
Holiday 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.
Holiday 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

Fun Funky Pool Fire Pit 4m to Beach

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Stylish Home. Heated Pool & Spacious Parking

Cozy Tampa Home with Large Heated Pool

Coastal Gem - Pool, Spa, Beach & Pets!

Modern Saltwater Pool Home Near Clearwater Beach!

Piece of paradise in Indian Rocks Beach.

Swim-Out Bedroom, Waterfall pool! The Peace Place
Apartment rentals with a pool

"Jewel At The Shores" Gulf Front, sleeps 5

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach

Seasalt Breeze private unit No hidden fees

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

One-of-a-Kind 4 Bdrm, 3.5 Bath Beach Chateaux

Sonrisa 1 - | Beachfront Condo in Belleair Beach

Oceanfront Condo Corner Unit2BR/2BA Great Location

Beachfront Gulf Condo Indian Shores
Quick stats about holiday rentals with a pool in Clearwater Beach
Total rentals
960 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
34K reviews
Family-friendly rentals
540 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with dedicated workspaces
470 properties have a dedicated workspace
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- Anna Maria Island
- Anna Maria Public Beach
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Fort De Soto Park
- Vinoy Park
- North Beach
- Jannus Live
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park