
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 š” away from š”! 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!

10 ppl |Top Location | 20 Min Beach | Bar | Patio
Welcome to our newly renovated house, perfect for spending some unforgettable days with your family and friends Why booking with us? 1- Best Location in the heart of Miami. 2- 15 Min to Wynwood Art District 3- 15 Min to Downtown and Brickell 4- 20 Min to Beach 6- 4 Bedrooms | 2 Baths 7- Designed for 10 guests (1 King , 2 Queen, 2 Twins, 1 Queen Sofa Bed) 7- Free Parking (5 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Bar 11- Kids Playground 11- Private Patio 12- Barbecue Area 13- 4 TVs

Charming house with private pool & large patio
This is the classic 1950ās 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.

[Kids Favourite] World Cup Family Oasis | 5BR | Ht
Welcome to our family-friendly retreat in Miami! Our renovated, spacious home at offers comfort and convenience for all ages. Enjoy nearby attractions like the thrilling Aquatica water park and the vibrant Miami Children's Museum. Or stay in and enjoy the fully equipped kitchen, a cozy living area, and a private, covered backyard, with loads of games & toys, itās perfect for family bonding. Youāre just a short drive from beautiful beaches and shopping. Make lasting memories in sunny Miami!

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 youāre 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, youāll find everything within easy reach. Perfect for those who want to experience the best of Miami!

Miami Palm House with HEATED POOL & BBQ/BAR
Bring the whole family and friends to this Tropical Miami Home with lots of room for gatherings and entertainment! Enjoy the entire house with a stunning backyard, salt pool and gazebo! FREE PARKING 12 Guests. 4 Bedrooms. 9 Beds. 2 Baths Patio: Large Salt Pool (child friendly) BBQ Grill, Fridge, Wine Cooler, Bar Counter, Outdoor Lounge Furniture, Mini Golf Area Rooms: Bedroom 1: 1 Queen Bed Bedroom 2: 1 Queen Bed 1 Twin Bed Bedroom 3: 1 Queen Bed Bedroom 4: 5 Twin beds & (Game Room)

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

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!

Greek House ⢠Heated Pool + Game Room ⢠Near MIA
š Private Heated Pool š“ BBQ š® Family room w/ foosball š³ Full kitchen + air fryer, coffee & essentials šļø 3 bedrooms Ā· 2 Kings + 2 Queens + sofa beds (12 guests) šŗ 5 Smart TVs Ā· fast Wi-Fi š§ŗ Pool & bath towels provided š§³ Easy check-out ā no chores š 10 min ā FIU šļø 15 min ā Dolphin Mall āļø 15ā20 min ā MIA Airport š 25ā30 min ā Brickell & Wynwood š 35ā40 min ā South Beach š¾ Pets welcome Ā· Pet fee applies š¤ Superhost care ā English & Spanish š« No parties or indoor smoking

Cozy studio in Miami with private access.
Beautiful Studio in the Sunset area, with everything you need for your next visit to Miami. This studio has a completely private access with an exterior patio area. This location is walking distance to supermarkets (Publix), restaurants and schools. It is located in a very nice and quiet neighborhood. Aproximate driving times: 5 Minutes to 826 10 Minutes to FIU 10 Minutes to UM 10 Minutes to Coral Gables 15 Minutes to Coconut Grove 20 Minutes to Downtown Miami

Stylish Studio Retreat ā Private Entry + Parking.
Look no furtherāthis cozy, stylish studio is in a quiet neighborhood, perfect for relaxing or working. Just 18 min from the airport, 10 min from Dolphin & International Mall, and 3 min from Florida International University and major expressways. About 30 min to Downtown, Miami Beach, and Port of Miami. Close to restaurants, gyms, and shops. Fast WiFi included for work or streaming. Private entrance and free parking included for your convenience.

Casita For Families, Pets, Medical Stays | Hot Tub
Welcome to your perfect stayāideal for families, pets, or medical visits! Guests rave it's āsparkling clean and designed to perfection!ā ⨠Everything you need is here: š¶ Crib, stroller & high chair for little ones š¶ Pet-friendly w/ waste stations & big yard š„ Near top hospitalsāgreat for recovery or rest Enjoy these extras: ā Free snacks, coffee & tea bar š„ BBQ, free parking & your own private hot tub! š§“ Toiletries, beach gear & laundry
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Corner Deluxe Studio w/ City View Free Park & Pool

FIFA 2026-Guest house w/pool, hot tub, grill, golf

Tiny House-Tesla-Hot Tub-BBQ-Near FIFA World Cup

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

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

BEAUTIFUL HOME 2/1 W/ POOL FT LAUDERDALE-MIAMI

Bay Views, Pool & Gym Access in Coconut Grove

Sleek Studio at Elser | Resort Pool & Downtown
Family- and pet-friendly home rentals

Cozy and Stylish Home in Miami w HotTub & Patio

Peacock Boho Chic Retreat

Immaculate spacious 3/2 in the heart of Miami, FL

Home Sweet Home Near Malls Airport Highway

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Retro Chic Retreat-Heated Pool- PingPong Table

Tropical Grove Bay 1/1 | Newly Renovated Escape

Aurea | 12 PPL | Pool | BBQ |Playground |Mini Golf
Family-friendly home rentals with a pool

Spanish House 3 Bedroom Pool House

3/2 Home with Pool & Bbq near Dadeland Mall

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Joy Day Off: Pool & Billiards Home

Miami Oasis: Charming home with private pool

Waterfront Retreat + Heated Pool + Sand Court

Terramar Villa- World Cup Luxury near Doral & MIA

Studio Apartment Dino's Place
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £290 | £269 | £295 | £209 | £229 | £217 | £233 | £208 | £190 | £202 | £221 | £281 |
| 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 90 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 5,550 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
90 of Westchester holiday rentals include wifi 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 ā averaging 4.8 out of 5!
Destinations to explore
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- Rentals with a patioĀ Westchester
- Pet-friendly rentalsĀ Westchester
- Rentals with poolsĀ Westchester
- Rentals with a hot tubĀ Westchester
- Flat rentalsĀ Westchester
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- Rentals with a washing machine and dryerĀ Westchester
- House rentalsĀ Westchester
- Family-friendly rentalsĀ Miami-Dade County
- Family-friendly rentalsĀ Florida
- Family-friendly rentalsĀ United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- The Tides on Hollywood Beach
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Everglades National Park
- Haulover Beach
- University of Miami
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Seminole Hard Rock Hotel and Casino
- Bal Harbour Beach
- Fort Lauderdale Beach
- Sawgrass Mills
- John Pennekamp Coral Reef State Park
- Zoo Miami





