
Family-friendly holiday 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.

Peaceful 3BR Retreat in Quiet Miami Neighborhood
Welcome to your 🏡 away from 🏡! This comfortable and spacious 3-bedroom, 1-bathroom home is perfect for families and small groups looking for a relaxing stay. Location Perks: • Just 5 minutes from supermarkets, restaurants, and shopping • Easy access to Palmetto Expressway for quick trips around the city Important Notes: • This listing is for the main house only • The owner resides in the backside of the property. Book your stay and enjoy a comfortable, well-located home for your next trip!

10 ppl |Top Location | 20 Min Beach | Bar | Patio
Welcome to our newly renovated house, perfect for spending some unforgettable days with your family and friends Why booking with us? 1- Best Location in the heart of Miami. 2- 15 Min to Wynwood Art District 3- 15 Min to Downtown and Brickell 4- 20 Min to Beach 6- 4 Bedrooms | 2 Baths 7- Designed for 10 guests (1 King , 2 Queen, 2 Twins, 1 Queen Sofa Bed) 7- Free Parking (5 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Bar 11- Kids Playground 11- Private Patio 12- Barbecue Area 13- 4 TVs

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!

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.

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!

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!

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.

Light and bright starlit apartment
Completely remodeled property with ceiling fans and LED lights with remote control, a modern bathroom with a custom sink and walk-in shower, and the convenience of an in-unit washer and dryer. The bedroom features blackout curtains for restful sleep, while the fully equipped kitchen (including microwave) has everything you need to feel at home. Enjoy a comfortable stay and make the most of the beautiful warm weather in Miami! 🌴☀️
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

MVR-Wake Up to Biscayne Bay Views Every Morning

Tropical Oasis Getaway w/ Heated Pool and Hot Tub

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

Chic Guest house w/pool, hot tub, grill, mini golf

Miami Getaway - Heated Pool, Hot tub, BBQ

Gorgeous 5BR/Games/Fire Pit/BBQ/H. Pool & Hot Tub

Centrally Located Resort Style Miami home

Goldendreams with free parking in heart of Miami.
Family- and pet-friendly home rentals

Immaculate spacious 3/2 in the heart of Miami, FL

Cosy Guesthouse Central Located

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

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

Retro Chic Retreat-Heated Pool- PingPong Table

Miami Chic-Heated Pool Near FIU and Coral Gables

Entire Residential Home w/2BR Near Coconut Grove

3 BR Cozy Miami Home with Pool
Family-friendly home rentals with a pool

Family Fun •Huge Backyard •Heated Pool •Cinema

Private Backyard Oasis • Pool, Jacuzzi & Grill

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

Miami Oasis: Charming home with private pool

Luxury Vacation House in Miami’s Center!

LuxSurgery: 1BedroomTropicalOasisResidenceZip33165

Luxury Glow Villa | 4K Cinema | Heated Pool & Spa

Waterfront Retreat + Heated Pool + Sand Court
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $377 AUD | $421 AUD | $467 AUD | $400 AUD | $438 AUD | $415 AUD | $445 AUD | $398 AUD | $364 AUD | $387 AUD | $424 AUD | $538 AUD |
| 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 holiday rentals that are family-friendly in Westchester

Total holiday rentals
Explore 90 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $156 AUD per night before taxes and fees

Verified guest reviews
Over 5,560 verified reviews to help you choose

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Westchester holiday 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!
Destinations to explore
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- Pet-friendly rentals Westchester
- Rentals with a patio Westchester
- Rentals with pools Westchester
- Apartment rentals Westchester
- Rentals with a washing machine and dryer Westchester
- Rentals with a hot tub Westchester
- Rentals with outdoor seating Westchester
- House rentals Westchester
- Family-friendly rentals Miami-Dade County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Miami Beach Convention Center
- Miami Beach
- Hard Rock Stadium
- Miami Design District
- Everglades National Park
- Port Everglades
- Midtown
- Haulover Beach
- University of Miami
- Calle Ocho Plaza
- Ocean Reserve Condominium
- Sawgrass Mills
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Bal Harbour Beach
- Aventura Mall




