Best Vacation Homes in Westchester
1780 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $400/Night
For 7 Nights US $2,799
10.76 ft²
12 Guests
3 Bedrooms
2 Bathrooms
House
- Balcony/Terrace
- View
- Pet Friendly
US $395/Night
For 7 Nights US $2,764
2052 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $672/Night
For 7 Nights US $4,706
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Balcony/Terrace
- Air Conditioner
- Internet
US $124/Night
For 7 Nights US $870
2335.77 ft²
12 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $430/Night
For 7 Nights US $3,010
807 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Balcony/Terrace
- Kitchen
- Parking
US $227/Night
For 7 Nights US $1,590
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $218/Night
For 7 Nights US $1,529
100 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pool
- Balcony/Terrace
- Pet Friendly
US $129/Night
For 7 Nights US $905
Westchester Luxury Rentals
3595.15 ft²
14 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Pool
US $3,415/Night
For 7 Nights US $23,902
12 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,515/Night
For 7 Nights US $10,605
![[Kids Favourite] Stunning Family Fun Oasis With Heated Pool, Hot tub & King Bed](https://imgservice.rentbyowner.com/640x301/kids-favourite-stunning-f-us-miami-ha-3214194756-0.jpg)
2600 ft²
14 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $1,495/Night
For 7 Nights US $10,467
1711.46 ft²
12 Guests
5 Bedrooms
4 Bathrooms
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,285/Night
For 7 Nights US $8,995
2052 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,255/Night
For 7 Nights US $8,788
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
US $1,213/Night
For 7 Nights US $8,490
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Pet Friendly
US $1,196/Night
For 7 Nights US $8,371
3200 ft²
12 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,108/Night
For 7 Nights US $7,756
Westchester Pet Friendly Vacation Rentals
700 ft²
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $396/Night
For 7 Nights US $2,772
2152.78 ft²
14 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- View
- Pet Friendly
US $708/Night
For 7 Nights US $4,956
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Pool
- Balcony/Terrace
US $164/Night
For 7 Nights US $1,147
1496.18 ft²
8 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $608/Night
For 7 Nights US $4,259
300 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $212/Night
For 7 Nights US $1,485
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
US $804/Night
For 7 Nights US $5,628
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $744/Night
For 7 Nights US $5,209
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $697/Night
For 7 Nights US $4,877
Westchester Large Vacation Homes
16 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $827/Night
For 7 Nights US $5,789
2098.96 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Free Cancellation
Villa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $657/Night
For 7 Nights US $4,597
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $934/Night
For 7 Nights US $6,536
3100.01 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $684/Night
For 7 Nights US $4,787
3100 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $805/Night
For 7 Nights US $5,636
2500 ft²
14 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $593/Night
For 7 Nights US $4,149
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $793/Night
For 7 Nights US $5,552
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $652/Night
For 7 Nights US $4,566
Why Choose Rent By Owner for your Westchester Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Westchester Vacation Rentals
Where are the best neighborhoods to stay in Westchester?
When exploring Westchester in Miami, Florida, you'll find several vibrant neighborhoods that offer a variety of experiences for visitors. Each area provides unique charm and convenient access to local amenities, making it an ideal choice for your stay. Whether you're seeking a lively community or a quiet retreat, the neighborhoods in Westchester are perfectly suited to meet your vacation needs. Booking your vacation rentals in this area ensures you enjoy a comfortable and authentic Miami experience, with easy access to everything the city has to offer.
Coral Terrace
In this welcoming neighborhood, you’ll find cozy and convenient vacation rentals that provide a comfortable base for exploring the vibrant region. Its accessible location makes it easy to enjoy all the nearby attractions and amenities.
View 44+ Rentals in Coral TerraceBest Times to Visit Westchester
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can ensure you experience this vibrant destination at its best, whether you're seeking sunny beach days or quiet moments to relax in the region’s inviting atmosphere.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season as visitors seek to escape colder climates for milder temperatures and sunny days.
Average Temperature Daytime: 75°F - Nighttime: 60°F
Spring (March to May)
Spring ushers in a busy travel period with pleasant weather that attracts many travelers looking to enjoy outdoor activities and local events.
Average Temperature Daytime: 80°F - Nighttime: 65°F
Off-Season Highlights
Summer (June to August)
In the summer, the region tends to see fewer visitors due to higher temperatures, making it an ideal time for those seeking a quieter retreat or better rental deals.
Average Temperature Daytime: 88°F - Nighttime: 75°F
Fall (September to November)
Early fall offers cooler weather and fewer crowds, creating a peaceful environment for relaxation and exploration at more affordable rates.
Average Temperature Daytime: 82°F - Nighttime: 68°F
Weekly Weather Forecast for Westchester
How to Book Your Westchester Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Westchester
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a fully equipped patio or barbecue area for memorable meals under the sun.
- Relax by a private swimming pool, perfect for cooling off during warm Florida days.
- Take advantage of lush gardens or landscaped yards for outdoor lounging and family activities.
- Make the most of spacious decks or verandas ideal for sunset views and relaxing evenings.
- Benefit from dedicated outdoor seating areas designed for entertaining guests or unwinding alone.
- Find peace in a private yard or green space, great for outdoor games and children's play.
- Utilize outdoor shower facilities to rinse off after beach trips or poolside fun in this region known for its outdoor lifestyle.
Top Attractions Around Westchester
What attractions are nearby?
During your stay here, you'll find a variety of nearby activities to enjoy in the region, from relaxing at beautiful beaches to exploring vibrant local neighborhoods, making it an ideal destination for memorable experiences in Miami.
Family Activities
- Miami Children's Museum: Engage your family with interactive exhibits and educational programs designed to spark curiosity in this vibrant Miami destination.
Discover a diverse array of animals and enjoy family-friendly rides at one of the largest and most immersive zoos in the region. Relax and explore nature with scenic picnic areas, gentle beaches, and easy trails just minutes from your vacation rental. - Venetian Pool: Swim and unwind in this historic, spring-fed pool that offers a unique aquatic experience perfect for family outings.
Adult Activities
- Explore the Miami Seaquarium: Discover marine life shows and exhibits that provide a fun and educational experience right here in the region.
- Visit the Miami Beach Boardwalk: Enjoy a scenic walk along the coastline, perfect for relaxing or people-watching in this vibrant destination.
- Experience Wynwood Walls: Marvel at the outdoor street art museum showcasing striking murals and contemporary artworks by renowned artists.
- Attend a performance at the Adrienne Arsht Center: Immerse yourself in arts and culture with world-class theater, ballet, or opera productions in this cultural hub.
Other Places to Stay in Westchester, FL
Coral Estates Park
Leon Medical Centers - Westchester
Coral Way Shopping Area
Olympia Heights
Westchester Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Research local events and attractions to make the most of your stay in this vibrant destination and tailor your vacation rental experience accordingly.
- Choose a Prime Location: Opt for vacation rentals near popular neighborhoods or beaches to enjoy easy access to the area's top spots and authentic local experiences.
- Explore Local Cuisine: Take advantage of nearby dining options to indulge in regional specialties and immerse yourself in the area's culinary scene.
- Utilize Transportation Options: Familiarize yourself with public transit, ride-sharing services, or car rentals available here to navigate effortlessly and maximize your exploration time.
Transportation Options
- Public Transit Services: You can utilize the local bus and train systems to conveniently explore this area and reach your vacation rental with ease.
- Rental Car Services: Renting a car provides flexibility and comfort, allowing you to navigate the region at your own pace during your stay.
- Taxi and Ride-Sharing Options: Taxis and popular ride-sharing apps offer quick and reliable transportation for shorter trips around this destination.
- Biking and Walking: For an eco-friendly and scenic way to get around, biking and walking are great options within the neighborhood surrounding your vacation rental.
Local Customs Options
- Respect for Local Festivals and Events: Participating in or observing local festivals shows appreciation for the region’s vibrant culture and traditions.
- Greeting Etiquette: A warm, friendly handshake or greeting is customary when meeting locals in Westchester’s community-focused atmosphere.
- Dining Customs: When enjoying meals here, it’s polite to try regional dishes and understand the informal yet respectful dining etiquette.
- Celebration of Cultural Holidays: Engaging with cultural holidays fosters a deeper connection to the area's diverse heritage and customs.
Westchester Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Westchester?
There are a lot of options in Westchester. If you plan on staying in the Westchester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Westchester:
- Magnolia House Miami - Heated Pool with Water Slide, BBQ & Gazebo
- Bora Bora Relax Heaven - Pool- BBQ - Fits 12
- Cozy Casa Cabos - Pool BBQ Miami
- Luxurious Westchester Home Near Miami Clinics
- MIA Resort W/POOL/BBQ/Cabana
- Private Pool House w/4BR in Westchester Miami
- Miami Oasis, Spacious 4-Bedroom Home with Pool
- Private apartment
- [Kids Favourite] Stunning Family Fun Oasis With Heated Pool, Hot tub & King Bed
- May Special! 4BR - Private Yard & Grill, Near Coral Gables & MIA Airport
2. How many vacation rentals have private pools in Westchester?
There are 16 vacation rentals with private pools near Westchester. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Westchester are best for families?
If you are looking for a family-friendly vacation home in Westchester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Westchester:
4. How many Rentbyowner vacation rentals are available in Westchester?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 103 in the Westchester area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Westchester.
5. What is the cancellation policy for vacation rentals in Westchester, Miami?
The cancellation policy varies depending on the specific property owner. You should review the listing details or contact the host directly to understand the terms and any potential fees associated with cancellations.
6. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning, service charges, or taxes are typically outlined in the listing. It's recommended to read the full property description or reach out to the host for clarification before completing your reservation.
7. How do I confirm my booking for a vacation rental in Miami's Westchester neighborhood?
Once you select your preferred property and complete the payment process, your booking will be confirmed. You can also communicate with the host via the platform to ensure all details are in order.
8. Is there a minimum stay requirement for vacation rentals here?
Minimum stay requirements vary by property. Check the specific listing for details or contact the host to inquire about length-of-stay policies before making a reservation.
9. What amenities are included in vacation rentals in this region of Miami?
Amenities differ between properties, but common features include Wi-Fi, kitchen facilities, air conditioning, and parking. To confirm what’s available, review the property listing or contact the owner directly.
Westchester Top Rated Vacation Rentals
2143 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $597/Night
For 7 Nights US $4,181
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $177/Night
For 7 Nights US $1,239
2497.23 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Pool
US $697/Night
For 7 Nights US $4,880
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $230/Night
For 7 Nights US $1,608
12 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $678/Night
For 7 Nights US $4,746
2142.02 ft²
9 Guests
4 Bedrooms
2 Bathrooms
House
- Pool
- Balcony/Terrace
- View
US $425/Night
For 7 Nights US $2,972
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $520/Night
For 7 Nights US $3,639
3100 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $921/Night
For 7 Nights US $6,448
