
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!

Cozy Farmhouse Paradise
This cozy studio is nestled in the heart of Miami, directly next to the Palmetto Expressway and Tropical Park in the highly sought after neighborhood of Glenvar Heights. This is a private guest suite with its own private entrance and a private outdoor patio area. There is a fully equipped kitchen with electric range, microwave, refrigerator, Keurig coffee maker and wines for purchase. Only a 20 min drive to Miami International Airport, Downtown & Brickell, Wynwood and 25 mins from South Beach.

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!

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 studio with free parking. Very easy to find location. A perfect whole space in a great neighborhood close to Miami international Airport, Coral Gables and South Beach. Memory foam premium mattresses along with premium Netflix and Hulu channels. This is a "whole house" rental apartment. Not a shared space. We believe in absolute CLEANLINESS, you will not find a better place! We offer luggage storage, five dollars per piece of luggage per day, so you can enjoy my Miami!

MIA studio in house near airport
This PRIVATE unit for up to two guests with two beds (queen & twin) and LIMITED PARKING is ONE of TWO private guest units in our home. Click "Show more" for the full description. If booking with us, please let us know what brings you to Miami, so we can make sure our accommodations meet your needs. We also need to know if you plan to bring a car, your approximate check-in time, your assurance that all guests are adults, and that you've read and accepted our rules. Thank you!

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.

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

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.

“Have Fun at Hacienda Paraíso” Suite 1 | pool |
Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

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

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

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

Escape-5BR-HotTub-Games-FirePit-BBQ-Fun

Spectacular Corner Deluxe Studio Free Park & Pool

Guesthome w/ Heated Pool 5 mins from Miami Airport

The Miami Tropic Suite•Private Stay+Free Parking

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

Coconut Grove Tiny House w Outdoor Shower near UM

Orismay Luxury Apartment, Miami

Cosy Guesthouse Central Located

Oasis Tropical Miami- Fun Mini Golf & Heated Pool

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

Your Cozy Home Away from Home – 10 min to MIA

"Casa Mia's" pool & BBQ bungalow

Modern Private Room | Super Clean and Quiet Stay
Family-friendly home rentals with a pool

Spanish House 3 Bedroom Pool House

Cozy and charming cottage

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

Encanto Family, cozy heated pool, center of Miami

Modern and comfortable Studio In Downtown Doral

Super cool unit with a pool in a quiet location

Cozy private guest studio

Tropical Paradise in Miami Brickell
Quick stats about holiday rentals that are family-friendly in Westchester
Total rentals
100 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
5.4K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Pet-friendly rentals Westchester
- Rentals with outdoor seating Westchester
- Flat rentals Westchester
- Rentals with a patio Westchester
- Rentals with a washing machine and dryer Westchester
- House rentals Westchester
- Rentals with a hot tub Westchester
- Rentals with pools Westchester
- Family-friendly rentals Miami-Dade County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Dania Beach
- Ocean Terrace Public Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Broward Center for the Performing Arts
- Jungle Island
- Miami Beach Golf Club
- Key Biscayne Beach
- Crandon Beach
- Gulfstream Park Racing and Casino
- Biscayne National Park
- Biltmore Golf Course Miami