Kid-friendly holiday rentals in Westchester

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Westchester

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Top guest favourite

Home in Miami

4.97 out of 5 average rating, 116 reviews

Miami 3/2 Lakeside, Designed for Max Comfort

Lakefront home w/Beach in Kendall that's Spacious, Clean and Designed for Extra Comfortable Sleeping. Located in a very safe, family friendly neighborhood w/playground. I live in the same neighborhood & love it here. New AC+fans in all rooms. Peaceful back yard on lake that has lots of ducks, turtles, iguanas, ibis and egrets (no snakes/gators). Very desirable location, central to attractions/highways and walking distance from a lot. High Quality Beds, Super Fast Internet, Fully Stocked Kitchen.

Top guest favourite

Home in Miami

4.97 out of 5 average rating, 67 reviews

Stunning Family Fun Oasis With Heated Pool, Hot tu

Welcome to our family-friendly retreat in Miami! Our renovated, spacious home at offers comfort and convenience for all ages. Enjoy nearby attractions like the thrilling Aquatica water park and the vibrant Miami Children's Museum. Or stay in and enjoy the fully equipped kitchen, a cozy living area, and a private, covered backyard, with loads of games & toys, it’s perfect for family bonding. You’re just a short drive from beautiful beaches and shopping. Make lasting memories in sunny Miami!

Superhost

Home in Homestead

4.88 out of 5 average rating, 8 reviews

Casa Génesis

Perfect Location, enjoy with your family in this peaceful and family friendly house. Ideally located to explore the beautiful Florida Keys and Everglades National Park, for world-class fishing, snorkeling, and more. High-speed internet, plentiful parking space for 6 cars, Just a short drive to the Homestead Miami Speed way. Easily access to Baptist Health, Homestead & Black Point Park and many attractions. After adventure-filled days, return home and relax at this comfortable property.

Top guest favourite

Guest suite in Miami

4.96 out of 5 average rating, 127 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!

Guest favourite

Flat in Pembroke Pines

4.92 out of 5 average rating, 109 reviews

Great Studio at prime location

Studio is Conveniently located in Pembroke Pines, includes All the amenities that our guest will need , just bring your bags. My purpose is to provide a 5 star service and hosting . Located in a safe and nice neighborhood, 4 miles from Hard Rock Hotel Casino, 11 from Hollywood Beach, 11 Miles from FIL Airport 12 from Las Olas Beach, 9 mil to Hollywood Beach, Convenient if you have a car, but is safe to walk to the bus stop or walk around the neighborhood to the local supermarkets

Guest favourite

Apartment in South Beach

4.87 out of 5 average rating, 223 reviews

WALK TO BEACH⛱SOBE PENTHOUSE⛱South of 5th⛱Parking

Comfort & Convenience Stylish, fully furnished condo with modern amenities Juliette balcony with stunning water and city views Fully equipped kitchen for a home-like stay Relax with HBO, Netflix, and Prime Video Family Friendly Baby high chair & crib available Beach essentials: chairs, cooler, toys Prime Location Quiet, safe neighborhood with a 95 Walk Score 1 block from the beach Steps from Miami’s top restaurants & cafes 15 min to Downtown, Brickell, Wynwood & Design District

Guest favourite

Apartment in Coral Way

4.81 out of 5 average rating, 243 reviews

FANCY APT by Coral Gables & Coconut Grove

You found exactly what you were looking for! Comfort, location, safety, well stock kitchen, washer, and dryer inside the unit, your own parking space, and more! Cherish the vibe of Coral Gables, Coconut Grove, and Brickell? Great, we literally in the middle of these great neighborhoods. Answer to frequent questions: We are 20 minutes away from South Beach and 15 from the Airport. Children beach in Key Biscayne, 11 min away!

Superhost

Home in Hollywood Hills

4.83 out of 5 average rating, 53 reviews

~Hollywood Luxury • 6BR Retreat • Gated Pool ~

Unwind in Style at this Luxe Hollywood Hills Hideaway! 🌴✨ This fully updated 6-bedroom, 4-bath gem is ideal for families and groups. Enjoy two en-suite masters with direct access to your private GATED pool—built for comfort and class. Nestled in the iconic Hollywood Hills, you're minutes from beaches, attractions, nightlife, and shopping—plus walking distance to synagogues and near kosher eats. Your dream stay starts here!

Guest favourite

Cottage in Emerald Hills

4.95 out of 5 average rating, 111 reviews

Charming 2 Bdrm Pool House near Hard Rock Casino

Charming pool cottage on gorgeous tree-lined property. All amenities you can want. 2 bedrooms, newly renovated. 1 cabana bathroom; Includes kitchen, laundry machines, smart TV w/ WiFi. Large gated HEATED Saltwater Pool, playground, garden viewing, outdoor patio on premises, Private BBQ patio. Parking available for up to 3 cars. Private fenced in property- great for dogs. Private entrance included, through the gate.

Top guest favourite

Home in Fort Lauderdale

4.84 out of 5 average rating, 117 reviews

Nick's Waterfront Oasis w/Private Heated Pool

This beautiful, private, single family waterfront home is in the sought-after Citrus Isles area of Fort Lauderdale. Rent a boat and cruise around the "Venice" of America. With no fixed bridges to the ocean, it is an easy 15 minute boat ride to downtown and the trendy waterfront restaurants and bars of the famed Las Olas area. Or relax by the heated pool with the iguanas and beautiful butterflies!

Guest favourite

Flat in Fort Lauderdale

4.93 out of 5 average rating, 129 reviews

#8 Heated Pool, Large Yard, 1BR+sunroom/office

Completely renovated! Everything brand new as of Aug 24, 2023! Bed: true king-size bed, mattress measures 76x80" Pool: shared, heated year round, 20x40’ (6x12m), very deep Grill: shared gas grill in backyard SmartTV: in LR and BR, log on to your Netflix/HBO/etc account Kitchen: fully equipped, with dishwasher Wifi: ultra-high-speed (1 Gbps) from Comcast Parking: free, off-street, two cars

Guest favourite

Apartment in Bay Harbor Islands

4.93 out of 5 average rating, 28 reviews

Luxury Condo w/ Rooftop Pool | 5-Min to Beach

This luxury 2-bedroom, 2-bath condo in Bay Harbor Islands offers a stylish and comfortable stay just minutes from Surfside Beach and Bal Harbour. Enjoy an open living space filled with natural light, premium bedding, and high-speed wifi for a seamless experience. The building offers a rooftop pool with incredible views and quick access to top shopping and dining spots.