
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

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

Encanto Family, cozy heated pool, center of Miami

Luxury Vacation House in Miami’s Center!

Luxury Oasis in Brickell - Only 3 min to Ocean

Ily's House

The Miami Designer Cove with Pool

The Poolside Sanctuary 4B 4B Heated Pool 1 Gb/s

Cozy Oasis Pool Home-1 Min from Baptist Hospital
Condo rentals with a pool

*Heart of Coconut Grove, terrace, pool, park free

Brickell*Miami*24th Flr*2Queenbd*1bdr*FreeParking

Modern Luxe at Brickell | Pool & Spa Access

Luxury 1 Bedroom Apartment on Brickell Ave

Stylish 1BR + Den in the Heart of Miami

Beautiful condo with ocean view at Miami Brickell

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

Luxury Miami Studio 3013 View, Pool, Gym Amenities
Other vacation rentals with a pool

Tropical Paradise | Best Location, Heated Pool+Spa

Studio apartment at Doral

Habitat Privé The Majestic Tree

Heated Pool•14PPL•Sauna•Games | Coral Villa

Sunny Resort Oasis with Heated Pool & Ping Pong

Modern Apartment in Downtown Doral

Super cool unit with a pool in a quiet location

LuxeParadise:Tropical StylePost-OpEdition Zip33165
Quick stats about vacation rentals with a pool in Westchester
Total rentals
60 properties
Nightly prices starting at
G$6,275 GYD 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
- Rentals with pools Florida
- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Ocean Terrace Public Beach
- Dania Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Key Biscayne Beach
- Broward Center for the Performing Arts
- Crandon Beach
- Gulfstream Park Racing and Casino
- Biltmore Golf Course Miami
- Boca Dunes Golf & Country Club
- Miami Beach Golf Club