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Vacation rentals in Westchester

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Top-rated vacation rentals in Westchester

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An inviting living space features a comfortable couch, a plush blue armchair, and a wooden coffee table. A wall-mounted television is visible, and natural light filters through gridded windows. The area seamlessly flows into a sleeping space, enhanced by white bedding and decorative accents.
Guest suite in Miami
4.99 out of 5 average rating, 356 reviews

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.

Guest favorite
A spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.
Home in Miami
4.92 out of 5 average rating, 373 reviews

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.

Guest favorite
A light-filled living area features a soft beige leather couch and armchairs arranged around a wooden coffee table. A decorative wall mirror and a potted plant add to the space. A television is mounted on the wall, and light drapes cover the windows.
Home in Flagami
4.93 out of 5 average rating, 374 reviews

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.

Top guest favorite
A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.
Home in Miami
4.99 out of 5 average rating, 372 reviews

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

Guest favorite
Apartment in Flagami
4.79 out of 5 average rating, 861 reviews

2PPL/Top Location/Parking/10 min Airport #3

Sleek, Stylish, and Close to the Action Welcome to your private urban oasis — a bright, modern loft in the heart of the city. Whether you’re here for business or getaway, this is your ideal home base. • Queen-size memory foam bed • Smart TV with streaming apps • Gig-speed Wi-Fi for work or play • microwave, fridge, ice cold AC 📍 Prime Location: Located near Miami International Airport, Coral Gables and about 20 minutes from South Beach minutes to cafés, shops, and nightlife.

Top guest favorite
The kitchen area features modern appliances, including a refrigerator, microwave, and coffee maker. Sleek cabinetry is complemented by white countertops and a sink. Glassware and dishware are neatly arranged on open shelves, with light illuminating the space from overhead fixtures.
Guest suite in Flagami
4.96 out of 5 average rating, 287 reviews

Charming central Miami Suite close everything!

Private , charming centrally located suite close to nearly anywhere in town you would like to visit. Five minutes from expressways and airport. Coral Gables, Dadeland, Dolphin Mall, International Mall, Wynwood, Downtown, Miami Beach, many plastic surgery facilities , delicious restaurants and hospitals are a short trip away. Uber and Lyft would be economical to nearly anywhere. There is also public transportation and Trolley (free rides) Free parking reserved and laundry facilities

Guest favorite
A decorative vase with blue flowers is positioned on a white coffee table. In the background, a flat-screen TV is placed on a low white entertainment unit, and natural light filters through a window with contemporary blinds.
Guest suite in Miami
4.92 out of 5 average rating, 166 reviews

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.

Guest favorite
A spacious studio is showcased, featuring a queen bed and a bunk bed beside it. The sleek marble flooring reflects abundant ceiling lights. A white kitchenette with dark cabinets and a potted plant complement the modern design. A mounted TV and shelves add functionality.
Guesthouse in Miami
4.95 out of 5 average rating, 168 reviews

Lovely and private studio centrally located.

Look no further. This lovely studio is located in a peaceful neighborhood. Just 18 min from Miami International Airport, 10 min from the famous Dolphin Mall and International Mall, 3 min from FIU (Florida International University) and expressway. Approximately 30 min from the Port of Miami, Downtown Miami and Miami Beach. Also close to Dadeland Mall, Restaurants, Gyms, Supermarkets, Pharmacies, etc. High speed wifi that’s well-suited for working.

Top guest favorite
A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.
Home in Miami
4.97 out of 5 average rating, 389 reviews

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.

Guest favorite
A spacious bedroom features a tufted headboard and two white pillows on a large bed, with natural light enhancing the space. A decorative tray rests on the bed, while minimalist art pieces adorn the walls. Ample storage is provided by the double closet doors.
Home in Miami
4.93 out of 5 average rating, 134 reviews

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! 🌴☀️

Guest favorite
A bright bathroom setting features a marble countertop with a modern sink. An illuminated circular mirror reflects overhead pendant lights. A decorative vase holds soft pampas grass, and essential toiletries are neatly arranged beside a stylish soap dispenser.
Guest suite in Miami
4.91 out of 5 average rating, 231 reviews

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.

Guest favorite
A spacious studio is presented, featuring a full-size bed with a patterned duvet cover. A dining set is visible, accompanied by a microwave and coffee maker on a countertop. Wood flooring enhances the warm ambiance, with natural light filtering through sheer curtains.
Guesthouse in South Miami
4.88 out of 5 average rating, 113 reviews

Independent studio with door to the outside

Come to a comfy place surrounded by nature, tranquility and beauty. We are close to shopping centers (Dadeland and Sunset Place Malls) and walking distance to a family park, convenient stores, a pharmacy, bus stops, and the University of Miami. The Metro rail South Miami station is 1 mile away, walking distance is 20 minutes. Our place is good for families (with kids) too.

Popular amenities for Westchester vacation rentals

Quick stats about vacation rentals in Westchester

  • Total rentals

    190 properties

  • Nightly prices starting at

    € 17 before taxes and fees

  • Total number of reviews

    10K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with a pool

    60 properties have a pool

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 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.

  • 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 University Park, and over 1,230 vacation rentals in Westchester.

  • What are the most popular amenities for House Rentals in Westchester?

    Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with wifi, over 100 homes with a kitchen, over 110 homes with air conditioning, over 110 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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 apartment rentals in Westchester have wifi?

    Absolutely! We offer over 20 apartment 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 90 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.

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