
House holiday rentals in Westchester
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Top-rated house rentals in Westchester
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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!

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

Enjoy our Beautiful Home on a Fun Canal! Hot tub!
Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

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.

Villa Chrishell “secluded & perfect for relaxing
New apartment, very clean, with 2 private bathrooms, new kitchen with an island covered in remon stone quartz, private work space. The apartment is renovated with new high-end finished floors, both rooms are new with modern and efficient furniture, located in the best area of Kendall, 4 blocks from a shopping center with several stores, restaurants, markets, gym, sports bike rental and much more, close to the dolphin mall, Dadeland mall and international mall 0.8 miles from the turnpike.

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 you’re 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, you’ll 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

Pool & BBQ - 5BR/3 BTH - Miami Vacation
🏊♂️ Private pool & spa (not heated) 🌴 Covered patio, BBQ & outdoor lounge 🍳 Full kitchen + air fryer, coffee & basics 🛏️ 5 bedrooms + sofa beds · up to 12 guests 📺 6 Smart TVs + fast Wi-Fi 🧳 Easy check-out — no chores 🅿️ Parking for 4 cars 🎓 10 min → FIU · ✈️ 15 min → MIA Airport 🛒 10–15 min → Restaurants & shops 🌆 20–30 min → Brickell, Wynwood & Beaches 🔑 Entire home · private use 🤝 Superhost hospitality – English & Spanish 🚫 No parties or indoor smoking

Miami Fun Oasis - Heated Pool & Private 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! 🌴✨

Elegant Casita, Heart of Miami
Enjoy our beautiful and central house in the heart of the 305! With two bedrooms with queen-sized beds, 1.5 bathrooms, fully equipped kitchen, washer and dryer and custom laundry area, it is the ideal spot for your next trip to Miami. Conveniently located 10mn away from the airport and down the street from the entrance to the Palmetto Expressway leading to the junction with the Dolphin expressway, it is quite literally in the beating heart of the City!

Ily's House
Fabulous fully remodeled house. Private pool and covered patio. New kitchen, granite counter top, nice porcelain and hard wood floor. Fifteen minutes away from the airport. Close to many shopping plazas, restaurants and various entertainment. The University of Miami is 2.9 miles and the golf course is 3.5 miles away from the house. The house is located near several Plastic Surgery Centers and a major Hospital. High speed internet.
Popular amenities for house rentals in Westchester
House rentals with a pool

*POOL* |Sleeps 8|Near Coral Gables | Dadeland Mall

Kendall Keys Oasis w/ HEATED Pool Theater & Arcade

Heated* Pool•Hot Tub•Sauna•Games•Prime for Groups*

Miami Getaway - Heated Pool, Hot tub, BBQ

Luxury Vacation House in Miami’s Center!

EPIC Escape/Pool Access Near Malls Airport Hospita

Retro Chic Retreat-Heated Pool- PingPong Table

Gorgeous 5BR/Games/Fire Pit/BBQ/H. Pool & Hot Tub
Weekly house rentals

Villa Madre Pet Friendly Southwest Miami

Cheerful, peaceful 3-Bedroom house with pool

Casa Linda del Pavo Real (Peacock House)

Miami Getaway

Miami Luxury Life|Jacuzzi 8 Pax | Near Calle 8

Great for family gatherings / Miami Vacay

Great, Spacious Home 11 Minutes from MIA!

3 BR Cozy Miami Home with Pool
Private house rentals

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Miami 2/1 Charmer-near airport

Charming Family Retreat in Miami: 10 min from(MIA)

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

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.

Stylish Miami 3 BR Home w/ Fun Games & Huge Yard

Luxury Glow Villa | 4K Cinema | Heated Pool & Spa

4 ppl / free parking / Westchester
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $291 SGD | $313 SGD | $345 SGD | $303 SGD | $324 SGD | $278 SGD | $285 SGD | $319 SGD | $278 SGD | $308 SGD | $323 SGD | $419 SGD |
| 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 house rentals in Westchester

Total holiday rentals
Explore 110 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 5,980 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 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 – averaging 4.8 out of 5!
Destinations to explore
- Seminole Holiday rentals
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- Rentals with a washing machine and dryer Westchester
- Rentals with pools Westchester
- Flat rentals Westchester
- Pet-friendly rentals Westchester
- Family-friendly rentals Westchester
- Rentals with a patio Westchester
- Rentals with a hot tub Westchester
- Rentals with outdoor seating Westchester
- House rentals Miami-Dade County
- House rentals Florida
- House rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
- Miami Beach Convention Center
- Miami Design District
- Miami Beach
- Kaseya Center
- Hard Rock Stadium
- Everglades National Park
- Midtown
- Port Everglades
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Calle Ocho Plaza
- Sawgrass Mills
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Bal Harbour Beach
- Aventura Mall




