
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)

Hollywood Sunshine Resort Pool House w/ Hot tub

Luxury Oasis in Brickell - Only 3 min to Ocean

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

Magnolia House Pool Slide/Gazebo/Built in BBQ

Centrally Located Resort Style Miami home

MIA Oasis: Best Location, Pool, Spacious!

The Poolside Sanctuary 4B 4B Heated Pool 1 Gb/s
Condo rentals with a pool

Luxury PH at Brickell Bay-Amazing MIAMI City VIEWS

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

Make It Happen! Brand New with Amazing Water Views

Modern Luxe at Brickell | Pool & Spa Access

Modern and comfortable Studio In Downtown Doral

Beautiful condo with ocean view at Miami Brickell

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

★King Suite★ Located at SLS LUX Brickell Building
Other vacation rentals with a pool

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

MVR-Limited Availability, Lock In Your Dates

Stylish Tropical Chic 2-Bedroom in Downtown Miami

Studio Unit at Doral

Las Palmas

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Miami Oasis: Charming home with private pool

LuxeParadise:Tropical StylePost-OpEdition Zip33165
Quick stats about vacation rentals with a pool in Westchester
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ110 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 outdoor seating Westchester
- Pet-friendly rentals Westchester
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- Rentals with a washer and dryer Westchester
- House rentals Westchester
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- Rentals with a hot tub Westchester
- Apartment 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
- Haulover Beach
- Everglades National Park
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Ocean Terrace Public Beach
- Dania Beach
- Phillip and Patricia Frost Museum of Science
- Trump National Doral Miami
- Key Biscayne Beach
- Jungle Island
- Crandon Beach
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Biscayne National Park
- Boca Dunes Golf & Country Club
- Broward Center for the Performing Arts