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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Guest favourite

Flat in El Portal

4.95 out of 5 average rating, 333 reviews

Resort Like Exquisite 1 Bedroom Apartment & Pool

Beautiful property close to Downtown Miami and Miami Beach. This apartment has its own private courtyard to enjoy outside dining & bar kitchen, which includes: refrigerator, microwave oven, ice maker, dishwasher, a Keurig Coffee Maker and a single cooktop. Central Air Conditioning. Washer/Dryer and two TVs. Free WiFi/Internet access, one parking space and use of the shared swimming pool. The apartment and pool are both professionally cleaned 🧼 Awesome place to stay in Miami, close to everything!

Guest favourite

Home in Hollywood

4.79 out of 5 average rating, 123 reviews

Amazin spacious 4/2 Pool Home in Hollywood FLL-MIA

Modern living at its finest while vacationing in this Home-away-from-Home: -4 large bedrooms -2 full size bathrooms -fully furnished with modern contemporary Decor -R1 queen -R2 queen -R3 king -R4 queen -Sofa bed in TV room Large pool w/ screened patio to enjoy outside , you will still be able to sun bathe but NO bugs. Home has a big kitchen, which is fully equipped ,and it also has an eat in kitchen area + a formal dinning area. Some furniture was update. - Free BBQ grill, you will need gas.

Guest favourite

Villa in Hollywood Hills

4.9 out of 5 average rating, 135 reviews

SUN VILLA | Heated Pool Near Hard Rock & Beach

Your modern beach vacation home is in a TRANQUIL upscale residential neighborhood with a PRIVATE HEATED SCREENED POOL + OUTDOOR PATIO & DINING AREAS + BILLIARDS. The home is fully fenced w. maximum privacy and a dedicated workspace with high-speed Wi-Fi. Centrally located: ★ 5 mi. to Hollywood Beach & Hard Rock Guitar Resort Casino | 7 mi. to Hard Rock Stadium (NFL, F1, Concerts) & FLL airport | 19 mi. to Downtown Miami / Brickell / South Beach | 5 mins to Target, Starbucks, Publix (grocery)★

Guest favourite

Villa in Pembroke Pines

4.88 out of 5 average rating, 226 reviews

Stunning Lake-Front Villa with Pool & Spa

This beautifully renovated and spacious villa is the perfect spot for your South Florida getaway! Located in the family-friendly neighborhood of Pembroke Pines, this home boasts a large heated swimming pool and spa, furnished deck and stunning lake-front views. The interior features 2 large living rooms, 2 dining areas, a state-of-the-art kitchen, 5 comfortable bedrooms and 2 modern bathrooms. Also included are free parking, laundry room, gaming tables, 6 TVs, BBQ grill and high-speed wifi.

Superhost

Home in Miami

4.9 out of 5 average rating, 200 reviews

Miami Oasis: Heated Pool, Mini Golf, & Comforts

Experience pure charm in this completely renovated treasure, perfectly situated for an unforgettable Florida getaway. The secluded backyard offers a sanctuary of happiness and tranquility, boasting a heated pool, captivating gazebo, barbecue haven, playground, luxurious recliners, chic sofas, and an entertainment hub complete with mini-golf and basketball court. A fenced oasis awaits – providing the ideal setting for memorable moments and shared laughter. Your ultimate escape begins here!

Guest favourite

Villa in Coral Way

4.98 out of 5 average rating, 139 reviews

1 week left in March sale price! Heated pool & spa

“🌴 Ultimate Miami getaway! Spacious rental sleeps 12 w/ heated pool, jacuzzi, outdoor TV lounge, bar & fully stocked kitchen—perfect for bachelorettes, groups & families. Central location- only 20 mins to Beach and 12 mins to downtown Miami, 10 mins to the Grove and coral gables. BBQ, parking, TVs in every room, coffee station, bath essentials, pool towels & beach gear. Mosquito-netted terrace for stylish outdoor fun. Book now for unforgettable memories! 🌞 #MiamiVacation #LuxuryRental

Guest favourite

Home in Miami

4.95 out of 5 average rating, 41 reviews

Hidden Gem in Miami with Heated Pool

Relax with your whole family in this single story home located in a quiet, safe, family friendly neighborhood in Miami. The house is intended to be your home away from home, where you can take advantage of the year round sunny weather of South Florida. Go for a swim in the heated pool, enjoy the sun in a recliner, start a BBQ and make sure to catch up with your loved ones. It can also be the perfect place to rest up after exploring all that Miami has to offer. We also speak Spanish!

Guest favourite

Home in Hollywood

4.85 out of 5 average rating, 102 reviews

*Entire House* Climatized Pool Close to the BEACH

Master bedroom with 1 Queen bed, second bedroom with 1 queen bed and two single beds. a large room with 2 queens beds. We have 2.5 bathrooms. Enjoy the warm Pool. There is a cozy place next to the pool. Privacy. The property features lush tropical landscaping and palm trees that create that tropical vacation feeling. The kitchen is fully equipped with everything you need. The house has been recently redecorated. Each room have they own TV WIFI. parking for 2-4 cars.

Superhost

Flat in Miami

4.89 out of 5 average rating, 178 reviews

Happy Vibes, 1 bed apt.,Free Park, POOL access,

Comfy 1 bedroom apartment for up to 4 guests. Designated parking space is very close to front door. Close to restaurants, supermarket, banks, liquor stores and more, all just a short walk. Apartment is fully equipped and there is a laundry on site, WiFi is included and there is a 65" TV. This is suitable for up to 4 people, there is 1 King size bed and a sofa bed for 2 persons. We are 420 friendly and cater to adults Pool access from 8:00am-dark

Guest favourite

Guest house in Coral Way

4.92 out of 5 average rating, 159 reviews

Chic Guest house with pool, hot tub and bbq area

Enjoy a stylish experience at this centrally-located place. Close to everything miami has to offer Some answers to common questions below —— About 7 minutes from the cruise ship terminals (virgin, carnival, Royal Caribbean, Norwegian cruise lines etc About 10-15 minutes from Miami International Airport Yes the pool and backyard is private and you won’t be sharing with any other guests. You are the only guests when staying on my property.

Guest favourite

Home in Cutler Bay

4.99 out of 5 average rating, 156 reviews

Miami Escape Oasis Heated Pool and Spa

Luxury Retreat: Modern, Stylish Oasis with Salted Heated Pool, Sunbeds, Cabanas, Basketball Court, Playground, & More! Experience resort-style living in this beautifully designed home, featuring 5 bedrooms, gourmet kitchen, and high-end furnishings for a unique stay. Amazing designed and decorated home with top High end Furnitures that will Provide you a unique Stay. #miami

Guest favourite

Home in Hollywood Hills

4.98 out of 5 average rating, 51 reviews

Modern luxury home, heated pool & pool table

Enjoy a stylish modern experience at this centrally-located home. With a beautiful heated pool (weather permitted), Pool-table, large backyard and close to the beach, casino, waterpark and more. No parties allowed. There is a fee to heat the pool depending on the time of year, message us for details.