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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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Guest favorite
Guesthouse in Miami
4.82 out of 5 average rating, 242 reviews

Kusikuy Private Guesthouse

This wonderful Cottage has a private entrance in the side, surrounded by a garden with a pond in a peaceful environment located in a quiet residential neighborhood. Centrally located at only 12 minutes to the airport, fast access to the main highways to get in 20-25min to South Beach (12miles), 15min to Dolphin Mall, 15min to Dadeland Mall and 25min to the redland farms in Homestead or the Everglades. A fridge with free beverages, Wi-fi, silent cold Ac split and a Smart TV are waiting for you!

Guest favorite
Guesthouse in Miami
4.88 out of 5 average rating, 204 reviews

Clean/Cozy Studio Private/own entrance+Kitchenette

Private in-law flat, with its private entrance! It's a beautiful room, tastefully and minimalistically decorated, with its own entrance so you can come and go as you need. It has a spacious private bathroom, mini kitchen, mini fridge, desk (can be used to eat or work space), garment rack w/ space for shoes, luggage rack, wi-fi, one free parking space, and TV with Netflix (no cable). Great for relaxing, for couples/business/solo travelers, and/or if you're looking to unplug! Recently furnished.

Top guest favorite
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
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
Home in Flagami
4.93 out of 5 average rating, 373 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
Guest suite in Flagami
4.96 out of 5 average rating, 286 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
Apartment in Flagami
4.81 out of 5 average rating, 881 reviews

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

Brand new studio with free parking. Very easy to find location. A perfect whole space in a great neighborhood close to Miami international Airport, Coral Gables and South Beach. Memory foam premium mattresses along with premium Netflix and Hulu channels. This is a "whole house" rental apartment. Not a shared space. We believe in absolute CLEANLINESS, you will not find a better place! We offer luggage storage, five dollars per piece of luggage per day, so you can enjoy my Miami!

Guest favorite
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
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
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
Home in Miami
4.94 out of 5 average rating, 133 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
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.

Popular amenities for Westchester vacation rentals

Quick stats about vacation rentals in Westchester

  • Total rentals

    190 properties

  • Nightly prices starting at

    R348 ZAR 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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  2. United States
  3. Florida
  4. Miami-Dade County
  5. Westchester