
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

Casa Cascada in Coral Gables Area

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

Private Pool and Tropical Garden Oasis

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Luxury Vacation House in Miami’s Center!

Bold Elegance: 5BR Pool Wine & Designer Style

Centrally Located Resort Style Miami home

The Miami Designer Cove
Condo rentals with a pool

Luxury Condo - 3B/3B with Amazing Skyline View

★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
Other holiday rentals with a pool

Downtown Doral 2 Beds & 2 Baths MM805

Stylish Tropical Chic 2-Bedroom in Downtown Miami

Charming Studio Suites at Downtown Doral.

Luxury lakefront Modern mansion in Miami

Ocean view in Coconut Grove. 1/1 + Parking

Miami Oasis: Charming home with private pool

5350 Park Doral Downtown luxury apartment.

Cozy 2 Bedroom Modern Farmhouse in Miami
Quick stats about holiday rentals with a pool in Westchester
Total rentals
60 properties
Nightly prices starting at
$46 AUD 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
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Family-friendly rentals Westchester
- Apartment rentals Westchester
- House rentals Westchester
- Rentals with a hot tub Westchester
- Rentals with outdoor seating Westchester
- Pet-friendly rentals Westchester
- Rentals with a washing machine and dryer Westchester
- Rentals with a patio Westchester
- Rentals with pools Miami-Dade County
- Rentals with pools Florida
- 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