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.

%{current} / %{total}1 / 1
Top guest favourite
A contemporary living space is depicted, featuring a red chair next to a beige couch. A flat-screen TV is mounted on the wall across from the seating area. Light green curtains frame the windows, and a sleek kitchen island with white cabinetry is visible in the foreground.
Flat in Miami
4.98 out of 5 average rating, 440 reviews

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!

Top guest favourite
An inviting living space features a comfortable couch, a plush blue armchair, and a wooden coffee table. A wall-mounted television is visible, and natural light filters through gridded windows. The area seamlessly flows into a sleeping space, enhanced by white bedding and decorative accents.
Guest suite in Miami
4.99 out of 5 average rating, 356 reviews

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.

Guest favourite
A spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.
Home in Miami
4.92 out of 5 average rating, 373 reviews

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.

Top guest favourite
A welcoming entrance is highlighted by two chairs positioned on a patterned rug. Potted plants are arranged around the space, accompanied by a decorative light fixture. A ceiling fan is visible above, and a door leads into the private room, creating an inviting atmosphere.
Guest suite in Miami
4.96 out of 5 average rating, 137 reviews

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!

Top guest favourite
The kitchen area features modern appliances, including a refrigerator, microwave, and coffee maker. Sleek cabinetry is complemented by white countertops and a sink. Glassware and dishware are neatly arranged on open shelves, with light illuminating the space from overhead fixtures.
Guest suite in Flagami
4.96 out of 5 average rating, 287 reviews

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

Guest favourite
Flat in Flagami
4.81 out of 5 average rating, 881 reviews

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!

Guest favourite
A cozy bedroom features a queen bed adorned with a patterned bedspread. A flat-screen TV is mounted on the wall opposite the bed, while a stylish lamp and a soft blue light provide ambient illumination. A small kitchenette entrance is visible to the left.
Guest suite in Miami
4.89 out of 5 average rating, 175 reviews

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!

Guest favourite
A spacious studio is showcased, featuring a queen bed and a bunk bed beside it. The sleek marble flooring reflects abundant ceiling lights. A white kitchenette with dark cabinets and a potted plant complement the modern design. A mounted TV and shelves add functionality.
Guest house in Miami
4.95 out of 5 average rating, 168 reviews

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.

Top guest favourite
A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.
Home in Miami
4.97 out of 5 average rating, 389 reviews

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.

Guest favourite
A vibrant red hammock is suspended between two points, inviting relaxation. It is positioned against a white privacy fence, accompanied by a potted palm and a stone seating area. Sunlight casts a warm glow on the scene, enhancing the inviting atmosphere.
Guest house in Flagami
4.97 out of 5 average rating, 147 reviews

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.

Top guest favourite
A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.
Guest suite in Homestead
5 out of 5 average rating, 149 reviews

“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.

Guest favourite
A bright bathroom setting features a marble countertop with a modern sink. An illuminated circular mirror reflects overhead pendant lights. A decorative vase holds soft pampas grass, and essential toiletries are neatly arranged beside a stylish soap dispenser.
Guest suite in Miami
4.91 out of 5 average rating, 232 reviews

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

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