
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

Large heated Pool Home (Centrally Located)

Luxury Vacation House in Miami’s Center!

Luxury Oasis in Brickell - Only 3 min to Ocean

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Ily's House

Centrally Located Resort Style Miami home

Cozy Oasis Pool Home-1 Min from Baptist Hospital

South Miami/Coral Gables House with Exclusive Pool
Condo rentals with a pool

Luxury PH at Brickell Bay-Amazing MIAMI City VIEWS

Incredible 49th Flr Bay & Pool Views | Free Spa!

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

Icon Brickell (W) Huge unit with bay & river views

Front Facing Top Floor Penthouse with Ocean Views

Luxury 1 Bedroom Apartment on Brickell Ave

Modern and comfortable Studio In Downtown Doral

Beautiful condo with ocean view at Miami Brickell
Other vacation rentals with a pool

Tropical Paradise | Best Location, Heated Pool+Spa

Welcome To Miami

Modern Condo in Downtown Miami 1609

Grand Villa Resort B 2BR, Heated pool and sleeps 6

Cozy 2 Bedroom Modern Farmhouse in Miami

Peaceful, relaxing pool house oasis

Dream 3BR + Pool Gables Oasis

LuxeParadise:Tropical StylePost-OpEdition Zip33165
Quick stats about vacation rentals with a pool in Westchester
Total rentals
60 properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
60 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 Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Family-friendly rentals Westchester
- Apartment rentals Westchester
- Rentals with a patio Westchester
- Rentals with outdoor seating Westchester
- House rentals Westchester
- Rentals with a hot tub Westchester
- Rentals with a washer and dryer Westchester
- Pet-friendly rentals 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
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Dania Beach
- Ocean Terrace Public Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Broward Center for the Performing Arts
- Jungle Island
- Miami Beach Golf Club
- Key Biscayne Beach
- Crandon Beach
- Gulfstream Park Racing and Casino
- Biscayne National Park
- Biltmore Golf Course Miami