
Holiday rentals in Westchester
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Top-rated holiday rentals in Westchester
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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)

Luxury Miami Living - Heated Pool/Spa/Gym/BBQ/Fire Pit
🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

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

Miami Oasis: Charming home with private pool
Welcome to your Miami oasis at our 3 bedroom, 2 bathroom home! This home features a private pool and backyard with a bar, TV and plenty of seating. The pool can be heated for an additional charge. Inside is a well-equipped kitchen and ample living space for families or groups of friends. Many child friendly amenities provided. Located in a desirable and central neighborhood. 10-20 mins to Coral Gables, Little Havanna, Coconut Grove and Brickell. 25 mins to South Beach.

Private Guest Suite w/ Patio in Miami
Cozy private suite room located in a private home, in Westchester. Great for travelers looking to stay close to the airport and popular destinations here in Miami. The suite is located on the left side of the main house with its own private entrance and side patio. Free street parking. Ideal for 2. Hermoso efficiency con excelente ubicacion en Westchester. Entrada y pequeño patio privado. Cerca de diversos destinos en Miami incluyendo Miami International Airport.

Modern Studio | 5 Min from FIU
Welcome to our cozy private room with separate entrance and no contact, perfect for travelers looking for comfort, privacy and a great location in Miami The space includes: Queen size bed Private bathroom Air conditioning High-speed Wi-Fi Refrigerator, coffee maker and microwave 📍Excellent location: Only 5 minutes from FIU (Florida International University) 10 minutes from International Mall and Dolphin Mall 15 minutes from Miami International Airport

Casa Gables. Great Location by University of Miami
Discover the perfect getaway in the prime South Miami/Coral Gables area! Our cozy duplex is minutes away from Coconut Grove, the Biltmore, and major malls. Enjoy easy access to Miami Beach, University of Miami, and essential amenities within walking distance. Close to hospitals, bus stops, and golf courses, our location is ideal. Please note: we have an age requirement of 21+, and require a contract and deposit for stays over 1 month. NO PETS ALLOWED

Light and bright starlit apartment
Completely remodeled property with ceiling fans and LED lights with remote control, a modern bathroom with a custom sink and walk-in shower, and the convenience of an in-unit washer and dryer. The bedroom features blackout curtains for restful sleep, while the fully equipped kitchen (including microwave) has everything you need to feel at home. Enjoy a comfortable stay and make the most of the beautiful warm weather in Miami! 🌴☀️

Casa Bella | Unit B
Enjoy a stylish experience at this centrally-located place. Enjoy a stylish experience at this centrally-located place. Only a 15 minute drive from the airport and minutes from Coral Gables this can be your home away from home. With a full kitchen and large outdoor patio space you will be set for a stay of any length. This unit is on a shared lot with other residences and shares the backyard with one other unit.

Private Guest Suite with Private Entry
Private GUEST SUITE within host home with PIVATE access: The whole group will enjoy easy access to everything from this centrally located guest suite. Private updated shower bathroom. Queen sized bed with 55” tv. Living area / breakfast nook. Coffee maker, microwave and Small mini fridge included. Private patio space included. No smoking on premises. No events or parties.
Popular amenities for Westchester holiday rentals
Other great holiday rentals in Westchester

The Sunflower Inn

Beautiful Home W/ Lake View in Kendall West!

Miami 2/1 Charmer-near airport

Miami Getaway | Kendall Townhome

Miami Family Entertainment Home

Villa Madre Pet Friendly Southwest Miami

Impeccable all in one!

Corner Unit with Water Views - 2BR in Miami Beach
When is the best time to visit Westchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £103 | £118 | £118 | £103 | £106 | £109 | £109 | £119 | £111 | £124 | £123 | £154 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Westchester?
Westchester has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in private suite rentals in Westchester?
Experience the best of Westchester with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Westchester?
Four-legged friends are welcome in Westchester. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Westchester?
Yes! Work meets play with ease at over 100 vacation rentals in Westchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Westchester house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 house rentals with pools in Westchester, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Westchester?
Make yourself at home in Westchester by choosing from our most frequently booked neighborhoods. We have over 1,250 vacation rentals in Westchester, and over 1,250 vacation rentals in University Park.
Do private suite rentals in Westchester have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Westchester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westchester have a kitchen?
Absolutely! We offer over 100 house rentals with a kitchen in Westchester. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Westchester have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Westchester. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Westchester have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Westchester. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Westchester

Total holiday rentals
Explore 170 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 10,300 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
170 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!
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- Rentals with pools Westchester
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- House rentals Westchester
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
- Miami Beach Convention Center
- Kaseya Center
- Miami Beach
- Hard Rock Stadium
- Miami Design District
- 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




