Vacation rentals with a pool in Clearwater Beach Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Clearwater Beach Island rentals with a pool

House rentals with a pool

Guest favorite
An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.
Home in Largo
4.93 out of 5 average rating, 100 reviews

Heated Pool and Spa | 5 min to beach

CourtneyRating, 5 stars1 day ago
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!!
Top guest favorite
A spacious living area is complemented by vibrant wall murals, featuring a mix of warm and cool tones. Two sitting areas contain a light gray sofa and a green sectional, both arranged around a round coffee table. A large TV is mounted on the wall, and natural light fills the space.
Home in Clearwater
4.98 out of 5 average rating, 132 reviews

Fun Funky Pool Fire Pit 4m to Beach

LaurynRating, 5 stars3 weeks ago
Ashley has a great spot!! Very fun and comfortable, perfect location for an easy drive to the beach or downtown. We’d stay again!
Guest favorite
An outdoor space features a heated pool enclosed by a screen. Lounge chairs are positioned nearby, surrounded by a fenced backyard with landscaping elements, including palm trees and a hammock. Sunlight reflects off the clear water, enhancing the inviting setting.
Home in Tampa
4.93 out of 5 average rating, 102 reviews

Cozy Tampa Home with Large Heated Pool

MargarleliaRating, 5 stars2 days ago
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.
Guest favorite
A vibrant game room features a foosball table and a nostalgic arcade station, offering entertainment options for guests. A colorful rug with geometric patterns adds a playful touch to the space, which is illuminated by a ceiling fan and natural light from nearby windows.
Home in Largo
4.93 out of 5 average rating, 105 reviews

Paradise Cove-Designer Home | Pool+Spa | Arcade

AndriaRating, 5 stars2 days ago
We had a great stay at Danielle’s place. The kids loved the pool and the game room .
Guest favorite
A spacious outdoor area features a heated pool surrounded by a screened enclosure. Two lounge chairs are positioned beside the pool, and a barbecue grill is visible near the edge, providing an ideal setting for relaxation and meals.
Home in Clearwater
4.83 out of 5 average rating, 118 reviews

Heated Pool | 2BD 2BA | Home near Beaches

ThomasRating, 5 stars2 weeks ago
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!
Top guest favorite
A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.
Home in Palm Harbor
5 out of 5 average rating, 103 reviews

Coastal Escape: heated saltwater pool & beaches

MyraRating, 5 stars2 days ago
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.
Guest favorite
A serene pool area features a gently flowing waterfall surrounded by lush tropical landscaping. The water is illuminated by soft lighting, reflecting the warm colors of a sunset. Comfortable loungers are positioned partially submerged in the inviting water.
Home in Largo
4.92 out of 5 average rating, 98 reviews

Swim-Out Bedroom, Waterfall pool! The Peace Place

Kaitlin BetkaRating, 5 stars1 week ago
The host was super accommodating and the place was clean and beautiful!
Guest favorite
A spacious outdoor area surrounded by lush greenery showcases a seasonally heated pool. Comfortable sectional seating is arranged around a glass table, complemented by large sun umbrellas. A BBQ grill and outdoor dining table are visible, creating an inviting space for relaxation.
Home in Clearwater
4.95 out of 5 average rating, 125 reviews

3bd 2ba House• Heated POOL•Clearwater BEACH 5miles

KarielysRating, 5 stars1 week ago
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

Superhost
A clear swimming pool is surrounded by a brick patio. Several lounge chairs and small tables are positioned nearby. The pool features a shallow entry with a railing, and sunlight reflects off the water's surface.
Condo in Clearwater
4.85 out of 5 average rating, 129 reviews

Clearwater Beach condo

ClaireRating, 5 stars4 weeks ago
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!
Top guest favorite
A cozy living room corner is designed with a comfortable sectional sofa adorned with cushions in shades of yellow and black. Artwork featuring abstract designs is displayed on the walls. A round coffee table sits in front, complemented by a small yellow ottoman.
Condo in Clearwater
4.96 out of 5 average rating, 85 reviews

Welcome to your vacation home

RobertRating, 5 stars3 weeks ago
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.
Guest favorite
A heated outdoor pool is surrounded by palm trees and lounge chairs, providing a relaxing atmosphere. Pathways lead around the pool, with neighboring buildings visible in the background. Sunlight glistens on the water, creating a serene environment for guests.
Condo in Clearwater
4.92 out of 5 average rating, 79 reviews

Condo Conveniently located to Clearwater Beach

KathrynRating, 5 stars6 months ago
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.
Top guest favorite
The living area features a comfortable sofa and two accent chairs surrounding a glass coffee table. Natural light filters in through large windows adorned with soft drapes. Decorative art pieces are displayed on the walls, complementing the cozy and inviting interior.
Condo in Clearwater
4.99 out of 5 average rating, 110 reviews

Dock of the Bay, Coastal Elegance | Walk to Beach!

JohnRating, 5 stars3 weeks ago
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.
Top guest favorite
The living room features a cozy seating arrangement with a light beige love seat and a sleeper sofa bed, complemented by decorative blue accents. A large flat-screen TV is mounted on the wall, and a dining area with a table for six is visible in the background.
Condo in Clearwater
4.93 out of 5 average rating, 40 reviews

Cozy Renovated 1 BR w/ Pool view & King size bed!

MajidehRating, 5 stars2 months ago
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!
Superhost
The heated swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing atmosphere. The pool area features a spacious deck with light-colored paving, while nearby buildings provide a serene backdrop, enhancing the inviting outdoor setting.
Condo in Clearwater
4.81 out of 5 average rating, 153 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

ElliotRating, 5 stars1 week ago
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!
Guest favorite
A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.
Condo in Clearwater
4.93 out of 5 average rating, 120 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

CassandraRating, 5 stars3 weeks ago
We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!
Guest favorite
A large heated swimming pool is surrounded by lush greenery and palm trees, with a relaxing seating area nearby. The building features a mix of beige and dark brown tones, complemented by well-maintained landscaping. The pool area includes lounging spots and decorative stone accents.
Condo in Clearwater
4.89 out of 5 average rating, 75 reviews

Clearwater Vacation Rental Condo/Heated Pool

WendyRating, 5 stars1 week ago
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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