
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.

Lake House in Miami
Relax with the whole family at this peaceful place to stay. Beautiful pool house with a lake. Master bedroom with a King Size Bed, walk in closet, spacious bathroom. Second bedroom with a Queen Size Bed, third bedroom with a twin bed, sofa bed in the living room. This house can accommodate 7 people. Full equipped kitchen. Outdoor terrace where you can enjoy the beautiful lake view, nice pool, great patio, with deck by the lake. Everything that you need to have a great vacation in Miami.

[Kids Favourite] World Cup Family Oasis | 5BR | Ht
Welcome to our family-friendly retreat in Miami! Our renovated, spacious home at offers comfort and convenience for all ages. Enjoy nearby attractions like the thrilling Aquatica water park and the vibrant Miami Children's Museum. Or stay in and enjoy the fully equipped kitchen, a cozy living area, and a private, covered backyard, with loads of games & toys, it’s perfect for family bonding. You’re just a short drive from beautiful beaches and shopping. Make lasting memories in sunny Miami!

Guesthome w/ Heated Pool 5 mins from Miami Airport
This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

The Lux Paradise Miami
Enjoy a stylish experience at this centrally-located place. Located in the heart of Miami, our property is close to all the main attractions the city has to offer. Whether you’re looking to explore vibrant neighborhoods like Little Havana and Coconut Grove, enjoy the stunning beaches of Miami Beach, or visit popular spots like the Miami Zoo, Vizcaya Museum, and the bustling Brickell area, you’ll find everything within easy reach. Perfect for those who want to experience the best of Miami!

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)

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

Greek House • Heated Pool + Game Room • Near MIA
🏊 Private Heated Pool 🌴 BBQ 🎮 Family room w/ foosball 🍳 Full kitchen + air fryer, coffee & essentials 🛏️ 3 bedrooms · 2 Kings + 2 Queens + sofa beds (12 guests) 📺 5 Smart TVs · fast Wi-Fi 🧺 Pool & bath towels provided 🧳 Easy check-out — no chores 🎓 10 min → FIU 🛍️ 15 min → Dolphin Mall ✈️ 15–20 min → MIA Airport 🌆 25–30 min → Brickell & Wynwood 🌊 35–40 min → South Beach 🐾 Pets welcome · Pet fee applies 🤝 Superhost care — English & Spanish 🚫 No parties or indoor smoking

Miami Fun Oasis - Heated Pool & Private Mini Golf
Escape to your private Miami oasis! Enjoy a sparkling heated pool, mini-golf, and a covered game terrace with pool table—perfect for families & groups of up to 12. Spacious interiors offer comfort and style, just minutes from Miami International Airport, top dining, and shopping. Ample parking included. Relax, reconnect, and create unforgettable memories in this fully private home. Questions about amenities or local attractions? We’re here to help anytime! 🌴✨

Sleek Studio at Elser | Resort Pool & Downtown
Guest verdict: "The best place to stay in Miami close to everything." This Elser studio offers a modern base for your Miami adventures. Enjoy vibrant downtown views and easy access to Bayfront Park (2 min walk) and Kaseya Center (3 min walk). April brings event energy with eMerge Americas (April 23-24) just a short Metromover ride away. Our residence is built for the standard Miami traveler seeking a dynamic stay with all the city's best within reach.

Magnolia House Heated Pool with Slide/Pergola/ BBQ
Magnolia House Miami features a beautiful heated pool with slide, large Gazebo, Brazilian BBQ, Domino Table, Sunbeds & lots of outside seating & tables. This 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. Large driveway with ample parking & High speed WiFi. The pool and patio is very private.

Luxe Italian Villa | Pool/Sauna/Gym/Spa/Basketball
🇮🇹 HOUSE OF ITALY – A Private Tuscan Escape 🇮🇹 🌟 GUEST FAVORITE with true resort-style luxury & top-rated reviews! 🌟 🎱 Pool Table • 💪 Private Gym • 😅 Sauna 🛌 4 Bedrooms • Sleeps up to 16 comfortably 🔥 Heated Pool • Hot Tub • Massage Beds • Sun Loungers 🍽 Outdoor Kitchen • BBQ • Fire Pit for unforgettable nights 🏀 Basketball Hoop & More ✨ More than a stay—an extraordinary experience from @BeyondTheBNB

Sunny Getaway: Relaxing Miami Home
Welcome to our stunning Miami Airbnb home! This spacious retreat accommodates up to 10 guests with 5 bedrooms, 6 beds, and 2.5 bathrooms. Enjoy the private pool, hot tub, and safe neighborhood. Conveniently located near the Port of Miami for cruises, and close to major expressways for easy transportation. Explore Miami's beaches, nightlife, shopping, dining, and popular attractions. Book now for an amazing stay!
Popular amenities for Westchester rentals with a pool
House rentals with a pool

Spanish House 3 Bedroom Pool House

3/2 Home with Pool & Bbq near Dadeland Mall

Retro Chic Retreat-Heated Pool- PingPong Table

Waterfront Retreat + Heated Pool + Sand Court

Aurea | 12 PPL | Pool | BBQ |Playground |Mini Golf

Terramar Villa- World Cup Luxury near Doral & MIA

Elegant 6BR Villa w/ Heated Pool/ Jacuzzi / Games

Miami oasis stay with heated pool
Condo rentals with a pool

Hotel Arya Apt w/Waterfront View, Free Parking

Moderno Apartamento en el Downtown Doral

Cali King 1 BedRoom: Pool Gym Balcony Jacuzzi

SF Beautiful Blue & Gold Studio with Ocean View

Guest Favorite Coconut Grove,pool, sauna,park free

Gorgeous 1 Bdrm 1 Bath - Magical City Views

Bay Views, Pool & Gym Access in Coconut Grove

Luxury 5 stars ICON Brickell @46TH 2B/2B, Pool/Gym
Other vacation rentals with a pool

Tropical Retreat Miami 5BR w/Pool, BBQ & GameRoom

Lakefront Pool Home 10 Minutes to HardRock Stadium

The Oasis Escape

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Luxury Stay w/ Heated Pool, Golf & Chess Yard

Luxury Villa Getaway • Poolside Bliss in Miami

Grand Vill A resort Style 4BR/2B Heated pool

Blue Breeze | 8PPL | Pool | Mini Golf | Pool Table
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,733 | ﺩ.ﺇ 1,642 | ﺩ.ﺇ 1,737 | ﺩ.ﺇ 1,263 | ﺩ.ﺇ 1,476 | ﺩ.ﺇ 1,359 | ﺩ.ﺇ 1,374 | ﺩ.ﺇ 1,399 | ﺩ.ﺇ 1,146 | ﺩ.ﺇ 1,263 | ﺩ.ﺇ 1,329 | ﺩ.ﺇ 1,829 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about vacation rentals with a pool in Westchester

Total vacation rentals
Explore 60 vacation rentals in Westchester

Nightly prices starting at
Westchester vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 3,880 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Westchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Westchester rentals

4.8 Average rating
Westchester stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Miami-Dade County
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- Rentals with pools United States
- Miami Beach - South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- The Tides on Hollywood Beach
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Everglades National Park
- Haulover Beach
- University of Miami
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Seminole Hard Rock Hotel and Casino
- Bal Harbour Beach
- Fort Lauderdale Beach
- Sawgrass Mills
- Zoo Miami
- John Pennekamp Coral Reef State Park





