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
4.82 out of 5 average rating, 262 reviewsModern Miami Getaway☀️refreshing private pool⛱
21–28 Sept
Home in Miami
4.88 out of 5 average rating, 207 reviewsLarge heated Pool Home (Centrally Located)
21–28 Jan
Home in Miami
4.98 out of 5 average rating, 192 reviewsCozy paradise w/HeatedPool,PoolTable&near airport
1–8 Feb
Home in Miami
4.84 out of 5 average rating, 322 reviewsLaurel House 4 Bed/3 Bath /Pool/Tiki/BBQ/Billiards
3–10 Sept
Home in Miami
4.82 out of 5 average rating, 140 reviewsLuxury Vacation House in Miami’s Center!
15–22 Oct
Home in Miami
4.98 out of 5 average rating, 117 reviewsMiami Boom with Heated Pool | Jacuzzi | 5BR | BBQ
4–11 Oct
Home in Miami
4.94 out of 5 average rating, 144 reviewsMiami Bliss - Blue Lagoon Haven
20–27 Apr
Apartment rentals with a pool
Apartment in Miami
4.8 out of 5 average rating, 112 reviewsKEY BISCAYNE, beach apartment close to everything!
17–24 Aug
Apartment in Miami
4.93 out of 5 average rating, 265 reviewsCityView Balcony Pool& Hottub. Wi-Fi. Full Kitchen
20–27 Aug
Apartment in North Bay Village
4.86 out of 5 average rating, 236 reviewsGorgeous studio with water & downtown view.
22–29 Aug
Apartment in Miami
4.92 out of 5 average rating, 161 reviewsHeart of Coconut Grove, pool. gym/sauna, park free
22–29 Jul
Apartment in Miami
4.94 out of 5 average rating, 110 reviewsAmazing spa pool view full apt at Icon Brickell
16–23 Apr
Apartment in Miami
4.99 out of 5 average rating, 155 reviewsDesign District condo with parking, pool and gym
2–9 Aug
Apartment in Miami
4.79 out of 5 average rating, 110 reviewsBeautiful apartment in the heart of Kendall
22–29 Dec
Apartment in Miami
4.87 out of 5 average rating, 114 reviewsLOVELY APARTMENT IN THE HEART OF DOWNTOWN !
14–21 Jul
Home rentals with a private pool
Villa in Fort Lauderdale
Casa Lago
17–24 Jun
Apartment in Miami
Fontainebleau Sorrento Tower Private Pool View
6–13 Nov
Apartment in Hollywood
Resort Condo Stunning White Sand Beaches
21–28 Aug
Apartment in Hallandale Beach
Private Luxury Ocean View Condo Resort Lifestyle
30 Sept – 7 Oct
Apartment in Sunny Isles Beach
Luxury Beach Suite In a 4 Star Family Resort
10–17 Oct
Apartment in Hollywood
Modern Condo Private Balcony and Resort Luxuries
24–31 Oct
Apartment in Sunny Isles Beach
Luxury Ultra Modern Condo W Park Views
25 Oct – 1 Nov
Apartment in Miami
Fonttrebvsjs - Unit 1117
28 Jun – 5 Jul
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
£56 before taxes and fees
Destinations to explore
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