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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 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.

Apartment in Miami

4.98 out of 5 average rating, 430 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!

Guesthouse in Miami

4.91 out of 5 average rating, 129 reviews

Apto. Miami near FIU and Malls

A totally new space to enjoy the city of Miami, it is very comfortable and it is very well located Perfectly located next to Dolphin Mall (main outlet in Miami) and FIU. 10 mins to Miami Airport, Everglades and Miccosukee Casino.15 mins to Little Habana.Walking distance to supermarkets (Publix, Walmart, Sedanos, etc.), pharmacies (Walgreens and CVS) coffees (Starbucks, Don Pan, etc.) restaurants (McDonald´s, Pollo Tropical, Domino´s Pizza, latino restaurants, sushi, etc.) and stores Walmart Ross

A full-size bed displays a gray quilted cover and decorative pillows, including one with a bicycle illustration. A bedside table with a lamp sits next to the bed, and natural light enters through the window, which is adorned with blinds for privacy.

Apartment in Flagami

4.89 out of 5 average rating, 233 reviews

Cute studio near MIA Airport

Cozy and updated studio,attached to our house.Private entrance & small patio.Parking,WiFi,smart TV/Netflix,small kitchenette,full refrigerator,coffee maker and electric stove. It has full size bed with linens and towels for up to two guests.If requested we can accommodate a 3rd guest,for a nightly cost of $ 10.Complimentary coffee, tea and creamer.Located 6 miles from Miami Intl Airport, blocks away from Palmetto and Dolphin Express-Ways.Quiet neighborhood close to supermarkets and restaurants.

Top guest favorite

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, 348 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.

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, 170 reviews

MIA studio in house near airport

This PRIVATE unit for up to two guests with two beds (queen & twin), en-suite bathroom and kitchenette, and LIMITED PARKING, is ONE of TWO private guest units in our home, with luggage dropoff allowed. Click "Show more" for the full description. Please let us know what brings you to Miami, so we can make sure our accommodations meet your needs, and if you plan to bring a car. We also need your assurance that all guests are over 12 years, and that you've read and accepted our rules. Thank you!

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.

4.92 out of 5 average rating, 371 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.

A spacious living area is presented with modern furnishings, including a large gray sofa facing a sleek television mounted on the wall. Light-colored cabinetry and a dining table are visible in the background, while a fireplace adds warmth to the ambiance. Potted plants offer a touch of greenery.

4.89 out of 5 average rating, 111 reviews

The Lux Paradise Miami

Enjoy a stylish experience at this centrally-located place. Located in the heart of Miami, our property is close to all the main attractions the city has to offer. Whether you’re looking to explore vibrant neighborhoods like Little Havana and Coconut Grove, enjoy the stunning beaches of Miami Beach, or visit popular spots like the Miami Zoo, Vizcaya Museum, and the bustling Brickell area, you’ll find everything within easy reach. Perfect for those who want to experience the best of Miami!

Top guest favorite

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!

Apartment in Flagami

4.79 out of 5 average rating, 852 reviews

2PPL/Top Location/Parking/10 min Airport #3

Sleek, Stylish, and Close to the Action Welcome to your private urban oasis — a bright, modern loft in the heart of the city. Whether you’re here for business or getaway, this is your ideal home base. • Queen-size memory foam bed • Smart TV with streaming apps • Gig-speed Wi-Fi for work or play • microwave, fridge, ice cold AC 📍 Prime Location: Located near Miami International Airport, Coral Gables and about 20 minutes from South Beach minutes to cafés, shops, and nightlife.

A decorative vase with blue flowers is positioned on a white coffee table. In the background, a flat-screen TV is placed on a low white entertainment unit, and natural light filters through a window with contemporary blinds.

Guest suite in Miami

4.92 out of 5 average rating, 161 reviews

Private Guest Suite w/ Patio in Miami

Cozy private suite room located in a private home, in Westchester. Great for travelers looking to stay close to the airport and popular destinations here in Miami. The suite is located on the left side of the main house with its own private entrance and side patio. Free street parking. Ideal for 2. Hermoso efficiency con excelente ubicacion en Westchester. Entrada y pequeño patio privado. Cerca de diversos destinos en Miami incluyendo Miami International Airport.

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.

Guesthouse in Miami

4.95 out of 5 average rating, 167 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 favorite

A bright sleeping area features a spacious bed adorned with colorful pillows. A modern workstation and wall-mounted TV are visible. The kitchenette is equipped with essential appliances, and a glimpse of the bathroom can be seen through an open door.

Guest suite in Flagami

4.95 out of 5 average rating, 176 reviews

Independent apartment in downtown Miami

We are ready to make your stay a quiet and pleasant experience. We are located 8 minutes from Miami International Airport, close to universities and specialized clinics, nearby shopping places, and a 20-minute drive to the beaches of Miami Beach, Key Biscayne and other interesting sites. Enjoy a space in the middle of the city, private, quiet, independent, safe, equipped with the basic implements necessary for your comfort. Welcome!

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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 modern dining area features a sleek glass table surrounded by six white chairs. Brightly lit by natural light, the room includes a view of the balcony outside and is complemented by contemporary wall art and decor.

Condo in Brickell

4.88 out of 5 average rating, 298 reviews

★AMAZING CONDO in BRICKELL-Bay & City View Parking

The spacious room features two beds with soft white linens and decorative orange throws. A comfortable seating area is present, alongside a work desk. Large windows illuminate the space and offer a view of the outdoor balcony and city skyline.

Condo in Coconut Grove

4.9 out of 5 average rating, 128 reviews

Stunning 12th Floor Studio in the Heart of Grove

Top guest favorite

A refreshing private pool is surrounded by a stone patio, with a hot tub nearby. Lush greenery and well-maintained plants create a serene outdoor environment. The guesthouse, featuring a tiled roof, is positioned in the background beyond the pool area.

Guesthouse in Miami Springs

4.91 out of 5 average rating, 300 reviews

Tropical & Private Bungalow/Pool

A modern kitchen features sleek cabinetry and stainless steel appliances, including a microwave and stove. An island with a white countertop separates the kitchen from an open living area, which includes a dining table and a comfortable seating arrangement. Natural light flows in through sliding glass doors leading to a balcony.

Apartment in Doral

4.8 out of 5 average rating, 226 reviews

Modern 1 Bedroom In The Heart Of Downtown Doral

A bright and airy living space features a modern kitchen with shiny appliances and a dining area with colorful chairs. Large windows allow for ample natural light, revealing a spacious area with a cozy bed set against a vibrant wall. Scenic views of the cityscape are visible beyond.

Apartment in Coconut Grove

4.92 out of 5 average rating, 251 reviews

Coconut Grove: 10th Fl Studio-Parking Included

Top guest favorite

A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.

Guesthouse in Miami

4.99 out of 5 average rating, 222 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

A spacious studio is showcased with a cozy gray sofa and a wooden coffee table at its center. A green accent wall features tropical art, while a 55” flat screen TV is positioned nearby. Natural light filters through large windows, illuminating the inviting space.

Guest suite in Miami

4.77 out of 5 average rating, 551 reviews

The Miami Tropic Suite•Private Stay+Free Parking

A serene outdoor pool area is surrounded by lush tropical landscaping, featuring a clear blue pool and several lounge chairs. Umbrellas stand by the poolside, providing shade, while additional seating is available nearby, creating a welcoming space for relaxation.

Condo in Coconut Grove

4.99 out of 5 average rating, 117 reviews

Your Bay View Escape in Coconut Grove w Pool & Gym

Family- and pet-friendly home rentals

Top guest favorite

A colorful playhouse stands alongside a yellow slide, surrounded by a grassy yard. The playhouse features a welcoming door and a small window, with a sunflower positioned outside. Lush greenery and planters fill the backdrop, enhancing the playful outdoor space.

4.9 out of 5 average rating, 233 reviews

Large heated Pool Home (Centrally Located)

A bright living area features a modern sectional sofa complemented by vibrant cushions. A wooden coffee table sits centrally, while a dining table and chairs are positioned nearby. Large windows allow natural light to fill the space, accentuated by sheer white curtains.

4.78 out of 5 average rating, 179 reviews

Miami Close to it All

A modern living area is featured with soft beige armchairs and a glass coffee table. Wall lighting frames the space, creating a bright ambiance. In another section, a well-lit bedroom displays a spacious bed with neutral-toned linens and decorative cushions, while large windows allow natural light to enter.

Home in Flagami

4.84 out of 5 average rating, 159 reviews

Orismay Luxury Apartment, Miami

A cozy bedroom features a queen-size bed with fresh linens and decorative pillows. Natural light enters through a window adorned with light curtains. Wooden flooring complements the space, which includes bedside tables and lamps for additional lighting.

Guesthouse in Flagami

4.97 out of 5 average rating, 160 reviews

Cosy Guesthouse Central Located

A modern studio apartment features an open layout with a well-equipped kitchen and seating for two at a sleek countertop. A cozy couch sits across from a queen bed, with a light rug underfoot. Natural light enters through a window framed by horizontal blinds.

Condo in Palmetto Bay

4.91 out of 5 average rating, 290 reviews

Bright Modern Studio Apartment

A bright guest suite features a spacious bed dressed in coral bedding, complemented by a modern ceiling fan. A small round table with a white coffee cup is positioned beside a red and white chair. Green walls and a decorative art piece enhance the room's ambiance.

Guest suite in Miami

4.85 out of 5 average rating, 185 reviews

♥ Charming Suite, Private Entrance, Dolphin Mall ♥

A spacious living area features a high wooden ceiling and natural light flowing through large windows. A comfortable blue sofa with colorful cushions is positioned alongside a coffee table. A stylish area rug and wall art complete the inviting aesthetic.

4.84 out of 5 average rating, 105 reviews

Paradise Awaits! Managed by BNR Vacation Rentals

Top guest favorite

The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.

Guesthouse in South Miami

4.97 out of 5 average rating, 136 reviews

South Miami Cottage

Family-friendly home rentals with a pool

A modern living area is presented, featuring a comfortable sectional sofa adorned with orange and neutral cushions. A round wooden coffee table occupies the center, accompanied by a woven basket and a textured rug. Natural light illuminates the space through windows with white blinds.

4.91 out of 5 average rating, 112 reviews

*POOL* |Sleeps 8|Near Coral Gables | Dadeland Mall

A dedicated workspace is featured with a wooden desk and a stylish white chair, positioned against an orange accent wall. A globe and decorative vases adorn the desk. Natural light fills the area, with a soft rug covering the polished floor, creating a welcoming atmosphere.

Home in Miami Springs

4.97 out of 5 average rating, 174 reviews

Spanish House 3 Bedroom Pool House

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, 510 reviews

Cozy and charming cottage

Top guest favorite

The outdoor area features a tranquil patio surrounded by lush tropical plants and palm trees. A small pool is centrally located, with several seating options, including two stone benches and two wooden chairs. A statue adds a touch of elegance to the serene setting.

Tiny home in Homestead

5 out of 5 average rating, 43 reviews

“ Relax at Hacienda Paraiso” RM 3 | pool |

A spacious outdoor area features a blue pool with a water slide, surrounded by a tan stone deck. A covered gazebo with an outdoor dining set is visible, providing seating for guests. Lush greenery frames the background, enhancing the private atmosphere.

4.9 out of 5 average rating, 124 reviews

Magnolia House Pool Slide/Gazebo/Built in BBQ

Apartment in Doral

4.79 out of 5 average rating, 112 reviews

Urban & charming apartment near to Airport

Top guest favorite

The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.

Guesthouse in Miami

4.97 out of 5 average rating, 197 reviews

Cozy private guest studio

The image features a clear pool surrounded by a spacious patio, with two lounge chairs positioned nearby. Lush tropical plants and colorful potted flowers add to the serene environment. Soft string lights are hung above, enhancing the outdoor space during the evening.

4.76 out of 5 average rating, 113 reviews

Cozy Oasis Pool Home-1 Min from Baptist Hospital

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

Total rentals
90 properties
Nightly prices starting at
R1,231 ZAR before taxes and fees
Total number of reviews
5K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore