Discover Your Perfect Weston Vacation Homes

Best Vacation Homes in Weston

Villa
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 4 Baths 8 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $1,533/Night 7 Nights - CA $10,729
star-icons-4
Apartment
Map-icon
like-icon9.6
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 6 Guests 1001.04 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $432/Night 7 Nights - CA $3,026
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Condo
Map-icon
like-icon8.8
Fabulous
(22 Reviews)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $188/Night 7 Nights - CA $1,314
Villa
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
5 Bedrooms 1 Bath 10 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,663/Night 7 Nights - CA $18,639
star-icons-4
Apartment
Map-icon
like-icon9.5
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 4 Guests 1550 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $546/Night 7 Nights - CA $3,826
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $3,916/Night 7 Nights - CA $27,413
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 5 Baths 10 Guests 2103 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $982/Night 7 Nights - CA $6,876
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 1 Bath 10 Guests 5382 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,572/Night 7 Nights - CA $18,004

Weston Luxury Rentals

Villa
Map-icon
7 Bedrooms 7 Baths 14 Guests 7000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $8,405/Night 7 Nights - CA $58,836
star-icons-4
Villa
Map-icon
4 Bedrooms 5 Baths 8 Guests 5995.5 ft²
  • Pool
    Pool
  • View
    View
More amenities
CA $5,388/Night 7 Nights - CA $37,718
Villa
Map-icon
5 Bedrooms 5 Baths 10 Guests 6000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $5,180/Night 7 Nights - CA $36,260
Villa
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5 Bedrooms 6 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $4,394/Night 7 Nights - CA $30,755
Villa
Map-icon
like-icon8.0
Excellent
(2 Reviews)
5 Bedrooms 5 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $4,066/Night 7 Nights - CA $28,464
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Villa
Map-icon
5 Bedrooms 5 Baths 10 Guests 3498.27 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
CA $3,475/Night 7 Nights - CA $24,328
star-icons-4
Villa
Map-icon
5 Bedrooms 5 Baths 10 Guests 10.76 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $3,475/Night 7 Nights - CA $24,328
Villa
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $2,872/Night 7 Nights - CA $20,105

Weston Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,346/Night 7 Nights - CA $16,422
star-icons-4
Apartment
Map-icon
like-icon8.9
Fabulous
(56 Reviews)
6 Bedrooms 3 Baths 6 Guests 1038.72 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $382/Night 7 Nights - CA $2,676
star-icons-3
Villa
Map-icon
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $2,358/Night 7 Nights - CA $16,504
Villa
Map-icon
4 Bedrooms 4 Baths 8 Guests 5700 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,418/Night 7 Nights - CA $16,925
star-icons-3
Apartment
Map-icon
like-icon7.3
Very Good
(52 Reviews)
15 Bedrooms 9 Baths 22 Guests 996.74 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $239/Night 7 Nights - CA $1,672
Villa
Map-icon
3 Bedrooms 3 Baths 6 Guests 5400 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $2,333/Night 7 Nights - CA $16,330
Villa
Map-icon
3 Bedrooms 3 Baths 6 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
CA $2,151/Night 7 Nights - CA $15,058
House
Map-icon
6 Bedrooms 5 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $1,689/Night 7 Nights - CA $11,823

Weston Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $870/Night 7 Nights - CA $6,088
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1550 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $357/Night 7 Nights - CA $2,501
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $311/Night 7 Nights - CA $2,180
Condo
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 6 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $427/Night 7 Nights - CA $2,992
Apartment
Map-icon
like-icon9.6
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $277/Night 7 Nights - CA $1,939
Apartment
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
CA $416/Night 7 Nights - CA $2,910
star-icons-4
Apartment
Map-icon
like-icon9.2
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests 947.22 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $633/Night 7 Nights - CA $4,428
star-icons-4
Apartment
Map-icon
like-icon9.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 699.65 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $671/Night 7 Nights - CA $4,700

Why Choose Rent By Owner for your Weston Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Weston

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers its best weather and vibrant atmosphere during certain seasons, making your stay in Weston, St. James, Barbados truly memorable.

Peak Season Highlights

spring
December to April

During these months, the weather in this region is typically warm and sunny, making it ideal for enjoying the beaches and outdoor activities. This is when demand for vacation rentals peaks, so early booking is recommended.

Average Temperature Daytime: around 80-85°F - Nighttime: around 70-75°F
spring
June to August

The summer months bring lively events and a vibrant atmosphere, attracting visitors seeking a lively Caribbean experience. Expect higher occupancy rates for your preferred vacation rentals during this period.

Average Temperature Daytime: around 85-88°F - Nighttime: around 75-78°F

Off-Season Highlights

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May and November

Shoulder seasons offer fewer crowds and more flexible availability, providing an excellent opportunity to enjoy quieter surroundings in this destination. The weather remains pleasant with less humidity.

Average Temperature Daytime: around 78-82°F - Nighttime: around 68-72°F
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September to October

These months are considered off-peak due to higher chances of rain and the tail end of the hurricane season. However, you can find great deals on vacation rentals by owner and enjoy a peaceful stay here.

Average Temperature Daytime: around 80-83°F - Nighttime: around 70-73°F

Weekly Weather Forecast for Weston

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.

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 a private outdoor swimming pool to cool off while soaking up the sun.
  • Relax in beautifully landscaped gardens that offer tranquility and natural beauty.
  • Make the most of outdoor dining areas, perfect for enjoying meals al fresco with family or friends.
  • Take advantage of spacious patios or terraces designed for lounging and entertaining outdoors.
  • Benefit from outdoor shower facilities to refresh after a day at the nearby beaches.
  • Utilize on-site barbecue grills for fun cookouts in the warm Caribbean climate.
  • Experience well-maintained pathways ideal for leisurely strolls within the property’s outdoor space.
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Family Activities

  • Barbados Wildlife Reserve: Discover native animals and exotic birds in this family-friendly reserve nestled just a short drive from Weston, offering an educational and fun experience for all ages.
  • Paynes Bay Beach: Relax and enjoy the calm, clear waters of this popular beach destination perfect for swimming, building sandcastles, and family picnics along the coast of here.
  • The Boardwalk: Stroll along this scenic coastal walkway where you can soak up breathtaking ocean views, spot marine life, and indulge in local eateries suited for family outings.
  • Island Nature Trail: Embark on an easy hike through lush scenery that provides opportunities for birdwatching and exploring the vibrant flora of this Caribbean region with your loved ones.
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Adult Activities

  • Golfing at the Sandy Lane Golf Course: Enjoy a day on this renowned course, where the lush greens and stunning ocean views create an exceptional experience in the heart of the region.
  • Exploring local art galleries and studios: Discover vibrant Barbadian artistry through curated exhibitions and workshops that showcase the area's rich cultural heritage.
  • Relaxing on the West Coast beaches: Unwind along pristine sands while taking in breathtaking sunsets, a perfect way to embrace the tranquil beauty of this destination.
  • Dining at upscale restaurants: Savor diverse culinary delights at fine dining establishments that highlight the region’s famed Barbados cuisine and local flavors.

Weston Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to indulge in the area’s renowned culinary scene by visiting local eateries near your vacation rental, offering authentic Barbadian flavors.
  • Plan Beach Days: Make the most of your stay by scheduling ample time at the pristine beaches, perfect for relaxation, swimming, and water sports along this seaside destination.
  • Discover Nearby Attractions: Use a convenient location to visit popular sights and activities close to your vacation home, enhancing your overall experience here.
  • Engage with Community Events: Check out local events or cultural activities happening during your visit to immerse yourself in the vibrant community spirit of this region.

Transportation Options

  • Public Buses: An affordable way to explore the area and connect to key points along the coast and nearby towns.
  • Taxis and Ride-Sharing Services: Convenient options for quick, direct transportation around the region, ideal for your flexible travel schedule.
  • Car Rentals: Provides the freedom to explore the destination at your own pace, with various rental agencies available locally.
  • Bicycle Rentals: A great eco-friendly option to enjoy the scenic surroundings and get some exercise while discovering this popular destination.

Local Customs Options

  • Barbadian Hospitality: Embrace the warm and friendly attitude that residents here are known for, making your stay more welcoming and culturally enriching.
  • Local Cuisine Etiquette: Respect traditional dining customs by trying the regional dishes and engaging with local vendors during your visit.
  • Carnival Celebrations: Participate in or observe the vibrant festivities of local carnivals, which celebrate the region’s rich cultural heritage through music, dance, and colorful costumes.
  • Respect for Nature: Practice eco-conscious behavior by preserving the beautiful beaches and natural surroundings that are central to this destination's charm.

Frequently Asked Questions About Weston?

2. How many vacation rentals have private pools in Weston?

There are 25 vacation rentals with private pools near Weston. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Weston are best for families?

If you are looking for a family-friendly vacation home in Weston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Weston:

4. How many Rentbyowner vacation rentals are available in Weston?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 108 in the Weston 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 Weston. 

5. What is the cancellation policy for vacation accommodations in Weston, St. James, Barbados?

The cancellation policy varies depending on the property owner or manager. You should review the specific listing details or contact the host directly to understand their cancellation terms before confirming your booking.

6. How do I secure my reservation at a vacation rental in the area?

Reservations are usually secured through a deposit or full payment at the time of booking. Be sure to follow the booking process outlined on the listing and communicate with the host if you have any special requests or questions.

7. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or local taxes may apply depending on the property. Check the detailed listing to see all applicable charges before completing your reservation.

8. What amenities can I expect in vacation rentals in this region?

Most properties offer amenities like Wi-Fi, fully equipped kitchens, air conditioning, and outdoor spaces. For specific amenities, please refer to the individual listing or contact the owner directly.

9. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements vary by property. Please review the listing details or contact the host to confirm the length of your stay and any restrictions.