
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

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Cozy Stylish Home w/ Heated Pool & Big Parking

Insta Worthy Retreat - Heated pool-putt putt | Bar

Clearwater Escape • Pool • Spa • Pet Friendly

Lizard Lodge - Remodeled with Pool & Florida Room

Beach Vacation Dream Pool Home-5 Mins to Beach

Coastal Escape: heated saltwater pool & beaches

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
Condo rentals with a pool

Beachfront Studio w/ KING Sized Bed!

Immaculate 2 BR/2 BA Retreat, A+ Pool, 3m to Beach

Wonderful Condo at Avalon - Fully Renovated!

SEPT DEAL 10%OFF | Newly Remodeled | Walk to Beach

Tropical Beachfront Penthouse-Beach Cottages

Beachfront Gulf Condo Indian Shores

Sea Side Sunsets Unit C

King Oceanfront Suite! Kitchenette + Balcony!
Other vacation rentals with a pool

𖤓Beach Getaway: Pool & Steps to the Shore𖤓

Sonrisa 1 - | Beachfront Condo in Belleair Beach

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

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

Waterfront Luxury | Sunset Views

*New* Waterfront Retreat: Pool, Spa, Dock & Views

Tranquil "Ocean Breeze Retreat"

Lrg Heated Pool | Fire Pit | Game Rm | Family Fun
Quick stats about vacation rentals with a pool in Clearwater Beach
Total rentals
990 properties
Nightly prices starting at
$55 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
- Waterfront rentals Clearwater Beach
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- Rentals with pools Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Gulfport Beach Recreation Area
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Fred Howard Park