
Holiday rentals in Westchester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Westchester
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Farmhouse Paradise
This cozy studio is nestled in the heart of Miami, directly next to the Palmetto Expressway and Tropical Park in the highly sought after neighborhood of Glenvar Heights. This is a private guest suite with its own private entrance and a private outdoor patio area. There is a fully equipped kitchen with electric range, microwave, refrigerator, Keurig coffee maker and wines for purchase. Only a 20 min drive to Miami International Airport, Downtown & Brickell, Wynwood and 25 mins from South Beach.

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.

Private duplex in the center of Miami.
1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

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

2PPL/Top Location/Parking/10 min Airport #2
Brand-new private studio with free parking just minutes from Miami Airport, Coral Gables, and South Beach. Enjoy premium mattresses and a smart TV with Netflix. We maintain exceptional cleanliness for a comfortable, worry-free stay. No animals of any kind are allowed, including service animals, due to an Airbnb-approved health exemption. We cannot store luggage. Early check-in at 1 p.m. is available for a $15 fee, with advance notice. Thanks for choosing our place!

Super cool unit with a pool in a quiet location
Super cool boutique hotel unit with a pool on Biscayne Boulevard, just a short drive to South Beach and the Design District. This unit offers a private and stylish accommodation for vacationers and business travelers. The room features a comfortable king-sized bed, hangers, a Smart TV and AC. This is a historic MiMo building, charming and nicely renovated. On site parking is available for just $15/day. Street Parking is unavailable. The unit is about 300 SQ/FT

The Miracle Cottage & Pool on Acre Miami Florida
Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Private little Miami bungalow near Tropical Park
Private little Miami bungalow in quiet Westchester—close to MIA, Coral Gables and the beaches. Private entrance, AC, Wi‑Fi and Smart TV. Sleeps 4 with a queen bed and a comfy sofa bed. Compact kitchenette (mini‑fridge, microwave, toaster, kettle) plus coffee/tea bar, welcome snacks and toiletries. Free driveway parking, Pet‑friendly (fee). No smoking. Long stays welcome. Minutes to Tropical Park, cafés, and classic Cuban eateries.

Feels just like home
Remodeled studio featuring elegant Spanish tile, a brand-new kitchen with modern burners, and a stylish shower. You’ll feel right at home with total privacy, easy check-in, and a peaceful atmosphere on a quiet dead-end street with no traffic. Located in one of Miami’s best areas, close to golf courses, parks, shopping centers, diverse restaurants, the Miccosukee Resort, and Everglades Safari Park for exciting gator airboat tours.

Marriott Villas at Doral 2BD sleeps 8
Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

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.

Private Guest Suite West Miami
Your Miami retreat awaits! Cozy, spacious suite with private entrance, workspace & parking in the driveway. Just minutes from Miami International Airport, Coral Gables & Miami Beach—close to the action, yet peaceful. Perfect for couples, remote work, or long stays. Relax, explore, and let us share our local tips to make your stay unforgettable!
Popular amenities for Westchester holiday rentals
Other great holiday rentals in Westchester

Dolphin Mall / Airport with parking

Private bedroom in Lakefront Home with Parking

Cozy room near Miami Airport. Central location

Cozy Private Room w/ Essentials + Free Parking

Luxury Room

Cozy Miami Studio, by Dolphin Mall, FIU & Airport

Charming Private Room in a Miami Home near FIU

Private Room, private access good location Miami
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 | £102 | £105 | £109 | £108 | £119 | £111 | £99 | £94 | £122 |
| 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 vacation rentals with a dedicated workspace in Westchester?
Yes! Work meets play with ease at over 120 vacation rentals in Westchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Westchester have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Westchester. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Westchester?
Make yourself at home in Westchester by choosing from our most frequently booked neighborhoods. We have over 1,230 vacation rentals in Westchester, and over 1,230 vacation rentals in University Park.
What are the most popular amenities for Apartment Rentals in Westchester?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Westchester have a kitchen?
Absolutely! We offer over 110 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.
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 Westchester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Westchester, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Westchester?
Westchester has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do private suite rentals in Westchester have free parking?
Absolutely! We offer over 10 private suite 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 190 holiday rentals in Westchester

Nightly prices starting at
Westchester holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 10,360 verified reviews to help you choose

Family-friendly holiday rentals
100 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
120 properties have a dedicated workspace

Wifi availability
180 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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