
Family-friendly holiday rentals in Westchester
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Top-rated family-friendly rentals in Westchester
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Quiet tropical Oasis setting with 1 bed and 1 bath
Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

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!

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!

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.

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.

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!

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.

Private duplex in the center of Miami.
1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 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, etc. 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.

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!

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.

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

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.
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!

Miami Vibes -Large HOT TUB, Privacy, Clean

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

Very Private 1/1 Apt w/Oasis Pool Patio Setting

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

Guesthome w/ Heated Pool 5 mins from Miami Airport

Gorgeous City View Suite in Coconut Grove Free Pkg
Family- and pet-friendly home rentals

Orismay Luxury Apartment, Miami

Cozy Studio Near Airport | Near Beaches & Downtown

Cozy and private studio.

Cosy Guesthouse Central Located

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

Modern Private Room | Super Clean and Quiet Stay

Fully Renovated Studio Near Coral Gables & Calle 8

Flamingo | Top Location | FREE Parking | W&D | BBQ
Family-friendly home rentals with a pool

Modern and Comfortable Suite

Spanish House 3 Bedroom Pool House

Cozy and charming cottage

Encanto Family, cozy heated pool, center of Miami

Oasis Tropical Miami- Fun Mini Golf & Heated Pool

Cozy private guest studio

Studio Apartment Dino's Place

Best area of Doral with all the services!
Quick stats about holiday rentals that are family-friendly in Westchester
Total rentals
100 properties
Nightly prices starting at
$122 NZD 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
- Rentals with pools Westchester
- Pet-friendly rentals Westchester
- Rentals with a washing machine and dryer Westchester
- House rentals Westchester
- Rentals with a hot tub Westchester
- Rentals with a patio Westchester
- Apartment rentals Westchester
- Rentals with outdoor seating 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