that was literally a seconds from the condo. It was clean, quiet & very relaxing. I didn’t have many questions that weren’t explained in her information but when I did Larissa answered very quickly. Don’t hesitate to book this space that was perfect for 2-3 people. Thanks so much Larissa!!❤️
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Amalie Arena
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- 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
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