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Vacation rentals with a pool in Westchester

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Popular amenities for Westchester rentals with a pool

House rentals with a pool

Guest favorite

Home in Fort Lauderdale

4.87 out of 5 average rating, 106 reviews

Beautiful 2/1 home with pool

EricRating, 5 stars1 week ago
I almost don’t want to write a review because this place was so good. Amazing location, clean, spacious, good hosts, and a swimming pool in the back to boot.
Superhost

Home in Cutler Bay

4.97 out of 5 average rating, 140 reviews

Luxe Escape Miami 5BR Heated Pool/ Plays, BB court

CaseyRating, 5 stars1 month ago
It was the perfect house for a large party. It was very clean and Nani was very helpful with recommendations. We will definitely keep this place in mind for future Miami vacays!
Guest favorite

Home in Hollywood

4.94 out of 5 average rating, 127 reviews

LUXURIOUS SUPER HOST HOLLYWOOD HOUSE, POOL HEATER

MarcyRating, 5 stars1 month ago
Mabel's place is just as listed. Clean upon arrival ( she even let us check in a little early). There was always something to keep everyone occupied - young and old!!! Would definitely stay again!
Guest favorite

Home in North Miami

4.94 out of 5 average rating, 125 reviews

Bright and fun heated POOL home - 5 bedrooms

JamieRating, 5 stars2 days ago
We needed a larger place to accommodate our work crew of 6 and this place was perfect! Same day and quick response we were able to head over after our work day. Nice and relaxing with a nice taco joint down the road.
Guest favorite

Home in Hollywood

4.92 out of 5 average rating, 152 reviews

Hard Rock Villa - House With Pool & Selfie Walls

DavidRating, 5 stars3 weeks ago
From the beginning to the end, Joseph was professional, polite, and very responsive. Joseph's place was as described and matched the photos; there were no surprises. Would stay there again.
Superhost

Home in Allapattah

4.88 out of 5 average rating, 133 reviews

Urban Oasis With Pool at West Wynwood/Allapattah

JoshuaRating, 5 stars1 week ago
The place was nice and clean Lots of space for five of us Having a pool was pretty cool. Offstreet parking with the rental was safe behind the gate The Neighborhood was nice and Ezekiel responded to my emails quick. He was flexible with check in. I would definitely rent this place again
Guest favorite

Home in Miami

4.86 out of 5 average rating, 166 reviews

6-BR Vacation Home for Bachelorettes & families

KatiaRating, 5 stars3 months ago
Vischka has a beautiful family home, she was always responsive and ready to help whenever we needed. I would recommend staying at her place!
Guest favorite

Home in Miami

4.94 out of 5 average rating, 135 reviews

Heated Pool/Basketball Court/Ping Pong Table/Golf

JenniferRating, 5 stars3 weeks ago
Beautiful home. Absolutely enjoyed our stay here the house had everything we needed.

Condo rentals with a pool

Superhost

Condo in Sunny Isles Beach

4.88 out of 5 average rating, 103 reviews

Golden Bay Club Beautiful Condo! -STR-02901.

KarloRating, 5 stars1 month ago
I highly recommend this apartment for the location, for its cleanliness, the ease of access, and the parking lot it has.
Superhost

Condo in Hollywood Beach

4.83 out of 5 average rating, 35 reviews

Luxurious 3/3 Resort Condo by the Beach

EdgarRating, 5 stars2 months ago
Review: Oceanfront Opulence This luxurious high-rise condo offers an unparalleled waterfront living experience. The stunning panoramic views of the ocean from the private balcony are simply breathtaking. The interior design is exquisite, featuring high-end finishes and modern amenities. The building's amenities are top-notch, including a pool. If you're seeking a truly exceptional coastal lifestyle, this condo is a must-see.
Guest favorite

Condo in Central Beach

4.99 out of 5 average rating, 140 reviews

2 bdrm/1 bth. 5 min walk to Beach. Pool & Parking

HenryRating, 5 stars3 weeks ago
We were very pleased with the comfort, location, crispness and ease of the apartment. It was nestled in a lush, mature apartment building. Great terrazzo/concrete floors with windows that could be opened to let in the night sea breeze. The parking was right at the gate and the grounds of the complex were lush with beautiful plants. Inside the layout was great with good light and layout. Bathroom had marble slab walls with no grout lines (i.e no mold) Shower worked well and water was hot. The bedding was good and the beds large. Some additional bedding would have been welcome but otherwise we were very pleased with the value and comfort of the unit. Beach chairs, beach towels and umbrella were very welcome. Unit pool was serene and idyllic. Although there was some nearby construction. The top floor corner unit is quiet although faint sounds can be heard when people are walking in the stairwell or closing their doors.
Guest favorite

Condo in Miami

4.93 out of 5 average rating, 14 reviews

Modern Spacious 2 Bed In Aventura/ FREE Parking

LauraRating, 5 stars5 months ago
Dmitry was a phenomenal host. The apartment was gorgeous and extremely clean. You could tell that everything was freshly washed, from the bedding to the towels. The beds were super comfortable and the kitchen was fully loaded with everything we needed to make breakfast, etc. He also had beach chairs, an umbrella and a waterproof blanket to take to the beach. Great attention to detail. The condo complex is located in a beautiful part of Aventura. There is a gym, a tennis court, a lovely pool and there are iguanas everywhere you look. We looked forward to seeing them every morning when we woke up! The only thing that I felt was missing/could be improved was the curtains in both bedrooms. My family is used to sleeping in mostly total darkness and unfortunately the curtains let all the light in. Don’t forget to pack an eye mask if that bothers you at all. Otherwise, it was a really pleasant stay and we will absolutely go back to Dmitry’s condo next time we’re in Miami. Thanks!!
Superhost

Condo in Key Biscayne

4.88 out of 5 average rating, 32 reviews

Ocean Breeze

PeterRating, 5 stars6 months ago
Great value for the price, especially considering the neighborhood of Key Biscayne, which offers few lodging options that are affordable. Many things to do, all within reasonable walking distance, including public beach access. Overall a great find, one I hope to repeat one day!
Guest favorite

Condo in Sunny Isles Beach

5 out of 5 average rating, 20 reviews

Oceanfront Remodeled Beautiful Condo

TanyaRating, 5 stars3 months ago
Igor was an amazing host! Even before we arrived he shared helpful hints about the area (restaurants, grocery stores, etc.), very detailed instructions about check in and amenities. The place was clean, comfortable, and the view was amazing. Its central location enabled us to walk to different restaurants in the area and stores. We will definitely stay there again next time we come.
Guest favorite

Condo in Sunny Isles Beach

4.94 out of 5 average rating, 50 reviews

Beautiful modern 2 bedroom condo across the beach.

CecilleRating, 5 stars2 months ago
Cute and clean air bnb! Perfect for what we needed for our T Swift weekend. We had a bit of issues with our parking spot getting taken each day but front desk staff was helpful!
Guest favorite

Condo in Central Beach

4.94 out of 5 average rating, 155 reviews

Ft Lauderdale Beach ~ Hidden Gem, Spectacular View

AnnaRating, 5 stars1 week ago
Excellent everything, very nice place and super clean, close to restaurants and other amenities, inside the apartment you have all you need to stay comfortable. I definitely want to stay again. Thank you so much Anna and Henry Zaffalon

Quick stats about vacation rentals with a pool in Westchester

  • Total rentals

    30 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    1.6K 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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