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Vacation rentals in Westchester

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Westchester

  • Total vacation rentals

    Explore 180 vacation rentals in Westchester

  • Nightly prices starting at

    Westchester vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 11,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    110 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!

Top-rated vacation rentals in Westchester

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

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Superhost
The image showcases a modern living room featuring a spacious sectional sofa, a decorative area rug, and a sleek media console with a large wall-mounted TV. A vibrant piece of artwork adorns the wall, adding color to the space.
Home in Miami
4.87 out of 5 average rating, 67 reviews

Cozy Modern Home w/ Arcade MIAMI

Welcome to our vibrant Miami home, a few blocks from FIU! Immerse yourself in the heart of the city with our stylish, centrally located space. This 2-bedroom gem boasts modern decor, a fully equipped kitchen, a cozy living area, and a wonderful guava fruit tree! The highlight? An arcade game for endless entertainment! Minutes away from Miami's hotspots, beaches and nightlife, this is the perfect base for your Miami adventure. Book now and experience the ultimate blend of comfort and excitement!

Superhost
Home in Westchester
4.83 out of 5 average rating, 6 reviews

Perfect Space: Pool ~ 3 BR ~ 2 BA

Bring the whole family to this fantastic place, featuring plenty of areas for fun. With restaurants, supermarkets, cafes, shops, outlets, and bars nearby—plus the beach and the Port of Miami just 20 minutes away—this duplex home is the perfect spot. It offers 3 bedrooms with sleeping accommodations for up to nine guests, including four queen-size beds spread across the three rooms come! Please note that this is a duplex property, and the swimming pool located in the garden is a shared amenity.

Superhost
Home in Miami
4.78 out of 5 average rating, 46 reviews

Modern Retreat Near FIU • Central Miami | Pool_BBQ

Escape to this luxurious Westchester Miami home, perfect for up to 14 guests. Enjoy 4 spacious bedrooms, 4 modern bathrooms, and endless entertainment with a heated pool, pool table, ping pong, cornhole and a fully equipped BBQ area. Relax in the tropical backyard or gather in the stylish indoor spaces featuring a gourmet kitchen and large dining area. Conveniently located just 15 minutes from Downtown Miami and 20 minutes from the beach, this home offers the perfect blend of comfort and fun.

Top guest favorite
Apartment in Sweetwater
5 out of 5 average rating, 40 reviews

Studio Moderno | 5 Min de FIU

Bienvenido a nuestra acogedora habitación privada con entrada independiente y sin contacto perfecta para viajeros que buscan comodidad, privacidad y una excelente ubicación en Miami El espacio incluye: Cama tamaño queen Baño privado Aire acondicionado Wifi de alta velocidad Refrigerador, cafetera y microondas 📍Excelente ubicación: A sólo 5 minutos de FIU (Universidad Internacional de Florida) A 10 minutos de International Mall y Dolphin Mall A 15 minutos del Aeropuerto Internacional de Miami

Guest favorite
Home in Westchester
5 out of 5 average rating, 11 reviews

Modern 4BR Home w/ Pool, Fast Wi-Fi & Near Airport

Welcome to your perfect Miami getaway—a stylish, newly renovated 2,600 sq ft home designed for comfort and relaxation. Featuring 4 bedrooms, modern furnishings, a spacious living room, dining area, private office, and fully equipped kitchen. Enjoy a private outdoor oasis with a pool, fountain, and BBQ—perfect for sunny days and warm nights. Conveniently located near the airport and Inter Miami stadium, 20–25 minutes from beaches, dining, shopping, and nightlife. Ideal for families and groups.

Guest favorite
A bright bedroom features a spacious bed with a blue and gold headboard. Natural light enters through a large window, complemented by modern bedside lamps. A decorative wall piece adds a touch of elegance, while the grey flooring provides a contemporary look.
Home in Tamiami
4.94 out of 5 average rating, 124 reviews

Villa Chrishell “aislada & perfecta para relajarse

New apartment, very clean, with 2 private bathrooms, new kitchen with an island covered in remon stone quartz, private work space. The apartment is renovated with new high-end finished floors, both rooms are new with modern and efficient furniture, located in the best area of ​​Kendall, 4 blocks from a shopping center with several stores, restaurants, markets, gym, sports bike rental and much more, close to the dolphin mall, Dadeland mall and international mall 0.8 miles from the turnpike.

Top guest favorite
An aerial view showcases the lakefront villa with a well-manicured lawn leading to a sandy beach. Palms gently sway in the breeze, and outdoor seating is positioned beside the water. The villa's modern architecture is complemented by its proximity to crystal-clear blue waters.
Home in Miami
5 out of 5 average rating, 57 reviews

Miami Blue Lake Beach House w/Theater & Mini Golf!

Welcome to your dream Lakefront Villa on stunning Blue Lake! This fully renovated home features crystal-clear water, a private sandy beach, theater room, pool table, and mini golf for endless fun. Enjoy lake adventures with 3 kayaks and 2 paddle boards included. Unwind and take in the views from the spacious patio. Whether you’re relaxing indoors or playing outside, this getaway offers the perfect blend of comfort, luxury, and adventure for families and friends. 30 minutes from Miami Beach!

Superhost
A spacious living area is presented with modern furnishings, including a large gray sofa facing a sleek television mounted on the wall. Light-colored cabinetry and a dining table are visible in the background, while a fireplace adds warmth to the ambiance. Potted plants offer a touch of greenery.
Home in Miami
4.89 out of 5 average rating, 148 reviews

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!

Superhost
Guesthouse in Miami
5 out of 5 average rating, 4 reviews

Modern & Spacious Retreat, Near Beaches & Airport

Private guest house in the heart of Miami! This fully independent unit offers a private entrance, dedicated parking, and complete privacy with no shared interior spaces or walls with the main house. Located near Bird Road & SW 102nd Ave in one of Miami's most desirable neighborhoods, you'll be less than 15 minutes from Miami International Airport and within easy reach of major highways, shopping, restaurants, attractions, and Miami's beautiful beaches, everything less 25 minutes away.

Top guest favorite
Home in Miami
4.98 out of 5 average rating, 42 reviews

Waterfront Retreat + Heated Pool + Sand Court

Newly remodeled. This stunning 4BR/2BA waterfront gem offers the perfect mix of relaxation and fun—featuring your very own private pool, sand court, and direct access to miles of navigable waterways. Step inside to a bright, open-concept layout that flows seamlessly from the modern kitchen and living room to a lush backyard retreat. This home has everything you need to unwind and enjoy Miami’s laid-back Westchester vibe. It's centrally located and close to all major Miami attractions.

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 Fountainebleau
5 out of 5 average rating, 469 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 welcoming entrance is highlighted by two chairs positioned on a patterned rug. Potted plants are arranged around the space, accompanied by a decorative light fixture. A ceiling fan is visible above, and a door leads into the private room, creating an inviting atmosphere.
Guest suite in Miami
4.97 out of 5 average rating, 167 reviews

Adorable private studio

Relaxing, private, peaceful and centrally-located studio. You do not share your space with anyone. Walking distance to restaurants, supermarket, bus stop, Gym and Florida International University. Conveniently close to Miami Airport, Kendall Regional Hospital, Dolphin Mall, TopGolf, Everglades Airboat Expeditions, City Place Doral with Fresh Market, shops, Movie Theaters, Comedy Club, live music and more. Eleven miles from Bayside and Wynwood Walls. The beach? A short 15-mile drive!

Popular amenities for Westchester vacation rentals

When is the best time to visit Westchester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,519 GYDG$43,074 GYDG$42,238 GYDG$28,646 GYDG$29,483 GYDG$30,528 GYDG$30,319 GYDG$33,247 GYDG$30,946 GYDG$34,710 GYDG$34,292 GYDG$42,865 GYD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

Frequently Asked Questions

  • What are the best places to stay in Westchester?

    Westchester’s residential neighborhoods have a mix of single-family homes and apartments, with many stays appealing to travelers seeking a local experience. Areas near parks or main streets are often chosen for convenience and access to amenities.

  • What are the best things to do in Westchester with kids?

    Kids can enjoy time in local parks with playgrounds, interactive spaces in nearby museums, or community workshops tailored for young visitors. Family-friendly cafes and outdoor sports fields add variety to a day out.

  • What are some of the best things to do in Westchester?

    Explore neighborhood parks, sample Cuban cafés, and discover public art murals reflecting local culture. Residents and visitors also enjoy community gatherings, food markets, and spending time in relaxed green spaces.

  • How is the weather in Westchester?

    Westchester has warm, tropical weather most of the year, with average highs from 76°F–91°F (25°C–33°C) and mild winters. Rain is more common from late spring through early fall; packing a light rain jacket is useful.

  • When is the best time to visit Westchester?

    Late fall to early spring is often recommended for pleasant temperatures around 76°F–81°F (25°C–27°C) and lighter rainfall. Visitors in summer can expect warmer, humid days and short afternoon showers.

  • What are the best places to visit in Westchester?

    Explore locally beloved parks, public art, and family-friendly spaces in Westchester. Those interested in culture can seek out nearby museums or community centers that highlight Miami’s diverse heritage.

  • What are some hiking trails in Westchester?

    Westchester has a selection of community parks with paved walking paths and shaded trails for leisurely strolls. Those looking for longer hikes often explore natural reserves in the wider Miami area.

  • What are some family activities we can do in Westchester?

    Families can enjoy playgrounds, public parks, and nearby museums with interactive exhibits. Community centers sometimes host workshops, while local sports fields welcome active play for all ages.

  • What are some of the best day trip ideas from Westchester?

    Plan a day exploring Miami’s vibrant neighborhoods, walking the sandy beaches nearby, or visiting a local nature reserve for birdwatching and fresh air. The Everglades and Coral Gables’ botanical spots are also frequently suggested options.

  • Are there any pet friendly accommodations available in Westchester?

    Many accommodations in Westchester are pet friendly and may provide outdoor spaces or easy access to parks. Always check each listing’s policy for details on bringing pets along.

  • What are some local tips for visiting Westchester?

    Locals often suggest sampling bakery cafés for Cuban pastries and coffee, and exploring smaller, family-run eateries. Wearing light, breathable clothing and packing sunscreen helps with the sunny, humid weather.

  • What is Westchester known for?

    Westchester is known for its locally rooted Cuban-American culture, vibrant dining, and proximity to Miami’s arts and entertainment. The area has parks, casual eateries, and family-focused spaces, creating a welcoming neighborhood atmosphere.

  • What are the best hidden gems to explore in Westchester?

    Seek out small neighborhood parks, independently owned bakeries, and local art murals that reflect the community’s character. Less crowded eateries tucked in side streets are frequently suggested by locals for a genuine experience.

  • What are the best foods to try in Westchester?

    Try Cuban sandwiches, croquetas, pastelitos, and fresh tropical fruit juices, which are staples in Westchester’s dining scene. Local taquerías, Latin American bakeries, and ventanitas are frequently suggested for an authentic taste.

  • What should I bring for a trip to Westchester?

    Bring light, breathable clothing, sunscreen, and comfortable shoes for exploring. A reusable water bottle and a compact umbrella or rain jacket are helpful, especially during summer’s wetter months.

  • What is the nightlife in Westchester like?

    Westchester’s nightlife centers on casual dining spots, family gatherings, and cafés that stay open into the evening. For those seeking more vibrant scenes, nearby Miami neighborhoods are known for live music and diverse bars.

  • What are the most popular events or festivals in Westchester?

    Cultural festivals celebrating Latin American heritage, food fairs, and community parades are frequently suggested events, especially during spring and around major U.S. holidays. Art shows and family events often take place at local parks or community centers.

  • Are there family friendly vacation rentals in Westchester?

    Many vacation rentals in Westchester are family friendly, with amenities like kitchens, outdoor space, and comfortable living areas. Listings often highlight features such as cribs or play areas, so check for details based on your needs.