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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
The entrance features a welcoming door adorned with a floral wreath. A small, wooden porch is complemented by two folding chairs and a table, with vibrant greenery framing the entry. Sunlight casts a warm glow on the inviting space.
Home in Miami
4.84 out of 5 average rating, 186 reviews

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!

Superhost
Tiny home in Miami
5 out of 5 average rating, 4 reviews

Modern Urban New “Tiny House” UM/ Coral Gables

Welcome to Your Elegant Industrial Tiny House Retreat! Step into a stunning blend of modern design and industrial charm in our beautifully crafted tiny house. - Prime Location:Conveniently located near local attractions, cafés, and parks, this tiny house offers the perfect base for exploring the area. Whether you’re seeking a romantic getaway or a unique solo retreat, our elegant industrial tiny house is designed for comfort and style. Book your stay today and experience the charm of tiny house

Top guest favorite
A cozy sleeping area showcases a spacious bed dressed in crisp white linens. A naturalistic round rug featuring green leaves accents the floor. A decorative pouf is positioned nearby, while a vibrant wall art piece depicting a beach scene adds a refreshing touch to the room.
Guest suite in Miami
5 out of 5 average rating, 22 reviews

5min to Keralty Hospital/WiFi/Parking/Laundry

Welcome to our cozy Miami Guest Suite attached to our home. This charming space caters to professional travelers, students and couples, offering a tranquil retreat after a long day. It ensures both comfort and functionality. Quiet residential neighborhood. Centrally located. Easy access to dining, shopping, and entertainment. 4 min to Nicklaus Children's hospital 5-10 min to Coral Gables/Miracle Mile 10 min to University of Miami 15 min to Miami airport 20 min to Wynwood 30 min to Miami Beach

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, 358 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, 375 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.

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, 378 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

Top guest favorite
A well-furnished bedroom features a wooden bedframe adorned with patterned bedding. A ceiling fan circulates air, while a decorative lamp stands to one side. Artwork depicting flowers and a black-and-white cityscape adorns the walls, adding character to the serene environment.
Guesthouse in Miami
4.99 out of 5 average rating, 138 reviews

Tranquil Corner Studio with many Trees!

Your stay here will be one you will truly treasure. And will certainly be on your back to visit list when visiting Miami again. Large studio apt is COMPLETELY PRIVATE! /private entrance/private bathroom. Extra commodities to make you feel even more at home. Close to most tourists sites while main essential are provided for your beach enjoyment. I am not an ordinary host. My main purpose is to go that extra mile to make you as comfortable as possible. When you are HAPPY I am HAPPIER 🌸

Guest favorite
Apartment in Flagami
4.79 out of 5 average rating, 863 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 spacious room features a king-sized bed with crisp white linens. A pink and white curved accent wall adds a modern touch. Adjacent, a stylish chair and a vibrant vanity area are visible, alongside a closet with hangers and a framed window allowing natural light.
Apartment in Miami
4.82 out of 5 average rating, 541 reviews

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

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, 391 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, 136 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 serene waterfront view showcases several three-story buildings framed by palm trees. The calm water reflects the bright blue sky dotted with fluffy clouds, while a fountain creates gentle ripples, enhancing the tranquil atmosphere of the resort.
Condo in Miami
4.95 out of 5 average rating, 784 reviews

Marriott Villas and 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.

Popular amenities for Westchester vacation rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,857 GYDG$33,039 GYDG$33,039 GYDG$28,648 GYDG$29,484 GYDG$30,530 GYDG$30,321 GYDG$33,248 GYDG$30,948 GYDG$27,602 GYDG$26,348 GYDG$34,085 GYD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Frequently Asked Questions

  • 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 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.

  • 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.

Quick stats about vacation rentals in Westchester

  • Total vacation rentals

    Explore 190 vacation rentals in Westchester

  • Nightly prices starting at

    Westchester vacation rentals start at G$4,182 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Westchester vacation rentals include wi-fi 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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