
Family-friendly vacation rentals in Westchester
Find and book unique family-friendly homes on Airbnb
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$20,906 GYD per night before taxes and fees

Verified guest reviews
Over 6,180 verified reviews to help you choose

Pet-friendly vacation rentals
Find 60 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

4.9 Average rating
Westchester stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Westchester
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Miami Family Pool Retreat | Near Airport & Stadium
Stay in the heart of Miami at this spacious pool home, just 1 block from famous Calle Ocho! Only 7 miles from Miami International Airport and 14 miles from South Beach. Enjoy a private heated pool, comfortable living spaces, and easy access to top restaurants, shopping, nightlife, and the FIFA stadium. Perfect for families and groups looking for the ideal Miami getaway. You’ll love the cleanliness, comfort, and private heated pool. Perfect for families with a fully equipped kitchen for cooking
KitchenIndoor spacesAccess
4.89 out of 5 average rating, 197 reviews
Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach
Indoor spacesFamilyCheck-in
4.96 out of 5 average rating, 204 reviews
| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!
FamilyIndoor spacesOutdoor spaces
4.94 out of 5 average rating, 130 reviews
Miami Sanctuary | Heated Saltwater Pool & BBQ
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
FamilyKitchenValue
5.0 out of 5 average rating, 494 reviews
Beach-Style Pool • Colorful Retreat • Near FIU
🌴 Colorful Mexican-inspired design 🇲🇽 🏊 Beach-style pool & sunny terrace 🍖 BBQ & outdoor family fun 🍳 Full kitchen + coffee & essentials 🛏️ 4 bedrooms · 3 Kings · 2 Queens · sofa beds 📺 6 Smart TVs + fast Wi-Fi 🧺 Washer/dryer + linens & toiletries 🧳 Easy check-out 🛒 10 min to Publix ·🎓 15 min to FIU ✈️ 18–20 min to MIA 🌆 25–30 min to Brickell & Miami Beach 🐾 Pets welcome · Pet fee applies 🔑 Entire home · private use 🤝 Superhost – responsive & caring 🚫 No parties allowed
FamilyIndoor spacesCondition
4.86 out of 5 average rating, 100 reviews
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!
FamilyKitchenValue
4.97 out of 5 average rating, 172 reviews
Cheerful, peaceful 3-Bedroom house with pool
This cozy and peaceful house is perfect for group vacations. Your stay will never be a bore with a private heated swimming pool in the backyard and a BBQ grill, great for a chilling afternoon outside! Central location that is 20 mins from Brickell, 25 from the beaches and close to the airport! Close to hospitals 10 Minutes From UM 13 Minutes from Coral Gables 14 Minutes from Dolphin Mall 15 Minutes from Miami International Airport 20 from Downtown Miami 26 Minutes from South Beach
Indoor spacesKitchenValue
4.92 out of 5 average rating, 114 reviews
Tuscan Resort | Sleeps 16, Pool, Sauna, Gym, Spa
Your private Tuscan resort in Miami — heated pool, sauna, gym, pool table & room for 16 to spread out, never squeeze in. 🇮🇹 House of Italy — where Tuscany meets Miami. Resort amenities plus what hotels can't give: privacy, freedom, space to be together. 🌟 Guest Favorite — 4.95★ from 149 groups 🔥 Heated pool, hot tub, fire pit & BBQ 💪 Gym, sauna & massage beds 🎱 Pool table & basketball 📍 Minutes from Coral Gables & beaches More than a stay. An experience. @BeyondTheBNB
Indoor spacesFamilyDecor
4.93 out of 5 average rating, 161 reviews
Miami Tropical Villa -Pool & BBQ
Welcome to "Miami Tropical Villa" – Miami's ultimate tropical escape! Immerse in luxury with the stunning blue pool, a haven of relaxation under the Florida sun. Poolside loungers invite you to unwind. Beyond the villa, Miami's treasures await. From South Beach nightlife to the Wynwood art scene, adventure is at your doorstep. This Tropical Villa invites you to make unforgettable memories in a tropical paradise that transcends the ordinary. Your escape to luxury begins here!
FamilyIndoor spacesBathroom
4.87 out of 5 average rating, 119 reviews
Miami Tropical Fun Oasis • Heated Pool & Mini Golf
Escape to your private Miami oasis! Enjoy a sparkling heated pool, mini-golf, and a covered game terrace with pool table—perfect for families & groups of up to 12. Spacious interiors offer comfort and style, just minutes from Miami International Airport, top dining, and shopping. Ample parking included. Relax, reconnect, and create unforgettable memories in this fully private home. Questions about amenities or local attractions? We’re here to help anytime! 🌴✨
KitchenIndoor spacesGetting around
4.94 out of 5 average rating, 162 reviews
Modern Home • Fire Pit & Games • Pool_Hot Tub_BBQ
Welcome to our home, a haven of entertainment and enjoyment that you won't want to depart. From the serene pool and hot tub to the thrilling games, this residence is crafted to deliver an unforgettable vacation for all ages. If you seek an all-inclusive getaway, look no further. 5 Bedrooms 3.5 Bathrooms Heated Pool/Jacuzzi/Pool Table/Ping Pong Table/Mega Chess/Basketball/Mini Golf/Kids Playground/BBQ/Hammock/Mini Beach/Outdoor furniture/Fire Pit/Cornhole Game
FamilyIndoor spacesLayout
4.86 out of 5 average rating, 139 reviews
Stylish Studio Retreat – Private Entry + Parking.
Look no further—this 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.
FamilyIndoor spacesHeating
4.96 out of 5 average rating, 207 reviewsPopular amenities for Westchester family-friendly rentals
Family-friendly home rentals with a hot tub

MiamiParadiseWestchesterHeatedPool breakfast incl
Indoor spacesKitchenValue
4.88 out of 5 average rating, 226 reviews
Coral For Families, Pets, Medical Stays | Hot Tub
KitchenFamilyDecor
4.96 out of 5 average rating, 117 reviews
Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
Indoor spacesKitchenTV
4.98 out of 5 average rating, 134 reviews
Sunny Getaway: Relaxing Miami Home
Indoor spacesFamilyGetting around
4.95 out of 5 average rating, 147 reviews
Marriott Villas at Doral 2BD sleeps 8
KitchenFamilyParks
4.95 out of 5 average rating, 1004 reviews
Guesthome w/ Heated Pool 5 mins from Miami Airport
FamilyIndoor spacesHeating
4.97 out of 5 average rating, 313 reviews
Miami Getaway - Heated Pool, Hot tub, BBQ
Indoor spacesKitchenLocation
4.95 out of 5 average rating, 247 reviews
Oasis & Art, Heated Pool, Beach & Mini Golf.
Indoor spacesFamilyParking
4.98 out of 5 average rating, 116 reviewsFamily- and pet-friendly home rentals

Immaculate spacious 3/2 in the heart of Miami, FL
Indoor spacesFamilyValue
4.9 out of 5 average rating, 135 reviews
Peaceful 3BR Retreat in Quiet Miami Neighborhood
FamilyKitchenBackyard
4.84 out of 5 average rating, 217 reviews
Miami Fun House | Heated Pool, Games & Mini Golf
Indoor spacesKitchenTV
4.96 out of 5 average rating, 100 reviews
Casa Gables Cozy Cottage | Near U of M | Shops
KitchenFamilyDecor
4.8 out of 5 average rating, 186 reviews
Stylish Miami 3 BR Home w/ Fun Games & Huge Yard
FamilyKitchenDecor
4.94 out of 5 average rating, 109 reviews
Orismay Luxury Apartment, Miami
FamilyIndoor spacesParking
4.81 out of 5 average rating, 239 reviews
Hope Apartment
FamilyIndoor spacesBathroom
4.88 out of 5 average rating, 177 reviews
Cottage-Private Gated Estate w/heated Pool Near UM
Indoor spacesKitchenParks
4.94 out of 5 average rating, 101 reviewsFamily-friendly home rentals with a pool

Encanto Family/Heated pool/center of Miami/BBQ
KitchenIndoor spacesGetting around
4.98 out of 5 average rating, 164 reviews
Villa Paradise | 17 PPL | Pool | BBQ | Game Room
KitchenIndoor spacesAccuracy
4.88 out of 5 average rating, 102 reviews
Lake House in Miami
KitchenIndoor spacesOutdoor spaces
4.86 out of 5 average rating, 128 reviews
South Miami/Coral Gables House with Exclusive Pool
Indoor spacesFamilyBathroom
4.98 out of 5 average rating, 104 reviews
Ily's House
FamilyKitchenCleanliness
4.82 out of 5 average rating, 172 reviews
Pool, Firepit & Game Room I 10 Min to Everglades
FamilyKitchenValue
4.96 out of 5 average rating, 171 reviews
Miami Chic-Near Coral Gables & FIU
FamilyKitchenBeach
5.0 out of 5 average rating, 66 reviews
Miami Oasis: Charming home with private pool
Indoor spacesFamilyBathroom
5.0 out of 5 average rating, 48 reviewsWhen is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$81,742 GYD | G$75,679 GYD | G$82,996 GYD | G$74,007 GYD | G$72,334 GYD | G$81,951 GYD | G$65,435 GYD | G$58,536 GYD | G$53,519 GYD | G$56,864 GYD | G$62,299 GYD | G$79,024 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Tampa Vacation rentals
- Fort Lauderdale Vacation rentals
- Hollywood Vacation rentals
- St. Augustine Vacation rentals
- Davenport Vacation rentals
- Key West Vacation rentals
- Sarasota Vacation rentals
- Fort Lauderdale Beach
- South Beach
- Brickell City Centre
- Hard Rock Stadium
- Everglades National Park
- Bayfront Park
- Dolphin Mall
- Haulover Beach
- Miami Beach Convention Center
- University of Miami
- Midtown
- Sawgrass Mills
- Las Olas Beach
- Bayside Marketplace
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- Porsche Design Tower
- CG Cosmetic Surgery
- Greater Fort Lauderdale Broward County Convention Center
- Amerant Bank Arena
- Aventura Mall
- John Pennekamp Coral Reef State Park
- Lauderdale-By-The-Sea Beach





