
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.

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!

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.

Scarface | Top Location | FREE Parking | W&D | Bbq
Welcome to Scarface Apartment! - Ground floor studio: no stairs - Top Location: next to Coral Gables, Coconut Grove, Downtown, Little Havana - 10 min walk to Miracle Mile - 15 min drive from Airport, Beach & Wynwood - Smart TV - Fast WIFI - Fully equipped kitchen - Dedicated work space - FREE Onsite parking - BBQ - Outside dining - Washer & Dryer - Beach towels - Quite & safe neighborhood - Self check in & hosts available 24/7 - Local guidebooks provided Let us be your Hosts in Miami!

Private duplex in the center of Miami.
1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

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!

Happy Camper
Everything you need to spend memorable nights is found in this small, Cozy Camper Trailer, right in between of important cities like Miami and Fort Lauderdale, located less than 2 miles from Hard Rock Stadium and Calder Casino and the Hard Rock Hotel and Casino about 6 miles away. Enjoy countless restaurants, shops and the beautiful beaches of South Florida. Around 15 miles to Miami Airport and Fort Lauderdale Airport. Minutes to major highways as Turnpike, i75, i95 and Palmetto 826.

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

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!

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 at 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.

Hunter 26 Sailboat
A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Independent studio with door to the outside
Come to a comfy place surrounded by nature, tranquility and beauty. We are close to shopping centers (Dadeland and Sunset Place Malls) and walking distance to a family park, convenient stores, a pharmacy, bus stops, and the University of Miami. The Metro rail South Miami station is 1 mile away, walking distance is 20 minutes. Our place is good for families (with kids) too.
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

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

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

[Guest Favourite] Stunning Family Fun Oasis With H

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

Guesthome w/ Heated Pool 5 mins from Miami Airport

The Miami Tropic Suite•Private Stay+Free Parking

Your Bay View Escape in Coconut Grove, Pool & Gym

Quiet tropical Oasis setting with 1 bed and 1 bath
Family- and pet-friendly home rentals

Miami Fun Oasis, Heated Pool & Private Mini Golf

Miami Stay: 5 Mins to Everything + W/D Inside

"Casa Mia's" pool & BBQ bungalow

Modern apartment in Palmetto Bay

Miami Oasis Studio | Near Airport & Downtown

Studio with private entrance, 2 queen beds & bath

Fully Renovated Studio Near Coral Gables & Calle 8

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Family-friendly home rentals with a pool

Make It Happen! Brand New with Amazing Water Views

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

Super cool unit with a pool in a quiet location

Modern 1 Bedroom In The Heart Of Downtown Doral

SF Amazing Studio - Walking Distance to Cocowalk

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 | € 225 | € 252 | € 279 | € 239 | € 262 | € 248 | € 266 | € 238 | € 218 | € 218 | € 221 | € 274 |
| 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 100 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at € 60 per night before taxes and fees

Verified guest reviews
Over 5,440 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
100 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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- House rentals Westchester
- Flat rentals Westchester
- Pet-friendly rentals Westchester
- Rentals with pools Westchester
- Rentals with outdoor seating Westchester
- Rentals with a patio Westchester
- Family-friendly rentals Miami-Dade County
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- Family-friendly rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Design District
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Dania Beach
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Biscayne National Park
- Jungle Island
- Crandon Beach
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Gulfstream Park Racing and Casino
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Coral Castle




