
Family-friendly holiday 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.

Peaceful 3BR Retreat in Quiet Miami Neighborhood
Welcome to your 🏡 away from 🏡! This comfortable and spacious 3-bedroom, 1-bathroom home is perfect for families and small groups looking for a relaxing stay. Location Perks: • Just 5 minutes from supermarkets, restaurants, and shopping • Easy access to Palmetto Expressway for quick trips around the city Important Notes: • This listing is for the main house only • The owner resides in the backside of the property. Book your stay and enjoy a comfortable, well-located home for your next trip!

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.

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.

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!

Tranquil Corner Studio with many Trees!
Your stay here will be one you will truly treasure. And will certainly be on your back to visit list when visiting Miami again. Large studio apt is COMPLETELY PRIVATE! /private entrance/private bathroom. Extra commodities to make you feel even more at home. Close to most tourists sites while main essential are provided for your beach enjoyment. I am not an ordinary host. My main purpose is to go that extra mile to make you as comfortable as possible. When you are HAPPY I am HAPPIER 🌸

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

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

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

Cute and Cozy Miami Studio
Cozy remodeled studio for your Miami getaway. This remodeled unit features a queen-bedroom set that can sleep two guests. A fully equipped kitchen, private entrance, a smart tv and a starter supply of toiletries to help you settle in comfortably. Centrally located just 25 minutes from South Beach, 10 minutes from Coral Gables, 25 minutes from the Miami Seaquarium, and less than a 10 drive to Brickell City Centre.

Delightful One Bedroom Camper with parking
3pm check-in time and 11am check-out time, you will enjoy Miami's beautiful sunny day in this exquisite 22" Camper/Mobil home. It has a full bathroom but SMALL, especially for someone that is recovering from a medical treatment. Please let us be aware of who will be joining the property. And remember this is a Camper and not a house room, so some functions are different. Enjoy the Camper moment
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Poolside Studio, Heart of Miami

Tropical & Private Bungalow/Pool

Condo in Brickell Business District

[Guest Favourite] Stunning Family Fun Oasis With H

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

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

The Lux Paradise Miami

The Miami Tropic Suite•Private Stay+Free Parking
Family- and pet-friendly home rentals

2 BedRooms for the price of one! cozy apartment.

Cozy Studio Near Airport | Near Beaches & Downtown

Cozy and private studio.

Your Cozy Home Away from Home – 10 min to MIA

Studio with private entrance, 2 queen beds & bath

Fully Renovated Studio Near Coral Gables & Calle 8

Casa Bella | Unit B

Best area of Doral with all the services!
Family-friendly home rentals with a pool

SF Stunning 12th Flr. Studio in the Heart of Grove

Tamiami Guest House- Studio #2 with pool

Grove Casita Pool Paradise, 6min beach, Parking

Miami Tropical Fun Oasis • Heated Pool & Mini Golf

Cozy private guest studio

Dharma |15% off Monthly| Perfect 1B | South Miami

Apartment in Downtown Miami

Tropical Paradise in Miami Brickell
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $465 NZD | $519 NZD | $575 NZD | $493 NZD | $540 NZD | $512 NZD | $549 NZD | $491 NZD | $449 NZD | $449 NZD | $456 NZD | $564 NZD |
| 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 holiday rentals that are family-friendly in Westchester

Total holiday rentals
Explore 100 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $123 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
100 of Westchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Westchester rentals

4.8 Average rating
Westchester stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Seminole Holiday rentals
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- Rentals with a hot tub Westchester
- Apartment rentals Westchester
- Rentals with a washing machine and dryer Westchester
- Rentals with outdoor seating Westchester
- Rentals with a patio Westchester
- Rentals with pools Westchester
- House rentals 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
- Broward Center for the Performing Arts
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Crandon Beach
- Key Biscayne Beach
- Biscayne National Park
- Gulfstream Park Racing and Casino
- Biltmore Golf Course Miami
- Miami Beach Golf Club
- Boca Dunes Golf & Country Club




