
Family-friendly vacation rentals in Westchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westchester
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Kusikuy Private Guesthouse
This wonderful Cottage has a private entrance in the side, surrounded by a garden with a pond in a peaceful environment located in a quiet residential neighborhood. Centrally located at only 12 minutes to the airport, fast access to the main highways to get in 20-25min to South Beach (12miles), 15min to Dolphin Mall, 15min to Dadeland Mall and 25min to the redland farms in Homestead or the Everglades. A fridge with free beverages, Wi-fi, silent cold Ac split and a Smart TV are waiting for you!

Stunning Studio w/Bay & City View Free Park/Pool
INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! in Coconut Grove, this privately owned & renovated deluxe bright studio on the 15th floor of a luxurious waterfront property offers breathtaking bay & city views, is equipped for 2 guests w/king size bed, full kitchen, full bath & balcony. Enjoy all the luxury amenities we offer, pool & hot-tub w/ incredible bay views, penthouse gym, sauna, business center, squash.

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.

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!

Private Guest Suite w/ Patio in Miami
Cozy private suite room located in a private home, in Westchester. Great for travelers looking to stay close to the airport and popular destinations here in Miami. The suite is located on the left side of the main house with its own private entrance and side patio. Free street parking. Ideal for 2. Hermoso efficiency con excelente ubicacion en Westchester. Entrada y pequeño patio privado. Cerca de diversos destinos en Miami incluyendo Miami International Airport.

Elegant Casita, Heart of Miami
Enjoy our beautiful and central house in the heart of the 305! With two bedrooms with queen-sized beds, 1.5 bathrooms, fully equipped kitchen, washer and dryer and custom laundry area, it is the ideal spot for your next trip to Miami. Conveniently located 10mn away from the airport and down the street from the entrance to the Palmetto Expressway leading to the junction with the Dolphin expressway, it is quite literally in the beating heart of the City!

King Bed Comfort – 5 Mins to Miami Hotspots
- TOTALLY PRIVATE BEAUTIFUL STUDIO Beautiful studio near everything!!! 5 minutes from the Airpot, Wynwood, Design District, South Beach, Port, Brickell, AAA, - King Size Bed - Private parking -Fully stocked kitchen also wifi, Smart Tv - 6 star hospitality - Washer and Dryer on premises to use for free - Property is 1 of 4 Airbnb on the property -$100 Pet fee -per stay. -NOTE: two pets, would be $150 per stay ( not apply for long-term stays)

Lovely and private studio centrally located.
Look no further. This lovely studio is located in a peaceful neighborhood. Just 18 min from Miami International Airport, 10 min from the famous Dolphin Mall and International Mall, 3 min from FIU (Florida International University) and expressway. Approximately 30 min from the Port of Miami, Downtown Miami and Miami Beach. Also close to Dadeland Mall, Restaurants, Gyms, Supermarkets, Pharmacies, etc. High speed wifi that’s well-suited for working.

Casita Cafe
Come and stay in our Casita Café. A Cuban style guesthouse all to yourself with coffee and more. Great neighborhood next to the airport, main expressways and close to everything Miami has to offer. We will greet you with a bottle of wine. You can contact us at anytime if you need help finding out about current events. Our little home is good to stay for a few days, or for a season if you want to spend more time in the Miami eternal summer.

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.

Private Guest Suite with Private Entry
Private GUEST SUITE within host home with PIVATE access: The whole group will enjoy easy access to everything from this centrally located guest suite. Private updated shower bathroom. Queen sized bed with 55” tv. Living area / breakfast nook. Coffee maker, microwave and Small mini fridge included. Private patio space included. No smoking on premises. No events or parties.
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Poolside Studio, Heart of Miami

SF Stunning 12th Flr. Studio in the Heart of Grove

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

The Lux Paradise Miami

Very Private 1/1 Apt w/Oasis Pool Patio Setting

Deluxe Studio City & Bay views includes Parking

The Miami Tropic Suite•Private Stay+Free Parking

Sunny Getaway: Relaxing Miami Home
Family- and pet-friendly home rentals

Cosy Guesthouse Central Located

Cozy Studio Retreat • King Bed

TheLoft @CoconutGrove. Self checkin - Free Parking

Magnolia House Heated Pool with Slide/Gazebo/ BBQ

Amazing Studio - Perfect Distance to Everything

Entire Residential Home w/2BR Near Coconut Grove

Paradise Awaits! Managed by BNR Vacation Rentals

Pool & BBQ - 5BR/3 BTH - Miami Vacation
Family-friendly home rentals with a pool

Studio at The Ritz-Carlton Key Biscayne Miami

Sparkling Clean🌟Brand New Luxury Studio with Pool🏊🏼♂️

Grove Casita Pool Paradise, 6min beach, Parking

Miami Fun Oasis - Heated Pool & Private Mini Golf

"Casa Mia's" pool & BBQ bungalow

Cozy private guest studio

Studio Apartment Dino's Place

Best area of Doral with all the services!
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,416 GYD | G$61,899 GYD | G$68,591 GYD | G$58,762 GYD | G$64,409 GYD | G$61,063 GYD | G$65,454 GYD | G$58,553 GYD | G$53,534 GYD | G$56,880 GYD | G$62,317 GYD | G$79,047 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 |
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$23,003 GYD per night before taxes and fees

Verified guest reviews
Over 5,560 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
60 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!
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