With its crystal-clear beaches, such as the renowned eponymous beach, this city of Clearwater promises endless seaside charm. For fans of marine life, Clearwater Marine Aquarium, home to Winter, the adorable dolphin, is a must-visit. Outdoor enthusiasts will appreciate the many parks, such as Moccasin Lake Nature Park and Wright Park, where local wildlife and lush greenery take center stage. And if you’re a fan of baseball, you’ll enjoy the thrill of a game at BayCare Ballpark, the spring training ground for the Philadelphia Phillies. When the day’s adventures come to an end, you’ll need a tranquil and comfortable place to retreat where you can soak in a private pool under the warm Florida sky. Check out our list of the top vacation rentals with private pool in Clearwater, Florida, for a rejuvenating stay.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Charming 1950s vacation home (from USD 194)
Step into the timeless charm of the 1950s with this Clearwater vacation home. After a day of exploration, dive into the private pool or unwind in the hot tub. The pool may not be heated, but it offers a refreshing plunge under Florida’s radiant sun.
The home’s custom kitchen comes fully equipped, making it ideal for whipping up delicious meals. And with a tankless water heater, your comfort is guaranteed. Enjoy your homemade meals on the balcony as you look over the lush fenced yard adorned with various plants.
2. Sunlit home near Clearwater Beach (from USD 192)
Embrace the vibrant beach vibes of this private Clearwater oasis. Near the award-winning Clearwater Beach, this vibrant home is your ideal getaway spot. Bask in the sun with a dip in the inviting private pool or a stretch on the poolside loungers. The backyard area also features an additional bathroom, which you can use after a visit to the beach.
While here, dine al fresco, take a refreshing swim, or enjoy a lazy afternoon watching TV. Furthermore, the kitchen gleams with new appliances, fostering your culinary creativity. Bright and cheery decorations throughout the house will get you in the mood for your tropical holiday.
3. Tranquil poolside retreat (from USD 212)
Indulge in the luxury of a private heated pool in this splendid vacation home. It promises year-round swimming with your loved ones. The pool area, complete with loungers and an outdoor shower, set the stage for an unforgettable stay.
The indoor spaces, boasting cozy bedrooms and state-of-the-art amenities, open directly to the pool, encouraging a free flow between indoor comfort and outdoor relaxation. For maximum enjoyment, you can lounge on the screened patio, fire up the barbecue grill, or simply take in the sunshine on the pool deck.
Top guest reviews
Amenities & Room:
lots of good amenities including a pool and sunroomthis house is decorated beautifully from the couch to the linens to the outdoor space and poolbackyard has several pool chairs to lay out on and enjoy the florida suncoffee by the pool made every morning perfect pool temperature was lovelyprivate pool all the comforts and conveniences of homeCleanliness:
everything was amazing the house the cleanliness communication the appliances and accommodationsthe house was clean and very welcomingthis house is spotlessly cleanperfect for a weekend getaway extremely clean and tidyvery nice property clean and quiet with a beautiful poolHost:
thank you bnb pro host shelly evanschris was a great host - very responsive and communicativehost was very responsive to all messageswow what a nice place it was great the host was greatbest host answered very fast and also accommodated with usRead more reviewsLocation:
location was good for short drive to beach areaswe found the location to be an excellent one for stores food and bike/running trailsspacious place and a good locationthe neighborhood was super quiet and there were lots of stores and restaurants nearbywe had a wonderful time the location great we had almost everything we needed the whole stay
4. Newly furnished vacation home with spacious layout (from USD 117)
Experience the grandeur of this newly furnished vacation home. The property showcases an inviting open layout, leading to an exquisite private pool - the star attraction here. While here, you can delight in the game room, recline under the poolside cabana, or retreat to a secluded corner for serene moments. Furthermore, a lap or two in this sparkling pool is perfect to beat the heat.
The home’s location makes for a convenient base to explore Clearwater, only a few minutes from the acclaimed beach and a short stroll to BayCare Ballpark. With numerous shopping and dining options nearby, entertainment is never far off.
Top guest reviews
Amenities & Room:
comfortable furniture and bedding awesome quiet backyard and poolthe pool was awesome with amazing sunset views at nighthaving the pool was a huge plus too as well as patio furniture & grillthe beds were very comfortablethe pool is a nice size and very relaxingCleanliness:
everything was super good and cleanthe property was decorated beautifully with clean and modern touchesliked that the house was clean and unclutteredit is very well-equipped clean spacious and tastefully decoratedthe place is very spacious spotless with beautiful decorHost:
mark was a great hostthank you for being an amazing host for our alaska to florida vacationmark is a great host and will respond almost immediately if you have any querieshe was very responsive and very accommodatingstay was great house was nice the host communication was quick and mannerlyRead more reviewsLocation:
location perfect for our needsthe location was perfect for our familymark was in close contact and very helpfulnice area of town that’s very close to many attractionsbeautiful home in a quiet neighborhood but still close to shopping restaurants and entertainment
5. Renovated vacation home across golf course (from USD 190)
This vacation house is your perfect place for an unforgettable getaway. Dive into the sizeable heated pool, open all year round, with ample space to swim and even pool toys to ramp up the fun. You can use the pool any time of the day, so get ready to enjoy a midnight soak under the star-lit night sky.
Positioned close to Clearwater Beach, charming Downtown Dunedin, and Clearwater Country Club, this house has a great location for sightseeing. And to exercise, take the provided bikes to the nearby Fred Marquis Pinellas Trail and explore the trail. Furthermore, shopping, dining, and Seminole Boat Ramp for thrilling water activities are all at your fingertips here.
Top guest reviews
Amenities & Room:
beautiful pool yard and all rooms were perfectCleanliness:
the house was clean and comfortablethe home was nice and superbly clean and well-stockedgreat hosts the most clean airbnb we have ever stayed in and had everything we neededHost:
the hosts are auper accommodating and responsivefelt like a brand new home very welcoming thanks for hostingRead more reviewsLocation:
the location was nice in how close it was to dunedin and clearwater beachgreat location and the home had everything we needed and more
6. Waterfront vacation rental with saltwater pool (from USD 495)
Discover the magic of waterfront living at this beach house. This stunning remodeled home invites families and friends to revel in the joy of a private saltwater pool experience available throughout the year. This pool is located across the water, providing mesmerizing views as you take refreshing dips and soak up the sun. You can also unwind by dolphin-watching at the dockside.
From tranquil seclusion to vibrant social life, find everything within a stroll away. You can also immerse yourself in the outdoor delights, welcoming bars, delightful restaurants, and an active nightlife scene with a stay here.
Top guest reviews
Amenities & Room:
the pool was beautiful with a lovely view of the canalbeautiful home seems newly renovated great for families easy to use kitchen quite neighborhoodthe beds were awesomelots of space to lounge and comfortableHost:
yosvani was extremely attentive and wanted to make sure our stay was perfectRead more reviewsLocation:
great location easy to drive and walk (1mile) to beach and restaurants and groceriesgreat location quiet neighborhood very nicely updated would stay here againthe neighborhood was a nice area to take early morning walks
7. Charming homes with exclusive jet ski access
Experience twice the fun and privacy with two separate homes, nestled in a single property in the heart of Clearwater. Boasting its salt-chlorinated pool, these freshly remodeled spaces offer the perfect retreat for groups or large families. Each residence features a separate kitchen and 4K HDR TVs in each room for uninterrupted fun. You can also take advantage of the exclusive discount on jet ski rentals and explore the hidden beach gems accessible only by a boat or jet ski.
Clearwater, Florida, United States
381 meters (0.3 ft) from Crest Lake ParkAccommodates: 14
Top guest reviews
Amenities & Room:
we enjoyed the pool and pool deck after we returned from a day on the waterclean well organized and loved how it’s separated in 2 homes with a wooded deck pool and grillCleanliness:
really loved the airbnb so clean and beautifully remodeledgreat clean quiet cozy place highly recommendthe house was recently renovated and cleangreat space very clean and conveniently locatedgreat location and very clean :)Host:
host was very easy to communicate withfabio was an awesome hostgreat place and a very good host thank youwe highly recommend this property and hosthost responds fast and will help with any concerns you may have and also very friendlyRead more reviewsLocation:
very well located and close to the beachesplace was great close proximity to the beachit was a great place to stay close to clearwater beachthe home was clean and great location about 10 minutes from major highways stores and beaches
8. Luxurious home with gym and sauna
Step into luxury in this historic Harbor Oaks retreat, featuring a year-round swimming pool as its crowning glory. Enclosed in a tranquil outdoor setting, this pool offers heated bliss, along with the joy of poolside toys and accessories.
Beyond aquatic fun, this executive house encompasses a wealth of amenities. From the gourmet grill and outdoor fireplace to the ninja course and trampoline, endless entertainment is guaranteed. The residence also comes equipped with an accommodating gym and sauna.
Clearwater, Florida, United States
3.01 km (1.9 mi) from Crest Lake ParkAccommodates: 6
Top guest reviews
Amenities & Room:
very clean comfortable furniture throughout the cozy homeCleanliness:
so peaceful clean and comfortableHost:
the host was very thoughtfuljoana was a fantastic host:)who does that on a beach vacation? loved the house loved the host loved everythingjoana was amazing from booking through to check-out her responses were quick kind and professionaljoana was very nice and responsiveRead more reviewsLocation:
beautifully renovated bungalow close to everything
Enjoy private pool getaways in Clearwater
Discover the pleasure of a private pool getaway in Clearwater. Revel in accommodations that offer tranquil seclusion, coupled with the indulgence of a private pool. Whether it’s lounging poolside with a book or taking a refreshing dip, these lodgings provide the perfect blend of relaxation and luxury in this charming city.
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