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

4.95 out of 5 average rating, 332 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

Villa

4.9 out of 5 average rating, 131 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

4.97 out of 5 average rating, 75 reviews

6BR Villa: King Bed Pool & Sprawling Private Oasis

Immerse yourself in a dreamy escape with a heated pool & swim jet. Lush greenery ensures privacy as you soak up sun or relax in shade. Our spacious yard includes an outdoor dining area, BBQ, pizza oven, mini-golf & bumper pool. Unwind in the covered lounge with ceiling fans & 58" HDTV. The detached studio has a workspace, murphy bed, 55" HDTV, and a bathroom with shower—conveniently located near the pool. Experience the perfect blend of leisure & entertainment in this exceptional vacation haven.

Guest favourite

Home

4.79 out of 5 average rating, 122 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

4.88 out of 5 average rating, 220 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.

Guest favourite

Home

5 out of 5 average rating, 108 reviews

Modern pool home on lake near Hardrock FLL airport

Luxurious lakefront pool home, newly remodeled modern design, conveniently located within minutes of Hardrock Hotel & Casino and Ftl airport. Spacious enough for the whole family. Private and quiet. Sit by the pool and watch the beautiful Florida sunsets or head east 15 minutes to the famous Ft. Lauderdale beach. Enjoy the firepit, light up the BBQ, and enjoy the day poolside. Publix is located less than 1 minute away. Looking for a rental car for your trip? Message me today for more info!

Superhost

Home

4.9 out of 5 average rating, 197 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

5 out of 5 average rating, 134 reviews

Amazing outdoor space.Heated pool.Brickell 12 mins

Experience the ULTIMATE MIAMI GETAWAY! Our spacious rental that sleeps 12 with a heated pool, jacuzzi, outdoor TV lounge, bar and fully stocked kitchen is perfect for bachelorettes, groups, and families. Unwind in style and create unforgettable memories. Book now! Central Miami location. Great outdoor entertaining space. BBQ, Parking, FULLY STOCKED KITCHEN, TV in every room, Coffee station, Bath essentials, Pool Towels, Pool Floats, Beach essentials, Mosquito net around outdoor terrace.

Superhost

Flat

4.89 out of 5 average rating, 172 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

4.92 out of 5 average rating, 150 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

Flat

4.91 out of 5 average rating, 183 reviews

#2 Heated Pool+Pvt Patio & Grill

This unit is in a complex of ten units surrounding a large backyard. Pool: shared, heated year round, 20x40’ (6x12m), very deep SmartTV: in LR and BR, log on to your Netflix/HBO/etc account Kitchen: fully equipped, with dishwasher Grill: private gas grill & patio Wifi: redundant high speed connections Parking: free, off-street, two cars Also: desk, office chair, crib, beach gear

Guest favourite

Home

4.99 out of 5 average rating, 153 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