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.

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Top guest favourite

Guest house in Miami

4.97 out of 5 average rating, 193 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

Guest favourite

Home in Miami

4.91 out of 5 average rating, 364 reviews

Charming house with private pool & large patio

This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

Guest favourite

Home in Miami

4.89 out of 5 average rating, 102 reviews

Spacious Brick House 4bdr/2bath pool

The whole group will enjoy easy access to everything from this centrally located home with a lot of space inside and out. Close to mayor highways, Shopping malls, restaurant and tourist attractions like the everglades. 20 min drive to Miami International Airport, 30 min to Brickell and Key Biscayne, 25 min to South Beach Miami Beach, 30 min to wynwood and 25 min to Coconut Grove. This is a nice neighborhood with quiet streets. Supermarket, restaurant and convenience store within 2 min drive.

Guest favourite

Home in Miami

4.9 out of 5 average rating, 165 reviews

Miami Paradise Westchester * Heated Pool*

Enjoy this gem in the heart of Miami newly renovated home. This modern chic home is designed to accommodate 13 guest. Perfect for entertaining backyard equipped with a counter top bar, BBQ area, dinning room area and sofa. Layout in the Miami sun in a modern pool or choose nightlife chill in jacuzzi overlooking the stars. For our fishing lovers, this home provides a deck overlooking a lake. This home is close to all main highways, malls, Miami beach, FIU, Brickell, Wynwood, downtown Miami.

Top guest favourite

Home in Miami

4.99 out of 5 average rating, 345 reviews

Sanctuary Salt water heated pool BBQ Grill Oasis

Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Guest favourite

Home in Coral Way

4.87 out of 5 average rating, 163 reviews

🥥 CASA NŌMADA The Miami Oasis 🏝

Please read the full listing and house rules before booking. Our home is rustic and imperfect—but cozy and full of charm, with one of the most serene oasis-style backyards in the area. No parties or unregistered visitors allowed. Only guests listed in the reservation may access the property (max 6; contact us for 7–8 guests). OUTDOOR FAN & BATHROOM The outdoor fan is currently out of order. A replacement has been ordered, but it has not yet arrived. Thank you for your understanding.

Superhost

Villa in Miami

4.86 out of 5 average rating, 108 reviews

Miami 5BR Entertainer: Heated Pool & Ping Pong

Experience this stunning 5-bedroom, 3-bathroom oasis, perfect for groups or family. Enjoy a spacious living room with a Smart TV, a fully equipped kitchen, and an outdoor paradise with a heated pool, mini golf, basketball court, BBQ, and more. The outdoor area features,playground,small beach,ping pong and billiards, near South Beach and downtown. There’s also an independent apartment for 3 guests, rented separately on Airbnb. Share the parking lot for easy access and privacy.

Top guest favourite

Home in Miami

4.97 out of 5 average rating, 377 reviews

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Guest favourite

Home in Miami

4.9 out of 5 average rating, 120 reviews

Magnolia House Pool Slide/Gazebo/Built in BBQ

Magnolia House Miami features a beautiful pool with pool water slide, large Gazebo, Brazilian BBQ, Domino Table, Sunbeds & lots of outside seating & tables. The completely updated home is a spacious 4 bedroom 2 bathroom home, with a large kitchen. Very Close to Miami Airport, Cruise Port, & South Beach, Little Havana, Coral Gables, all hot spots & major attractions. Ample parking & High speed WiFi. The pool and patio is very private.

Guest favourite

Home in Miami Springs

4.97 out of 5 average rating, 165 reviews

Spanish House 3 Bedroom Pool House

If you are planning a vacation in Miami, this is the place to stay, You can enjoy all day at the pool no matter the exterior temperature the water will be perfect for a swim or go out to the existing Miami. 5 minutes away from the Miami International Airport located in one of the most safe and peaceful neighborhoods in Dade County. 15 minutes from the beach. Located at the heart of Miami close to all major entertainment districts

Guest favourite

Apartment in Brickell Business District

4.95 out of 5 average rating, 247 reviews

2B/2B w Water View • FREE Parking • Pool • Lux Spa

Explore the luxury of this 2 bedroom 2 bathroom high-rise condo, beautifully designed to provide stunning water views with free entry to all W hotel luxury amenities – Olympic pool, Jacuzzi, spa & gym. Also included is a free parking spot at a garage (just across the street) that normally costs $60/day! Offering an unforgettable Miami experience in style, this suite is proudly hosted by SuCasa Vacay. Property Name: SuCasa Aqua

Superhost

Flat in Doral

4.78 out of 5 average rating, 108 reviews

Urban & charming apartment near to Airport

Stay at Aqua @5350 Urban Stay in Downtown Doral. Includes free parking, fast WiFi, self check-in, washer/dryer, and full kitchen. Enjoy sunsets from the balcony. Walk to restaurants, cafés, supermarkets, golf, bowling, and cinema. Perfect for business or relaxation. Safe, modern, and well located. Follow us on IG @5350urbanstay and enjoy the best of Miami in comfort and style. Book now and make your stay unforgettable!