
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
Get the amount of space that is right for you
Popular amenities for Westchester rentals with a pool
House rentals with a pool

Heated Pool - Mini Golf - King Bed - Ping pong

Resort-Style Paradise w Heated Pool and Fire Pit

Luxury Oasis in Brickell - Only 3 min to Ocean

Ily's House

Magnolia House Pool Slide/Gazebo/Built in BBQ

Centrally Located Resort Style Miami home

Cozy Oasis Pool Home-1 Min from Baptist Hospital

Spacious 4BR w/ Pool & Driveway
Condo rentals with a pool

★AMAZING CONDO in BRICKELL-Bay & City View Parking

★Modern★ King Suite Located at SLS LUX Brickell

NEW Apartment in Downtown Doral 1512

Stylish 1BR + Den in the Heart of Miami

Stunning 2 bedroom+17 foot ceilings & heated pool

Upper Penthouse Corner Unit 2B/2B | Icon Brickell

Lux 2BR • Water View • Pool • Spa • FREE Parking

★STUNNING KING SUITE★ @ SLS LUX + 5★ AMENITIES!
Other vacation rentals with a pool

Waterfall House in Coral Gables Area

Anjole Luxury Villa | 12PPL | Pool | Games | BBQ

MVR-Limited Availability, Lock In Your Dates

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Habitat Privé The Majestic Tree

Miami Oasis: Charming home with private pool

Modern Apartment in Downtown Doral

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
R528 ZAR 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 a patio Westchester
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- Pet-friendly rentals Westchester
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- Rentals with a washer and dryer 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
- Boca Dunes Golf & Country Club
- Broward Center for the Performing Arts
- Gulfstream Park Racing and Casino