
Holiday rentals with a pool in Westchester
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Westchester
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 Westchester rentals with a pool
House rentals with a pool

Beautiful 2/1 home with pool

LUXURIOUS SUPER HOST HOLLYWOOD HOUSE, POOL HEATER

Bright and fun heated POOL home - 5 bedrooms

Hard Rock Villa - House With Pool & Selfie Walls

Fort Lauderdale Home w/Pool & Private Fenced Yard

Urban Oasis With Pool at West Wynwood/Allapattah

Heated Pool/Basketball Court/Ping Pong Table/Golf

Downtown Ft Lauderdale 3 bedroom HEATED Pool Home
Apartment rentals with a pool

Golden Bay Club Beautiful Condo! -STR-02901.

Luxurious 3/3 Resort Condo by the Beach

Modern Spacious 2 Bed In Aventura/ FREE Parking

Luxury 1/1 Beach Condo *No resort Fee* Pools, Gym

Modern 1BR +Free Parking Pool Gym @Miami Design

Oceanfront Remodeled Beautiful Condo

Beautiful modern 2 bedroom condo across the beach.

Cozy corner condo, just renovated, pool views
Home rentals with a private pool

Private Villa with Pool, Sauna, Billiard

Casa Maya 3br Home with Pool In Hollywood Hills

Plantation Acres Mansion

Private Luxury Spanish Style Home W Private Pool
Quick stats about holiday rentals with a pool in Westchester
Total rentals
50 properties
Nightly prices starting at
$39 SGD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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- Bayfront Park
- Miami Beach Convention Center
- Everglades National Park
- Hard Rock Stadium
- Miami Design District
- Broward Center for the Performing Arts
- Port Everglades
- Key Biscayne Beach
- John Pennekamp Coral Reef State Park
- Trump National Doral Miami
- Crandon Beach
- Zoo Miami
- Hobie Island Beach Park North
- Biltmore Golf Course Miami
- Ocean Terrace Public Beach
- Boca Dunes Golf & Country Club
- Coral Castle
- Gulfstream Park Racing and Casino
- Cannon Beach
- Biscayne National Park
- Miami Beach Golf Club
- Oleta River State Park
- Anne Kolb Nature Center
- Palm Aire Country Club