
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.

Serenity Oasis, Garden Retreat with Koi pond
Come and create unforgettable memories at our newly renovated luxury guest house. It boasts a private entrance, separate from the main house, which shares a wall with it. Nestled in a safe neighborhood, it’s conveniently located near everything, including the expressway. Miami Beach is just a 25-minute drive away, the Dolphin Mall is a 10-minute drive, and the Florida Keys are a 45-minute drive. Fiu University is just a 5-minute drive away.Our backyard is shared with us,and a beautiful koi pond!

Coconut Grove Stunning City View Suite Free Park
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 bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

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!

Quiet Guest Suite, Private Entrance, Patio+Parking
Take it easy at this unique and tranquil getaway in our 1930's Spanish Villa in the center of Little Havana and Coral Gables in the heart of Shenandoah. Your Guest Suite is equipped with a private entrance, private garden, and parking. Casita Amorcita is designed to give you the feeling of 'home' and 'love,' with the guest experience in mind. All linens are 100% cotton. Here you will have all that you need to rest, recover, recharge, and enjoy. We look forward to welcoming you home.

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.

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
Beautiful lake view GUEST SUITE. It includes a private bedroom with private bathroom & entrance. The room sleeps up to 4 guests in a bunk bed consisting of 2 twin beds and a full size bed on the lower level. Room has a TV, mini-fridge, & access to an outdoor area to enjoy the great lake view. There is an additional $20 per person per night fee for more than 2 guests. Note: there is no kitchen access therefore no cooking on premises. Miami Beach = 26 miles Miami Airport = 19 miles

Charming central Miami Suite close everything!
Private , charming centrally located suite close to nearly anywhere in town you would like to visit. Five minutes from expressways and airport. Coral Gables, Dadeland, Dolphin Mall, International Mall, Wynwood, Downtown, Miami Beach, many plastic surgery facilities , delicious restaurants and hospitals are a short trip away. Uber and Lyft would be economical to nearly anywhere. There is also public transportation and Trolley (free rides) Free parking reserved and laundry facilities

2PPL/Top Location/Parking/10 min Airport #2
Brand-new private studio with free parking just minutes from Miami Airport, Coral Gables, and South Beach. Enjoy premium mattresses and a smart TV with Netflix. We maintain exceptional cleanliness for a comfortable, worry-free stay. No animals of any kind are allowed, including service animals, due to an Airbnb-approved health exemption. We cannot store luggage. Early check-in at 1 p.m. is available for a $15 fee, with advance notice. Thanks for choosing our place!

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.

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.

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

MVR-Wake Up to Biscayne Bay Views Every Morning

Beautiful Poolside Studio, Heart of Miami

10 ppl |Top Location | 20 Min Beach | Bar | Patio

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

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

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

The Miami Tropic Suite•Private Stay+Free Parking

Your Bay View Escape in Coconut Grove, Pool & Gym
Family- and pet-friendly home rentals

Cosy Guesthouse Central Located

Your Private Miami Oasis, Heated Pool + Mini Golf

TheLoft @CoconutGrove. Self checkin - Free Parking

Amazing Studio - Perfect Distance to Everything

Studio with private entrance, 2 queen beds & bath

Entire Residential Home w/2BR Near Coconut Grove

Miami Oasis Studio | Near Airport & Downtown

Fully Renovated Studio Near Coral Gables & Calle 8
Family-friendly home rentals with a pool

Spanish House 3 Bedroom Pool House

Charming Studio Suites at Downtown Doral.

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

Modern and comfortable Studio In Downtown Doral

Magnolia House Heated Pool with Slide/Gazebo/ BBQ

"Casa Mia's" pool & BBQ bungalow

Cozy private guest studio

Studio Apartment Dino's Place
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,353 GYD | G$61,828 GYD | G$68,512 GYD | G$58,695 GYD | G$64,334 GYD | G$60,992 GYD | G$65,379 GYD | G$58,486 GYD | G$53,473 GYD | G$56,815 GYD | G$62,246 GYD | G$78,956 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$22,977 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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