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
Home in Miami
4.95 out of 5 average rating, 121 reviewsCasa Tulum Great Pool Just Fun and Relax
16–23 Feb
Home in Miami
4.86 out of 5 average rating, 110 reviewsNew house with heated pool, basketball court.
19–26 Nov
Home in Miami
4.82 out of 5 average rating, 262 reviewsModern Miami Getaway☀️refreshing private pool⛱
21–28 Sep
Home in Miami
4.98 out of 5 average rating, 192 reviewsCozy paradise w/HeatedPool,PoolTable&near airport
27 Jul – 3 Aug
Home in Miami
4.84 out of 5 average rating, 322 reviewsLaurel House 4 Bed/3 Bath /Pool/Tiki/BBQ/Billiards
5–12 Sep
Home in Miami
4.82 out of 5 average rating, 140 reviewsLuxury Vacation House in Miami’s Center!
10–17 Sep
Home in Miami
4.94 out of 5 average rating, 144 reviewsMiami Bliss - Blue Lagoon Haven
22–29 Sep
Home in Miami
4.99 out of 5 average rating, 105 reviews6-BR Home | Pool | BBQ | 10 Min to Miami Airport
22 Feb – 1 Mar
Apartment rentals with a pool
Apartment in Miami
4.79 out of 5 average rating, 110 reviewsBeautiful apartment in the heart of Kendall
5–12 Sep
Apartment in Miami
4.89 out of 5 average rating, 295 reviewsCity&Ocean View Balcony. Pool & Hottub. Fast Wi-Fi
30 Sep – 7 Oct
Apartment in North Bay Village
4.86 out of 5 average rating, 237 reviewsGorgeous studio with water & downtown view.
27 Aug – 3 Sep
Apartment in Miami
4.88 out of 5 average rating, 219 reviewsPenthouse in Brickell Miami + Free Parking
18–25 Aug
Apartment in Miami
4.92 out of 5 average rating, 162 reviewsHeart of Coconut Grove, pool. gym/sauna, park free
22–29 Jul
Apartment in Miami
4.94 out of 5 average rating, 113 reviewsAmazing spa pool view full apt at Icon Brickell
24–31 Jul
Apartment in Miami
4.8 out of 5 average rating, 112 reviewsKEY BISCAYNE, beach apartment close to everything!
14–21 Aug
Apartment in Miami
4.87 out of 5 average rating, 114 reviewsLOVELY APARTMENT IN THE HEART OF DOWNTOWN !
11–18 Jul
Home rentals with a private pool
Villa in Fort Lauderdale
Casa Lago
17–24 Jun
Apartment in Hollywood
Resort Condo Stunning White Sand Beaches
2–9 Nov
Apartment in Miami
Fontainebleau Sorrento Tower Private Pool View
21–28 Dec
Apartment in Hollywood
Luxury Beach Condo W Resort Amenities and Views
14–21 Sep
Apartment in Hollywood
Luxury Suite Condo W Resort Infinity Pool
9–16 Sep
Apartment in Sunny Isles Beach
Luxury Ultra Modern Condo W Park Views
26 Oct – 2 Nov
Apartment in Sunny Isles Beach
Luxury Beach Suite In a 4 Star Family Resort
9–16 Feb
Apartment in Miami
Luxury Tower Condo W Private Ocean View
28 Mar – 4 Apr
Quick stats about holiday rentals with a pool in Westchester
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
€ 65 before taxes and fees
Destinations to explore
- Miami Holiday rentals
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