Vacation 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 favorite

Home in Miami

4.92 out of 5 average rating, 103 reviews

Magnolia House in Miami, Pool/Slide/Gazebo/BBQ

Magnolia House Miami, The house is a spacious 4 bedroom/2 bathroom, completely updated. Close to Miami Airport, Cruise Port, South Beach, Little Havana, Coral Gables, all hot spots & major attractions. Relax in your own private oasis the patio features a large Gazebo, Pool w/Water Slide & a saltwater filter pool system, which eliminates harch chlorine chemicals. Brazilian BBQ, Sunbeds & lots of outside seating & tables. Ample parking & High speed WiFi. The patio is fenced in for maximum privacy.

Guest favorite

Guesthouse in Miami

4.97 out of 5 average rating, 182 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 favorite

Tiny home in Cutler Bay

4.98 out of 5 average rating, 192 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Guest favorite

Home in Miami

4.91 out of 5 average rating, 328 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 favorite

Guest suite in Miami

4.89 out of 5 average rating, 341 reviews

Guestsuit- Exterior Entrance, SelfCheckin.

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel safe and welcome here! -GATEWAY to the Keys and Everglades -Private entrance -Self Check-in -Free Parking -Fast WIFI -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

Guest favorite

Home in Miami

4.9 out of 5 average rating, 125 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.

Guest favorite

Home in Miami

4.92 out of 5 average rating, 153 reviews

Miami Palm House with HEATED POOL & BBQ/BAR

Bring the whole family and friends to this Tropical Miami Home with lots of room for gatherings and entertainment! Enjoy the entire house with a stunning backyard, salt pool and gazebo! FREE PARKING 12 Guests. 4 Bedrooms. 9 Beds. 2 Baths Patio: Large Salt Pool (child friendly) BBQ Grill, Fridge, Wine Cooler, Bar Counter, Outdoor Lounge Furniture, Mini Golf Area Rooms: Bedroom 1: 1 Queen Bed Bedroom 2: 1 Queen Bed 1 Twin Bed Bedroom 3: 1 Queen Bed Bedroom 4: 5 Twin beds & (Game Room)

Guest favorite

Home in Flagami

4.89 out of 5 average rating, 126 reviews

Heated pool home only 7 miles from MIA Airport

A block a way from the Famous Calle OCHO . The Property is located in the heart of Miami. Property is only 6.4 miles away from Miami International Airport. ONLY 14 MILES AWAY FROM SOUTH BEACH Property is close to lots of restaurants and shopping centers. great location and property. Property Very comfortable and spacious with a private pool. You will love it because of the cleanliness & comfort, its for family, couples,friends,business travelers.Equipped kitchen for cooking.

Guest favorite

Home in Miami

4.95 out of 5 average rating, 151 reviews

Casa Tulum Great Pool Just Fun and Relax

Beautiful Casa Tulum. Great amenities & accommodates 12 guests comfortably with 4 Bedrooms (5 Beds)/3.5B & 1 Sofa Bed. Large outdoor terrace with pool, BBQ, and outdoor dining & games. Fully equipped home with fast WIFI and smart TVs. Breakfast and shopping places within 10 minutes from the House. Everything you need for a relaxing vacation Located in heart of Miami-10 min to Coral Gables & 25 min South Point, Wynwood and Brickell. Ask about our special 3-day discount offer.

Guest favorite

Home in Miami

5 out of 5 average rating, 282 reviews

Modern,spacious Retreat !Salt water,heated pool!

Come make memories at a modern Designed single family 3/2 with 2 king size bed 1 queen size and twin fold up, and Italian queen size sofa bed! house very bright and spacious with modern amenities close to all tourist places in Miami ! .. Ideally for families.. Close to all major highways.. Dolphin mall(4miles) Miami airport is about 7 min(9 miles)..downtown 15min(12miles) and south beach 20 min(14 miles)..The pool is salt water with heater, Also a grill area with gazebo!

Guest favorite

Home in Miami

4.96 out of 5 average rating, 345 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 favorite

Condo in Miami

4.95 out of 5 average rating, 547 reviews

Marriott Villas and Doral 2BD sleeps 8

Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.