
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Four Seasons Condo | Free Valet & Gym

*Heart of Coconut Grove, terrace, pool, park free

Ocean View Balcony. Pool & Hot tub. Fast Wi-Fi

Private Paradise between Miami & the Keys

Coconut Grove-21st FL Standard Unit- with Parking

#1 hot Private Oasis Studio #1- Miami/Center/Beach

BRICKELL ARCH LUXURY CONDO 33rd FLOOR+FREE PARKING

Luxury King Studio with Ocean View Private Balcony
Family- and pet-friendly home rentals

Coconut Grove Private Garden Cottage + Parking

Large heated Pool Home (Centrally Located)

Private Pool and Tropical Garden Oasis

Renovated! Look at this 1/1 fabulous apartment!

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

Stylish Stay Close to UM & City Vibes

Charming private cottage for two.

Tropical Garden Retreat in the Heart of Miami
Family-friendly home rentals with a pool

★ FANCY 2BR/2BA CORNER UNIT | ICON BRICKELL ❤️

Home Style Apartment in the Heart of Brickell

OCEAN AND BAY VIEW LUXURY 1BR MONTE CARLO PARKING!

Cozy and charming cottage

Studio- Between Hard Rock Stadium & Casino

2/2 South Miami by MiamiVacations

MVR | Corner Ocean Views, Smart TV

In The Heart Of Miami
Quick stats about holiday rentals that are family-friendly in Westchester
Total rentals
90 properties
Nightly prices starting at
€ 61 before taxes and fees
Total number of reviews
4.6K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Florida Keys Holiday rentals
- Key West Holiday rentals
- Central Florida Holiday rentals
- Kissimmee Holiday rentals
- Tampa Bay Holiday rentals
- Four Corners Holiday rentals
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Flat rentals Westchester
- Rentals with outdoor seating Westchester
- Rentals with a washing machine and dryer Westchester
- House rentals Westchester
- Rentals with pools Westchester
- Pet-friendly rentals Westchester
- Family-friendly rentals Westchester
- Rentals with a patio Westchester
- Rentals with a hot tub Westchester
- Family-friendly rentals Miami-Dade County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Everglades National Park
- Hard Rock Stadium
- Bal Harbour Beach
- Miami Design District
- Port Everglades
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Ocean Terrace Public Beach
- Trump National Doral Miami
- Crandon Beach
- Phillip and Patricia Frost Museum of Science
- Dania Beach
- Key Biscayne Beach
- Coral Castle
- Hobie Island Beach Park North
- Jungle Island
- Cannon Beach
- Biltmore Golf Course Miami
- Fairchild Tropical Botanic Garden