
Vacation 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.
Vacation rentals for every style
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Popular amenities for Westchester rentals with a pool
House rentals with a pool

*POOL* |Sleeps 8|Near Coral Gables | Dadeland Mall

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

Private Pool and Tropical Garden Oasis

Encanto Family, cozy heated pool, center of Miami

Bold Elegance: 5BR Pool Wine & Designer Style

Oasis Tropical Miami- Fun Mini Golf & Heated Pool

Centrally Located Resort Style Miami home

The Miami Designer Cove
Condo rentals with a pool

★AMAZING CONDO in BRICKELL-Bay & City View Parking

Beautiful and Modern Apartment in Doral. 1B/1B

Apartment at Downtown Miami

Modern and comfortable Studio In Downtown Doral

Stylish 1BR + Den in the Heart of Miami

Luxury 5 stars ICON Brickell @46TH 2B/2B, Pool/Gym

Penthouse Level Studio• Water Views • Free Parking

Marriott Villas at Doral 2BD sleeps 8
Other vacation rentals with a pool

Casa Cascada in Coral Gables Area

Luxury lakefront Modern mansion in Miami

Beautiful NEW Studio condo in the heart of Doral

Ocean view in Coconut Grove. 1/1 + Parking

Miami Oasis: Charming home with private pool

“ Relax at Hacienda Paraiso” RM 3 | pool |

Sunset Retreat at Heart of Miami with pool

Amazing 2 Bed Unit In Doral Miami W/ Free Parking
Quick stats about vacation rentals with a pool in Westchester
Total rentals
60 properties
Nightly prices starting at
$41 CAD before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Miami-Dade County
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- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Haulover Beach
- Everglades National Park
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dania Beach
- Ocean Terrace Public Beach
- Phillip and Patricia Frost Museum of Science
- Trump National Doral Miami
- Jungle Island
- Crandon Beach
- Key Biscayne Beach
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Broward Center for the Performing Arts
- Cannon Beach
- Coral Castle