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Family-friendly vacation 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.

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Top guest favorite

A spacious bed is presented with a vibrant orange textured coverlet and decorative pillows. A wooden chair is positioned nearby, while a sleek wardrobe stands against the wall. Colorful wall art adds visual interest to the room's decor.

Guest suite in Miami

4.9 out of 5 average rating, 114 reviews

Luxurious master bedroom, bath & private entrance.

You will be in a welcoming Master Bedroom beautifully decorated with ensuite bathroom and private entrance . High end amenities include: King bed,clean sheets and linens, bathroom toiletries,small stove, fride,microwave, toaster and coffee maker. TV with local channels and Netflix , Wi-Fi, private patio with relaxing sit-in area. The room is private,with no access to the main house A reserved parking for one car is free and is in front of the house.Video system in front & back of the house.

A light-filled bedroom features a spacious bed with crisp white linens and a built-in headboard. French doors lead to an outdoor space, while a flat-screen TV is mounted on the wall. Soft gray curtains frame the windows, complementing the neutral decor.

Guesthouse in Miami

4.82 out of 5 average rating, 238 reviews

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!

A well-lit room features a spacious bed with white linens and a light grey blanket, complemented by a simple desk and chair setup. Natural light filters through the window, enhancing the minimalistic decor. A garment rack is placed against the wall, contributing to the room's functionality.

Guesthouse in Miami

4.88 out of 5 average rating, 201 reviews

Clean/Cozy Studio Private/own entrance+Kitchenette

Private in-law flat, with its private entrance! It's a beautiful room, tastefully and minimalistically decorated, with its own entrance so you can come and go as you need. It has a spacious private bathroom, mini kitchen, mini fridge, desk (can be used to eat or work space), garment rack w/ space for shoes, luggage rack, wi-fi, one free parking space, and TV with Netflix (no cable). Great for relaxing, for couples/business/solo travelers, and/or if you're looking to unplug! Recently furnished.

A modern bedroom features a spacious bed adorned with decorative pillows, set against a sleek dark accent wall. A warm light fixture and bedside table complement the inviting atmosphere. A window offers a glimpse of natural light, enhancing the stylish decor visible in the room.

Apartment in Coconut Grove

4.82 out of 5 average rating, 174 reviews

Amazing Suite City View in Coconut Grove Free Park

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright unit on the 17th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 guests w/a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, business center, 24-hr security, squash.

The studio features a spacious bed dressed in aqua blue bedding, complemented by matching decor. A small refrigerator and microwave are positioned near the wall, alongside a coffee station. Natural light enters through a window, enhancing the clean and inviting atmosphere.

Guesthouse in Flagami

4.88 out of 5 average rating, 1,117 reviews

Little Gables Studio A

Private entrance, beautiful, clean studio located in the heart of Miami. 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, and Brickell. 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. Excellent location.

A well-lit bedroom is showcased, featuring a spacious bed with patterned bedding. A decorative wall art adds visual interest. A small wooden table and chair are positioned near a window with light-filtering curtains, while a flat-screen TV rests on a wooden stand.

Apartment in Miami

4.83 out of 5 average rating, 103 reviews

Nice apartment on property, equipped, two rooms

Independent apartment located in a house, near Tropical Park, Weschester. Just 12 min. from Miami Airport, near to Coral Gables, Sunset, Coconut Groves, UM, FIU, Dolphin Mall, shopping centers, Express way 826, just around 25 minutes from Miami Beach area. The place is fully arranged with Central A/C, washer and dryer, with 2 bedrooms upstair and living room- kitchen downstair . Walking distance for a lot of restaurants, sure and quiet neighborhood with free TV Cable/Wifi/parking area.

Top guest favorite

A well-lit studio features a spacious bed with decorative pillows, accompanied by stylish side tables and lamps. A wooden desk with a chair provides a functional workspace. A mounted TV is positioned above the desk, enhancing the modern design of the room.

Apartment in Flagami

4.97 out of 5 average rating, 315 reviews

Handy Studio

Charming & Affordable Private Studio ! Enjoy the perfect blend of modern comfort, style, and sustainability in this fully-renovated 600 sq. ft. studio. With a plush queen bed, cozy sofa bed, and a fully equipped kitchenette, it accommodates up to 3 guests comfortably. Thoughtfully designed for maximum privacy and relaxation, it’s ideal for leisure or business travelers. Just minutes from Miami’s top attractions, beaches, and dining. Book now for an unforgettable stay!

A private entrance is highlighted by a stone pathway leading towards a white gate. Flanking the path are neatly manicured green lawns and a decorative fountain featuring a statue. Soft lighting illuminates the area, creating a welcoming atmosphere.

Guest suite in Miami

4.77 out of 5 average rating, 552 reviews

Lake View Studio 6 Guest,Everglades.Dolphin Mall

Please Note this is NOT the entire house . We’re cleaning with Bleach and Lysol Spray disinfectant. The Studio has a private entrance for up to 6 guests, it consists of 2 Bedrooms and a bathroom. Room 1,( 1 Queen Bed) Room 2 (2 Queen Beds) “Outside Kitchenette” it has the Following: Microwave Mini Refrigerator Toaster Rice cooker Electrical pressure cooker Electric Pan Blender BBQ/small range. Small burner Dolphin & Dadeland Malls UM/FlU Univ.

Top guest favorite

An outdoor sitting area features two blue chairs arranged around a glass-topped table. A small potted orchid adds a touch of greenery to the space, with a backdrop of vibrant yellow walls and lush tropical plants framing the entrance.

Guesthouse in Coral Gables

4.96 out of 5 average rating, 297 reviews

Cozy Cottage in quiet neighborhood.

Refurbished, SMALL DETACHED STUDIO (no kitchen, and sitting area is outside) with King sized bed, Wifi, microwave, kettle, French Press, small TV with premium channels, mini fridge, and private shower. Our peaceful backyard sanctuary is perfect for relaxing with a glass of wine (complimentary bottle upon arrival!) music,and/or a book. 2 miles to Miracle Mile restaurants / 12 miles to South Beach (20 - 30 mins.)/ Wynwood / Little Havana (3 miles).

A serene waterfront view showcases several three-story buildings framed by palm trees. The calm water reflects the bright blue sky dotted with fluffy clouds, while a fountain creates gentle ripples, enhancing the tranquil atmosphere of the resort.

4.95 out of 5 average rating, 654 reviews

Marriott Villas and 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.

A spacious sleeping area features a king-sized bed with a patterned gray and white blanket. Two bedside lamps are positioned on wooden nightstands on either side of the bed. Soft, neutral walls enhance the room's calming atmosphere.

Guest suite in Miami

4.88 out of 5 average rating, 1,084 reviews

King bed close to the Miami Airport.

Beautiful studio with privacy. Private entrance, 1 king sized bed. Microwave & Mini-Fridge. Welcome snacks. All toiletries, clean white towels, hair dryer, fast WIFI. Flat screen TV. This is the Closest Airbnb to the airport (3 min drive), 12 min walk to the Airport Car Rental Center and the Metrorail Station. Perfect for layovers as well as longer stays. Great neighborhood! 15-20 min away from most Miami attractions.

The spacious studio features a queen bed with crisp white bedding against deep maroon walls. A comfortable couch and coffee table are positioned in the living area, while a flat-screen TV is mounted on a black cabinet. Light tiles reflect the room's brightness.

Guest suite in West Flagler

4.77 out of 5 average rating, 535 reviews

Spacious Modern Suite in Heart of Miami!

HUGE hip studio in the heart of Miami, with it's own private entrance and FREE private gated parking. Cozy up on a comfortable queen bed and enjoy all it's accessible amenities (Fridge, microwave, outdoor lounge area, jacuzzi, large modern bathroom, and entertainment system). Near airport and a quick drive to Downtown, Brickell, Miami Beach, Wynwood, Calle Ocho, Coral Gables, and other local hot spots.

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Popular amenities for Westchester family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright and inviting bedroom features a spacious bed with a light-colored comforter. A wall-mounted TV and a round mirror are displayed above a sleek dresser. A cozy armchair is positioned near the floor-to-ceiling windows, which offer scenic views of the surrounding area.

Condo in Coconut Grove

4.77 out of 5 average rating, 364 reviews

Balcony Ocean View ! Pool - WiFi - Gym - Parking

A private outdoor space features a spa-jacuzzi surrounded by lush greenery and potted plants. Patio furniture with woven chairs is arranged on a stone-paved area, providing a serene setting for relaxation. A shaded awning offers protection from the sun.

Guesthouse in Flagami

4.86 out of 5 average rating, 342 reviews

#1 hot Private Oasis Studio #1- Miami/Center/Beach

A group of white ibis is seen foraging on the grass near a calm river. The background features a serene waterway lined with greenery and decorative plants, while a modern seating arrangement is visible along the water's edge.

4.92 out of 5 average rating, 271 reviews

Tropical RiverHouse w/Spa & Deck

A scenic view of Biscayne Bay is captured from a private balcony, highlighting the blue waters and distant boats. The image includes glimpses of the lush greenery along the shore and nearby buildings, providing a backdrop to a serene waterfront setting.

Apartment in Coconut Grove

4.88 out of 5 average rating, 197 reviews

Amazing Studio - Walking Distance to Cocowalk

An open living area features a spacious sectional sofa facing large floor-to-ceiling windows, providing natural light and views of the surrounding greenery. A glass dining table and four chairs complement the modern aesthetic, while a stylish area rug anchors the seating arrangement.

Apartment in Coconut Grove

4.91 out of 5 average rating, 119 reviews

2-story:Luxury PH located in Coconut Grove Hotel!

A tall skyscraper named 'Brickell Arch' is depicted, featuring a sleek glass facade reflecting the sky. Tall palm trees are positioned in the foreground, complementing the modern architectural design of the building.

Apartment in Brickell Business District

4.78 out of 5 average rating, 309 reviews

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING

Top guest favorite

A spacious studio features a king-sized bed and a pull-out sofa, with large windows showcasing city views. Neutral colors enhance the relaxing atmosphere. Two framed black-and-white photographs adorn the walls, complementing the contemporary furnishings.

Condo in Coconut Grove

4.93 out of 5 average rating, 291 reviews

CityView Balcony Pool& Hottub. Wi-Fi. Full Kitchen

The image features a panoramic view of the beach and ocean, with the hotel's pool area and lush landscaping visible. Sunbeds are arranged around the pools, surrounded by palm trees under a clear blue sky.

Apartment in Mid Beach

4.91 out of 5 average rating, 221 reviews

Ocean View Sorrento Fontainebleau Miami Beach Unit

Family- and pet-friendly home rentals

Top guest favorite

A cozy living area features a spacious sectional sofa arranged around a circular table. Large windows allow natural light to fill the space, opening to a view of the deck. A simple art piece hangs on the wall, adding a touch of color.

Cottage in Coconut Grove

4.9 out of 5 average rating, 379 reviews

Coconut Grove Private Garden Cottage + Parking

A modern townhouse complex features a striking architectural design with clean lines and multiple balconies. Lush palm trees and colorful landscaping frame the exterior, contributing to a vibrant atmosphere against a clear blue sky.

Townhouse in Brickell

4.85 out of 5 average rating, 120 reviews

2110 Brickell Avenue #1

Two spacious beds are highlighted in the inviting bedroom, featuring wooden headboards and soft white bedding. Natural light floods the room through a large window with sheer curtains, offering views of the greenery outside.

4.85 out of 5 average rating, 112 reviews

Miami - Group Retreat #1

A serene outdoor space is highlighted by a heated saltwater pool surrounded by lush palm trees. Poolside seating includes elegant iron chairs and tables. Soft lighting enhances the tranquil ambiance, creating a welcoming atmosphere for relaxation and enjoyment.

4.92 out of 5 average rating, 193 reviews

Private Pool and Tropical Garden Oasis

Top guest favorite

4.89 out of 5 average rating, 228 reviews

Large heated Pool Home (Centrally Located)

A cozy studio space features a comfortable queen bed with a twin trundle underneath. A rustic wooden dining table is positioned nearby, complemented by black metal chairs. Large windows invite natural light and offer views of a lush outdoor area, framed by green drapes.

Guesthouse in Coral Way

4.94 out of 5 average rating, 610 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

The exterior of the duplex features a well-maintained garden with lush green grass. A concrete walkway leads to the entrance, framed by two large windows. The front door is white with a small window, complemented by a subtle doormat. A red vehicle is parked nearby.

Guesthouse in Coral Way

4.84 out of 5 average rating, 332 reviews

Stylish Stay Close to UM & City Vibes

A private tropical courtyard is showcased, featuring patterned stone flooring surrounded by lush greenery. Comfortable lounge chairs and a dining table enhance the outdoor space, while vibrant flowers add color to the setting. The fenced area creates a secluded atmosphere for relaxation.

Guesthouse in Upper Eastside

4.88 out of 5 average rating, 372 reviews

Charming private cottage for two.

Family-friendly home rentals with a pool

A serene backyard features a crystal-clear salt-water pool, complemented by a wooden deck lined with six lounge chairs. The evening sky displays shades of purple, while string lights create a warm ambiance around the covered patio area, surrounded by lush greenery.

4.87 out of 5 average rating, 324 reviews

Boutique and stylish home - saltwater POOL

A spacious outdoor area features a saltwater pool and a hot tub surrounded by lush tropical plants. A thatched tiki hut provides shaded seating, while a patio with lounge chairs is situated nearby. The home's façade is visible, highlighting large windows.

Home in Homestead

4.93 out of 5 average rating, 402 reviews

Private Paradise between Miami & the Keys

An open-concept living area is displayed, featuring a plush brown sofa facing a sleek coffee table. The modern dining space is visible in the background with a white table and gray chairs. Large mirrors create an airy feel, and warm wood flooring enhances the ambiance.

Apartment in Brickell Business District

4.8 out of 5 average rating, 192 reviews

Home Style Apartment in the Heart of Brickell

The luxurious ocean-front condo features modern architecture with multiple stories and large balconies. A well-maintained pool area includes lounge chairs and umbrellas, set against a clear blue sky. Palm trees contribute to a tropical environment surrounding the building.

Hotel room in North Beach

4.9 out of 5 average rating, 288 reviews

OCEAN AND BAY VIEW LUXURY 1BR MONTE CARLO PARKING!

Top guest favorite

A clear swimming pool is surrounded by lush tropical vegetation, including palm trees and large green plants. Two lounge chairs are positioned beside the pool, offering a serene setting for relaxation. The pool deck is made of brick, enhancing the natural ambiance.

Guesthouse in Biscayne Park

4.95 out of 5 average rating, 498 reviews

Cozy and charming cottage

Guest suite in Pembroke Pines

4.94 out of 5 average rating, 714 reviews

Studio- Between Hard Rock Stadium & Casino

Top guest favorite

Lounge chairs are positioned on lush green grass beside a serene, palm-fringed pool. The pool features a textured stone border and is accented by colorful inflatable toys. Plentiful tropical plants enhance the tranquil outdoor setting.

Home in Hollywood

4.98 out of 5 average rating, 354 reviews

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

4.79 out of 5 average rating, 150 reviews

Waterfront Home 3/3.5 Resort Style-Heated Pool*

Quick stats about vacation rentals that are family-friendly in Westchester

Total rentals
90 properties
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees
Total number of reviews
4.6K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Destinations to explore