1. Barbados
  2. St. James
  3. Derricks
  4. Winter Rental

Derricks Winter Rental

10.0
Exceptional
(121 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Ocean View
  • Balcony/Terrace
  • View
ZA R4,508/Night For 7 Nights ZA R31,556
New
1496.18 ft² 6 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Hot Tub
  • Balcony/Terrace
  • View
ZA R2,216/Night For 7 Nights ZA R15,515
6.0
Good
(5 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Resort
  • Pool
  • Balcony/Terrace
  • Breakfast
ZA R10,146/Night For 7 Nights ZA R71,025
10.0
Exceptional
(41 Reviews)
6 Guests 3 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
ZA R15,718/Night For 7 Nights ZA R110,034
10.0
Exceptional
(27 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
ZA R14,247/Night For 7 Nights ZA R99,723
10.0
Exceptional
(19 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Private Pool
  • Pool
  • Ocean View
ZA R6,089/Night For 7 Nights ZA R42,621
10.0
Exceptional
(5 Reviews)
900 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Pool
  • Ocean View
  • Balcony/Terrace
ZA R1,743/Night For 7 Nights ZA R12,199
10.0
Exceptional
(2 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Pool
  • Ocean View
ZA R16,623/Night For 7 Nights ZA R116,371
10.0
Exceptional
(1 Review)
8 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
ZA R19,394/Night For 7 Nights ZA R135,761
10.0
Exceptional
(1 Review)
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Ocean View
  • Balcony/Terrace
  • View
ZA R7,464/Night For 7 Nights ZA R52,242
10.0
Exceptional
(1 Review)
1500 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Apartment
  • Ocean View
  • Balcony/Terrace
  • View
ZA R4,846/Night For 7 Nights ZA R33,920
10.0
Exceptional
(1 Review)
1800 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Hot Tub
  • Ocean View
  • Balcony/Terrace
ZA R4,597/Night For 7 Nights ZA R32,179

Why Choose Rent By Owner for your Derricks Winter Rental?

What makes our Winter Rental 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 Derricks

When should you plan your Winter Rental stay?

To make the most of your stay in this destination, consider planning your vacation during the region's optimal weather months, when the sunny skies and warm temperatures create ideal conditions for enjoying the local beaches and outdoor activities.

Peak Season Highlights

spring
December to April

This is the peak season when the weather in Derricks, St. James, Barbados is warm and sunny, making it ideal for enjoying outdoor activities and relaxing by the beach.

Average Temperature Daytime: 28°C (82°F) - Nighttime: 23°C (73°F)
spring
July to August

During these summer months, you can experience the warmest weather here, perfect for soaking up the sun and exploring the region’s scenic coastline.

Average Temperature Daytime: 30°C (86°F) - Nighttime: 25°C (77°F)

Off-Season Highlights

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May to June

The early summer months offer fewer crowds and pleasant weather, providing a more tranquil environment for your winter rentals in this destination.

Average Temperature Daytime: 27°C (81°F) - Nighttime: 22°C (72°F)
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September to November

Late summer and early fall tend to be quieter, with occasional showers, making it an excellent time for a peaceful getaway in the area.

Average Temperature Daytime: 29°C (84°F) - Nighttime: 24°C (75°F)

Weekly Weather Forecast for Derricks

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

  • Access to a private or shared outdoor swimming pool for relaxing in the sun.
  • Well-maintained garden areas ideal for leisurely strolls and outdoor lounging.
  • Comfortable outdoor dining spaces perfect for enjoying meals al fresco.
  • Convenient outdoor shower facilities to rinse off after beach or pool visits.
  • Spacious patios or verandas that offer scenic views of the surroundings.
  • Outdoor grilling stations or barbeque areas to enhance your culinary experience.
  • Secure parking with designated outdoor spaces for your convenience and peace of mind.
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Family Activities

  • Beach Days at Dover Beach: Spend quality time with your family relaxing and enjoying the calm, turquoise waters along this popular beach in the area.
  • Island Safari Tours: Discover the natural beauty of the region on guided safaris that are perfect for families seeking adventure and scenic views.
  • St. James Parish Church: Visit this historic church to appreciate the local architecture and learn about the area's cultural heritage.
  • Harrison’s Cave Excursion: Experience an awe-inspiring underground tour through this spectacular limestone cave system, ideal for exploring with children.
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Adult Activities

  • Snorkeling and Diving: Discover vibrant marine life and coral reefs just offshore, offering a refreshing aquatic adventure during your stay.
  • Beach Relaxation: Unwind on pristine sands along the coast, perfect for sunbathing, reading, or enjoying tranquil seaside views.
  • Golfing: Play a round at nearby golf courses that showcase breathtaking ocean views, ideal for both beginners and seasoned players.
  • Dining Experiences: Savor delicious local cuisine at beachfront restaurants that serve fresh seafood and Caribbean specialties.

Other Places to Stay in Derricks

Derricks Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take time to research popular local spots and events near your winter rentals to maximize your experience in this region.
  • Explore Local Cuisine: Sample authentic dishes at nearby restaurants or markets to get a true taste of the area’s vibrant culinary scene.
  • Utilize Convenient Transportation Options: Consider renting a scooter or arranging local transfers to explore the surroundings effortlessly during your stay.
  • Respect the Environment and Community: Be mindful of local customs and eco-friendly practices to ensure a sustainable visit that benefits the region's natural beauty and residents.

Transportation Options

  • Public Buses: Accessible and budget-friendly, the local bus service offers reliable transportation for exploring the area and reaching nearby attractions.
  • Private Taxis: Convenient and comfortable, private taxis provide door-to-door service for quick travel across the region.
  • Car Rentals: For maximum flexibility, renting a vehicle allows you to explore at your own pace while enjoying the scenic views of the destination.
  • Bicycle Rentals: A sustainable option, bicycle rentals are perfect for leisurely rides and discovering local sights within the vicinity.

Local Customs Options

  • Respect for Local Greetings: When visiting here, it’s customary to greet locals with a warm smile and a friendly nod or handshake, reflecting the region's welcoming culture.
  • Embracing the Island’s Music and Dance: Participating in or appreciating local music styles like calypso and reggae is a significant aspect of experiencing this destination’s vibrant community spirit.
  • Understanding Traditional Attire: Visitors often observe that wearing modest and respectful clothing during cultural events or visits to community centers aligns with local customs.
  • Honoring Local Cuisine Etiquette: When enjoying meals here, it’s polite to try traditional dishes and show appreciation by engaging with local dining customs, which often emphasize shared experiences and hospitality.

Frequently Asked Questions About Derricks Winter Rentals

2. How many Winter Rentals are available in Derricks?

Currently, the total number of properties listed by RBO in 2026 is over 59 in the Derricks area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Derricks. 

3. What is the cancellation policy for winter rentals in Derricks, St. James, Barbados?

The cancellation policy varies by listing; please review the specific terms outlined on the property’s page or contact the owner directly to understand the options available for your booking.

4. Are there any additional fees or charges I should be aware of when booking a winter rental here?

Additional fees such as security deposits, cleaning fees, or local taxes may apply. Details are provided in the listing description, and it's recommended to confirm these with the property owner before completing your reservation.

5. What amenities are typically included with winter rentals in this region?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, kitchen facilities, and outdoor space. For specific details, refer to the listing or reach out to the property owner.

6. How do I know if my preferred winter rental in this destination is available during my travel dates?

Availability is shown on the listing's calendar. If your dates are unavailable, consider contacting the owner for possible flexibility or alternative options.

7. What is the check-in and check-out process for winter rentals in here?

Check-in and check-out procedures are detailed in each listing. Typically, you will receive instructions from the owner prior to arrival. For clarifications, contact the property owner directly.

More Rentals You May Like Near Derricks

10.0
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Ocean View House
  • Ocean View
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9.8
Exceptional
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  • Ocean View
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ZA R15,657/Night For 7 Nights ZA R109,607
9.8
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ZA R23,088/Night For 7 Nights ZA R161,619
9.8
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ZA R2,052/Night For 7 Nights ZA R14,366
9.6
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ZA R1,560/Night For 7 Nights ZA R10,918
9.6
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Ocean View Villa
  • Oceanfront
  • Fireplace/Heating
  • Pool
ZA R2,472/Night For 7 Nights ZA R17,305
9.4
Exceptional
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Ocean View Apartment
  • Oceanfront
  • Ocean View
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ZA R3,872/Night For 7 Nights ZA R27,106
9.4
Exceptional
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Ocean View Apartment
  • Oceanfront
  • Ocean View
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ZA R1,642/Night For 7 Nights ZA R11,493
9.2
Exceptional
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  • Oceanfront
  • Pool
  • Ocean View
ZA R2,595/Night For 7 Nights ZA R18,158
9.2
Exceptional
(15 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
ZA R1,536/Night For 7 Nights ZA R10,754
9.0
Exceptional
(25 Reviews)
4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Oceanfront
  • Hot Tub
  • Pool
ZA R3,730/Night For 7 Nights ZA R26,105