
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.
Vacation 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

Beautiful Poolside Studio, Heart of Miami

Dble Bay Studio Sleeps 4 Kitchenette Free Pkg/Pool

Condo in Brickell Business District

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

Upper Penthouse Corner Unit 2B/2B | Icon Brickell

Amazing Studio - Walking Distance to Cocowalk

The Miami Tropic Suite•Private Stay+Free Parking

Sunny Getaway: Relaxing Miami Home
Family- and pet-friendly home rentals

Miami Close to it All

Orismay Luxury Apartment, Miami

Little house, w/porche, 7 mins to MÍA AirPort.

Fully renovated and 5 min away from Miami Airport

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

{Cozy Miami Studio}•Great Value•Private•Pool

Tropical Bungalow Hideaway, Spacious Patio

South Miami Cottage
Family-friendly home rentals with a pool

Large heated Pool Home (Centrally Located)

Spanish House 3 Bedroom Pool House

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

Cozy and charming cottage

Coral Villa | 14PPL| Pool | Sauna | Gym |Gameroom

Lovers Cove

Villa Miami Oasis and Heated Pool

Guest Favorite Coconut Grove,pool, sauna,park free
Quick stats about vacation rentals that are family-friendly in Westchester
Total rentals
90 properties
Nightly prices starting at
G$14,635 GYD before taxes and fees
Total number of reviews
5K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Pet-friendly rentals Westchester
- Rentals with outdoor seating Westchester
- Apartment rentals Westchester
- Rentals with a patio Westchester
- Rentals with a washer and dryer Westchester
- House rentals Westchester
- Rentals with a hot tub Westchester
- Rentals with pools 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
- Haulover Beach
- Everglades National Park
- Port Everglades
- Bal Harbour Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Ocean Terrace Public Beach
- Dania Beach
- Phillip and Patricia Frost Museum of Science
- Trump National Doral Miami
- Key Biscayne Beach
- Jungle Island
- Crandon Beach
- Miami Beach Golf Club
- Broward Center for the Performing Arts
- Biltmore Golf Course Miami
- Cannon Beach
- Hobie Island Beach Park North
- Gulfstream Park Racing and Casino