
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

Heated Pool and Spa | 5 min to beach

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Clearwater Escape • Pool • Spa • Pet Friendly

Palm Oasis | Heated Pool | Near Beaches

Piece of paradise in Indian Rocks Beach.

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

The Pink Flamingo! Heated Pool| 10min to CL beach
Condo rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Royal Orleans at Redington Beach ( Studio )

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

Beautiful Studio on the paradise white sand beach!

Spectacular beach to bay views from this resort.

Modern Waterfront Condo - Captivating Sunset Views

Waterfront condo on top floor @ Boca Ciega Resort

Beautiful waterfront condo! Mins to beach!
Other vacation rentals with a pool

Wonderful Condo at Avalon - Fully Renovated!

Ocean Way Unit 2 Beach Front

Tiki Hut Cottage

Pool | Patio | Kitchen | Gym | Self Checkin | WiFi

Poolside Tropical Retreat - 5 minutes to the beach

Clearwater retreat: Luxury Spa & Comfort Stay

CBC 1-18C – Beach Front, Pool, Hot Tub & Gym!

Clearwater Vacation Rental Condo/Heated Pool
Quick stats about vacation rentals with a pool in Clearwater Beach
Total rentals
990 properties
Nightly prices starting at
$56 CAD before taxes and fees
Total number of reviews
37K reviews
Family-friendly rentals
540 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Destinations to explore
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- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Dunedin Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Honeymoon Island Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Fred Howard Park