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, 99 reviews

Heated Pool and Spa | 5 min to beach

JeremyRating, 5 stars1 week ago
houses was as listed! Erinc was responsive and respectful.
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 stars2 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!
Top guest favorite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
5 out of 5 average rating, 162 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

MackenzieRating, 5 stars1 week ago
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.
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, 101 reviews

Cozy Tampa Home with Large Heated Pool

DavidRating, 5 stars2 weeks ago
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.
Guest favorite
Home in Seminole
4.97 out of 5 average rating, 149 reviews

The Ultimate Vacation Pool Home w/Tiki and Cottage

Aida SorayaRating, 5 stars3 weeks ago
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.
Guest favorite
The inviting pool area features a heated pool with clear turquoise water, surrounded by lounge chairs and a spacious pool deck. A dining area and outdoor kitchen can be seen, with a large TV mounted on the wall, creating a welcoming space for relaxation and entertainment.
Home in Largo
4.96 out of 5 average rating, 134 reviews

Palm Oasis | Heated Pool | Near Beaches

AlischaRating, 5 stars1 week ago
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.
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, 102 reviews

Coastal Escape: heated saltwater pool & beaches

JessicaRating, 5 stars3 weeks ago
We absolutely LOVED the house! Cozy, inviting, CLEAN! Everything you can ask for! From the moment you walk in, it feels like home. The house is fully stocked with everything you could possibly need. The backyard is a dream! Our kiddo loved it and so did we! I would recommend this place to anyone! It is definitely worth it! We hope to return next year!
Top guest favorite
Home in Clearwater
5 out of 5 average rating, 112 reviews

FL Gem! XL-Pool | Pickleball | B-Ball & More!

BrandonRating, 5 stars5 days ago
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

Superhost
A spacious living area features two dark sofas and a coffee table adorned with decorative items. Natural light floods the room through large windows, illuminating the textured area rug. In the background, a dining area with white chairs is visible, complementing the overall design.
Condo in Clearwater
5 out of 5 average rating, 3 reviews

Welcome to Sun Haven~Newly Remodeled! Waterfront!

KariRating, 5 stars3 weeks ago
We cannot say enough good things about this rental. It was beautiful inside and truly felt like a home away from home. The beds and couches were comfortable, and they provided plenty of bathroom towels. They even thought of things like phone charging outlets near the beds and nightlights in the bathrooms. There were plenty of beach chairs, toys and towels and even a wagon to take everything down to the beach. The location was also fabulous. Within walking distance to great restaurants, gelato, & markets and a short distance to the beach. We even enjoyed watching dolphins from the back patio in the evenings. The owners were wonderful to work with, and we would recommend this rental and will definitely stay here again.
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 stars3 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, 84 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 sandy beach stretches towards the sparkling water, lined with palm trees. Beach chairs with striped cushions are arranged in neat rows under the sun. The background features a tranquil view of the Gulf, enhancing the serene beach atmosphere.
Condo in Clearwater
4.98 out of 5 average rating, 40 reviews

2/2 JW Marriott Resort/Spa Clearwater Beach, 811

OrlandoRating, 5 stars5 days ago
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!
Guest favorite
A serene pool area is highlighted, surrounded by lush palm trees, with views of the intercoastal waterway visible in the background. Lounge chairs are lined neatly along the pool's edge, providing a spot to relax. The clean, blue water invites leisure and enjoyment.
Condo in St. Petersburg
4.92 out of 5 average rating, 158 reviews

Heron's Hideaway- Studio by the bay!

SaraRating, 5 stars2 weeks ago
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.
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.
Guest favorite
A heated swimming pool is surrounded by a patterned stone deck, featuring lounge chairs lined around the pool's perimeter. Palm trees provide shade in the background, and a clear blue sky is visible overhead, contributing to a relaxing outdoor atmosphere.
Condo in Clearwater
4.87 out of 5 average rating, 143 reviews

Beach KING Bedroom Sleeps 4-2 FIREplaces FREE PARK

AbigailRating, 5 stars1 week ago
First time in Clearwater and we loved it. The place was so cute and Scott was so friendly. Would definitely come back and stay again.
Superhost
A heated pool is surrounded by lounge chairs, with palm trees framing the area. The pool area features a gradual entry design and is bordered by a light-colored deck, offering a relaxing environment. The backdrop includes a two-story building with balconies overlooking the pool.
Condo in Clearwater
4.63 out of 5 average rating, 391 reviews

Renovated Beach Condo

ShaneRating, 5 stars2 weeks ago
Condo was great! It's in a great location a block from the beach. Numerous restaurants and bars in walking distance. Beach chairs and umbrellas that you can take the beach are an added bonus!

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