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Vacation rentals with a pool in Westchester

Find and book unique homes with a pool on Airbnb

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Popular amenities for Westchester rentals with a pool

House rentals with a pool

Superhost
Home in Miami
4.79 out of 5 average rating, 56 reviews

Miami 3/2 with Pool Home

DonnieRating, 5 stars1 day ago
The house was extremely nice and exactly what we were looking for. The rules were not hard to follow at all. The pool and outside seating area was where we spent the most of our time. If I come back to Miami I will definitely check to see if this house is available first!
Guest favorite
Home in Miami Springs
4.97 out of 5 average rating, 152 reviews

Spanish House 3 Bedroom Pool House

AndiRating, 5 stars2 weeks ago
This place was amazing! There was lots to do for people of all ages. The place was super clean and Lesliet was very welcoming and willing to assist with every request. A great find!
Top guest favorite
Home in Miami
4.89 out of 5 average rating, 223 reviews

Large heated Pool Home (Centrally Located)

AustinRating, 5 stars3 months ago
Arriving from very cold weather up north, Claudia’s warm welcome was just what we needed! Her lovely home felt like our own mini-resort—from the pool and hot tub (which she turned on each evening for us) to the fresh flowers and potted poinsettias, the pickleball court, comfy beds and sofas, beach and bath towels galore. She even supplied beach chairs and a cart for us when we headed to Biscayne Bay for a day. Claudia’s hospitality was truly exceptional, and her home perfectly located for exploring favorite spots: Vizcaya, Fairchild Tropical Gardens, Wynwood walls, a trove of great restaurants, and more. We had a wonderful time!
Guest favorite
Home in Hollywood
4.94 out of 5 average rating, 139 reviews

LUXURIOUS SUPER HOST HOLLYWOOD HOUSE, POOL HEATER

SamRating, 5 stars2 weeks ago
The was one of the better vacation rental experiences I have had. Everything in the house was in great condition and working order.
Guest favorite
Home in North Miami
4.95 out of 5 average rating, 147 reviews

Bright and fun heated POOL home - 5 bedrooms

AshleyRating, 5 stars1 week ago
reasonable price, looks exactly like the pictures, easy check in
Guest favorite
Home in Hollywood
4.92 out of 5 average rating, 156 reviews

Hard Rock Villa - House With Pool & Selfie Walls

PerryRating, 5 stars1 week ago
Easy to find and nice keypad entry! House had a LOT of room - we had 5 adults and we could easily spread out. We used 3 bedrooms - with the 4th bedroom (with a desk) used as an office. Seating available for 6 in the dining room; kitchen updated and very handy! Linens and towels were ample. Washer & dryer were also nice to have. We enjoyed sitting outside by the pool with the colorful wall murals!! The house is on a dead-end; NO traffic noise; a park is located across the street. We had easy access to University Drive - and all the retail and restaurants it had in close proximity. It was also easy to get to The Guitar Hotel and Casino; Hard Rock Stadium; the beaches, and all points North and South! Great LOCATION! Joseph was also GREAT to work with - FRIENDLY and TIMELY communication!!
Guest favorite
Home in Pembroke Pines
4.94 out of 5 average rating, 18 reviews

Modern home, Pool & Grill

DaveRating, 5 stars1 week ago
Santi’s place was great. Outdoor area was fantastic. Nice to have the beverage fridge and ice in the outdoor cooking area (and the grill itself was top of the line). House was spotless. Santi was responsive and informative. Very good overall experience. He made it a pleasure to rent from him. No issues whatsoever.
Superhost
Home in Allapattah
4.86 out of 5 average rating, 148 reviews

Urban Oasis With Pool at West Wynwood/Allapattah

TimRating, 5 stars2 weeks ago
Great place

Condo rentals with a pool

Superhost
Condo in Sunny Isles Beach
4.85 out of 5 average rating, 13 reviews

le cartier sunny isles ocean paradise

SoledadRating, 5 stars1 month ago
An excellent apartment and location. Fully equipped to make you feel at home. Vickie was very helpful and kind to us, she gave us great answers to our needs. We would be hesitating again!!
Guest favorite
Condo in Brickell Business District
4.89 out of 5 average rating, 198 reviews

Luxury Deal!40th Floor*Miami*Sleeps9*RENOVATED!

Jennifer,RRating, 5 stars3 weeks ago
Our daughter and mama getaway was a huge success!! We loved our accommodations. The condo was beautiful and located in the heart of the city. The views from the balcony were breathtaking! Restaurants and shopping were all in walking distance. We highly recommend!! We are already talking about booking again!! The hosts were amazing, helpful and very genuine. We appreciate the quick response and appreciated the early check in! We had a blast and will hopefully book again soon!! Thanks for such an amazing experience!
Guest favorite
Condo in Sunny Isles Beach
4.88 out of 5 average rating, 106 reviews

Golden Bay Club Beautiful Condo! -STR-02901.

SarahRating, 5 stars2 months ago
Nice spacious condo walking distance to the beach in Sunny Isles. Responsive host and no issues throughout the stay.
Superhost
Condo in Hollywood Beach
4.83 out of 5 average rating, 36 reviews

Luxurious 3/3 Resort Condo by the Beach

WinfieldRating, 5 stars5 months ago
Anthony has a great property in a prime location. The view is amazing. Friendly and responsive host. We would stay here again!
Guest favorite
Condo in Miami
4.89 out of 5 average rating, 19 reviews

Modern Spacious 2 Bed In Aventura/ FREE Parking

CarolinaRating, 5 stars3 weeks ago
I recently stayed at a beautiful apartment in Miami, hosted by Dmitry and Maria, and we couldn't have been more pleased with the experience. The apartment offered stunning views of the water and boats, making every moment feel like a picturesque escape. It was impeccably clean, which added to the overall comfort and enjoyment of the stay. Dmitry and Maria were incredibly kind and flexible, always available whenever we needed assistance, making the entire process smooth and pleasant. The beds were comfortable, the bathrooms were very nice, and the kitchen was fully equipped.I highly recommend this apartment for anyone looking to visit Miami.
Superhost
Condo in South Beach
5 out of 5 average rating, 4 reviews

SoBe condo with amazing views

DanaRating, 5 stars8 months ago
Had a pleasant stay! This Airbnb is located in a beautiful, large luxury building in a perfect area of south beach! Building has many upscale amenities like fitness center, pool etc. The host was very responsive and if there was an issue it was handled swiftly. Would recommend!
Superhost
Condo in Miami Design District
4.69 out of 5 average rating, 36 reviews

Modern 1BR +Free Parking Pool Gym @Miami Design

PumRating, 5 stars5 months ago
The best a vacation Airbnb so far in my life
Top guest favorite
Condo in Sunny Isles Beach
5 out of 5 average rating, 29 reviews

Oceanfront Remodeled Beautiful Condo

UljanaRating, 5 stars2 weeks ago
We had a wonderful stay at this condo! The space was clean, well-maintained, and had everything we needed for a comfortable stay. The beautiful ocean view from the spacious balcony was a highlight, and the location couldn't have been better - perfect for easy access to everything nearby. The owner was incredibly helpful and made sure we had all the information we needed. Highly recommend this place for anyone looking for a relaxing getaway!

Quick stats about vacation rentals with a pool in Westchester

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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