
Family-friendly vacation rentals in Westchester
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Westchester

Total vacation rentals
Explore 90 vacation rentals in Westchester

Nightly prices starting at
Westchester vacation rentals start at G$22,977 GYD per night before taxes and fees

Verified guest reviews
Over 5,550 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
90 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!
Top-rated family-friendly rentals in Westchester
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Ily's House
Fabulous fully remodeled house. Stay near NU Stadium the heart of this year’s FIFA excitement. This comfortable and modern short term rental puts you close to the action while giving you a quiet private place to unwind. Private large pool and covered patio. New kitchen, fast Wi-Fi, smart tv’s. Fifteen minutes away from the airport. Close to many shopping plazas, restaurants and various entertainment. The University of Miami is 2.9 miles. The house is located near several Plastic Surgery Centers.

Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

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.

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.

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

Adorable private studio
Relaxing, private, peaceful and centrally-located studio. You do not share your space with anyone. Walking distance to restaurants, supermarket, bus stop, Gym and Florida International University. Conveniently close to Miami Airport, Kendall Regional Hospital, Dolphin Mall, TopGolf, Everglades Airboat Expeditions, City Place Doral with Fresh Market, shops, Movie Theaters, Comedy Club, live music and more. Eleven miles from Bayside and Wynwood Walls. The beach? A short 15-mile drive!

Stylish Studio Retreat – Private Entry + Parking.
Look no further—this cozy, stylish studio is in a quiet neighborhood, perfect for relaxing or working. Just 18 min from the airport, 10 min from Dolphin & International Mall, and 3 min from Florida International University and major expressways. About 30 min to Downtown, Miami Beach, and Port of Miami. Close to restaurants, gyms, and shops. Fast WiFi included for work or streaming. Private entrance and free parking included for your convenience.

Casita For Families, Pets, Medical Stays | Hot Tub
Welcome to your perfect stay—ideal for families, pets, or medical visits! Guests rave it's “sparkling clean and designed to perfection!” ✨ Everything you need is here: 👶 Crib, stroller & high chair for little ones 🐶 Pet-friendly w/ waste stations & big yard 🏥 Near top hospitals—great for recovery or rest Enjoy these extras: ☕ Free snacks, coffee & tea bar 🔥 BBQ, free parking & your own private hot tub! 🧴 Toiletries, beach gear & laundry

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.
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Miami Getaway - Heated Pool, Hot tub, BBQ

Gorgeous 5BR • Pool_BBQ_Hot Tub, Fire Pit & Games

Spectacular Corner Deluxe Studio Free Park & Pool

Biscayne Bay Studio: Resort Pool & Beach Access

Sunny Getaway: Relaxing Miami Home

Marriott Villas and Doral 2BD sleeps 8

The Blue Pearl | Top Location | Hot tub | Games

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
Family- and pet-friendly home rentals

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

Stylish Miami 3 BR Home w/ Fun Games & Huge Yard

Luxury Stay w/ Heated Pool, Golf & Chess Yard

Miami Fun Oasis - Heated Pool & Private Mini Golf

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

Tropical Grove Bay 1/1 | Newly Renovated Escape

Magnolia House Heated Pool with Slide/Pergola/ BBQ

"Casa Mia's" FIFA World Cup pool & BBQ bungalow
Family-friendly home rentals with a pool

Blue Diamond | 7 PPL| Pool | 5 mins NU Stadium|BBQ

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill

3/2 Home with Pool & Bbq near Dadeland Mall

Heated* Pool•Hot Tub•Sauna•Games•Prime for Groups*

Miami Oasis: Charming home with private pool

Waterfront Retreat + Heated Pool + Sand Court

Modern 4BR Home w/ Pool, Fast Wi-Fi & Near Airport

Miami Chic-Heated Pool Near FIU and Coral Gables
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$81,673 GYD | G$75,616 GYD | G$82,927 GYD | G$58,696 GYD | G$64,336 GYD | G$60,994 GYD | G$65,380 GYD | G$58,487 GYD | G$53,474 GYD | G$56,816 GYD | G$62,247 GYD | G$78,958 GYD |
| 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 |
Destinations to explore
- Miami Vacation rentals
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- Pet-friendly rentals Westchester
- Apartment rentals Westchester
- Rentals with a patio Westchester
- Rentals with a hot tub Westchester
- Rentals with pools Westchester
- Rentals with a washer and dryer Westchester
- Rentals with outdoor seating Westchester
- House rentals Westchester
- Family-friendly rentals Miami-Dade County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Fort Lauderdale Beach
- Miami Beach - South Beach
- Port Everglades
- Hard Rock Stadium
- Bayfront Park
- Miami Beach Convention Center
- Everglades National Park
- Brickell City Centre
- Haulover Beach
- University of Miami
- Dolphin Mall
- Kaseya Center
- Sawgrass Mills
- Las Olas Beach
- Midtown
- Bayside Marketplace
- LoanDepot Park
- Bal Harbour Beach
- The Tides on Hollywood Beach
- Greater Fort Lauderdale Broward County Convention Center
- John Pennekamp Coral Reef State Park
- Aventura Mall
- Zoo Miami
- Lauderdale-By-The-Sea Beach





