
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.

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!

Guest Studio apt, 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!

Your Own Private Tropical Studio
Beautiful recently renovated private getaway with all the comforts of home. Private studio with private entrance and parking. Minutes from public transportation, University of Miami, Nicklaus Children's Hospital, South Miami, Coral Gables, Coconut Grove and a quick drive to Brickell, Miami Beach, South Beach and Downtown Miami. You'll have the best of both worlds: easy public transportation and in a green, quite, peaceful and safe neighborhood. Frankly, it's really a cool place!!

2PPL/Top Location/Parking/10 min Airport #3
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.

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.

Cozy Cane Cottage close to UM
Next to U.M, Coral Gables and Sunset Mall. Enjoy easy access to beaches, restaurants, parks and shopping, next to the best attractions in Miami! Family friendly neighborhood with fantastic neighbors. Enjoy fun ping pong games or a glass of wine in the patio. Bookings are accepted from guests who maintain clear communication and a verifiable Airbnb presence. No third party bookings allowed.

Hogar Rodan_Jlu (No Post Surgery)
You will feel at home, a quiet, safe and spacious place, designed for you and your needs. (NO POST-SURGERY) please. You will feel at home, a quiet, safe and spacious place, designed for you and your needs.(No post-surgeries) please.
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

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

Marriott Villas at Doral 2BD sleeps 8

Spectacular Suite, City View, Free Park, Pool, Gym
Family- and pet-friendly home rentals

Cozy Studio Retreat • King Bed

Cosy Guesthouse Central Located

♥ Charming Suite, Private Entrance, Dolphin Mall ♥

"Casa Mia's" pool & BBQ bungalow

Studio with private entrance, 2 queen beds & bath

Luxurious master bedroom, bath & private entrance.

New studio in Miami with free parking.

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

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

Encanto Family/Heated pool/center of Miami/BBQ

Miami Fun Oasis, Heated Pool & Private Mini Golf

Bay View Design District Apt, Pool, Gym & Parking

Pool & BBQ - 5BR/3 BTH - Miami Vacation

Cozy private guest studio

Studio Apartment Dino's Place

Modern & Cozy Studio | Resort-Style Amenities
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 228 | € 255 | € 282 | € 242 | € 265 | € 251 | € 269 | € 241 | € 220 | € 220 | € 224 | € 277 |
| 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 € 95 per night before taxes and fees

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

Pet-friendly holiday rentals
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

Wifi availability
90 of Westchester holiday rentals include wifi 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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- Rentals with a hot tub Westchester
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- South Beach
- Fort Lauderdale Beach
- Miami Design District
- Bayfront Park
- Sea Air Towers Condominium Association
- Miami Beach
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Fortune House Hotel
- Port Everglades
- Lummus Park
- Haulover Beach
- Ritz-Carlton
- Bal Harbour Beach
- Fort Lauderdale Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
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- Dania Beach
- Wynwood Walls
- Broward Center for the Performing Arts
- LoanDepot Park
- Key Biscayne Beach




