
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.

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!

Cosy Guesthouse Central Located
Welcome to our centrally located Miami guesthouse! This cozy retreat is perfect for solo travelers or couples. Complete renovated with free private gated parking, your own entrance and outdoor patio to enjoy a comfortable stay with modern amenities and easy access to the city's top attractions. Just minutes away from Miami Airport, Downtown, Coral Gables and the Beaches. Convenient located to explore nearby restaurants, shops, and nightlife. Book your stay now for a memorable Miami experience!

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.

Guest Suite-Exterior Entrance, SelfCheckin.
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel safe and welcome here! -GATEWAY to the Keys and Everglades -Private entrance -Self Check-in -Free Parking -Fast WIFI -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

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!

Private Guest Suite
Beautiful lake view GUEST SUITE. It includes a private bedroom with private bathroom & entrance. The room sleeps up to 4 guests in a bunk bed consisting of 2 twin beds and a full size bed on the lower level. Room has a TV, mini-fridge, & access to an outdoor area to enjoy the great lake view. There is an additional $20 per person per night fee for more than 2 guests. Note: there is no kitchen access therefore no cooking on premises. Miami Beach = 26 miles Miami Airport = 19 miles

Your Own Private Tropical Studio
Beautiful recently renovated private getaway with all the comforts of home. Private studio with private entrance and parking. Minutes from public transportation, University of Miami, Nicklaus Children's Hospital, South Miami, Coral Gables, Coconut Grove and a quick drive to Brickell, Miami Beach, South Beach and Downtown Miami. You'll have the best of both worlds: easy public transportation and in a green, quite, peaceful and safe neighborhood. Frankly, it's really a cool place!!

2PPL/Top Location/Parking/10 min Airport #3
Brand-new private studio with free parking just minutes from Miami Airport, Coral Gables, and South Beach. Enjoy premium mattresses and a smart TV with Netflix. We maintain exceptional cleanliness for a comfortable, worry-free stay. No animals of any kind are allowed, including service animals, due to an Airbnb-approved health exemption. We cannot store luggage. Early check-in at 1 p.m. is available for a $15 fee, with advance notice. Thanks for choosing our place!

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.

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.
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Corner Deluxe Studio w/ City View Free Park & Pool

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

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

[Top Pick] Stunning Family Fun Oasis With Heated P

Modern 1 Bedroom In The Heart Of Downtown Doral

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

The Lux Paradise Miami

Guesthome w/ Heated Pool 5 mins from Miami Airport
Family- and pet-friendly home rentals

Tiny House • Urban Glamping Grove Micro Retreat

Cozy Studio Near Airport | Near Beaches & Downtown

Miami Fun Oasis, Heated Pool & Private Mini Golf

"Casa Mia's" pool & BBQ bungalow

Modern Private Room | Super Clean and Quiet Stay

Studio with private entrance, 2 queen beds & bath

Luxurious master bedroom, bath & private entrance.

South of Fifth Studio Steps to Beach on Ocean Driv
Family-friendly home rentals with a pool

Sparkling Clean🌟Brand New Luxury Studio with Pool🏊🏼♂️

Encanto Family/Heated pool/center of Miami/BBQ

Grove Casita Pool Paradise, 6min beach, Parking

Ily's House

Magnolia House Heated Pool with Slide/Gazebo/ BBQ

Cool Room for 4 - Pool & Parking

Cozy private guest studio

Dharma |15% off Monthly| Perfect 1B | South Miami
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$55,474 GYD | G$61,964 GYD | G$68,663 GYD | G$58,824 GYD | G$64,476 GYD | G$61,126 GYD | G$65,522 GYD | G$58,614 GYD | G$53,590 GYD | G$53,590 GYD | G$54,428 GYD | G$67,407 GYD |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about vacation rentals that are family-friendly in Westchester

Total vacation rentals
Explore 100 vacation rentals in Westchester

Nightly prices starting at
Westchester vacation rentals start at G$14,654 GYD per night before taxes and fees

Verified guest reviews
Over 5,440 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Westchester vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Westchester rentals

4.8 Average rating
Westchester stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a patio Westchester
- House rentals Westchester
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- Pet-friendly rentals Westchester
- Rentals with pools Westchester
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- Rentals with a washer and dryer Westchester
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- Miami Beach - South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Design District
- Miami Beach Convention Center
- Hard Rock Stadium
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- Bal Harbour Beach
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