Barbados Winter Rental
1800 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
R7,826/Night
For 7 Nights R54,791
3751.22 ft²
16 Guests
8 Bedrooms
9 Bathrooms
Free Cancellation
House
- Oceanfront
- Hot Tub
- Pool
R21,358/Night
For 7 Nights R149,504
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
R13,866/Night
For 7 Nights R97,063
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
R9,511/Night
For 7 Nights R66,587
2346.53 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Spa
- Fireplace/Heating
R6,867/Night
For 7 Nights R48,071
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Ocean View
- Balcony/Terrace
- View
R4,511/Night
For 7 Nights R31,577
2346.53 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
R11,829/Night
For 7 Nights R82,802
1800 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
R7,848/Night
For 7 Nights R54,939
495.14 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Skiing
- Balcony/Terrace
- View
R1,479/Night
For 7 Nights R10,350
3444 ft²
8 Guests
4 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
R7,271/Night
For 7 Nights R50,897
290.63 ft²
3 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- View
- Parking
R1,793/Night
For 7 Nights R12,552
1851 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
R7,493/Night
For 7 Nights R52,441
Why Choose Rent By Owner for your Barbados Winter Rental?
What makes our Winter Rental 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.
Weekly Weather Forecast for Barbados
How to Book Your Barbados Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Barbados
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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
Other Places to Stay in Barbados
St. James
Christ Church
Holetown
St. Peter
Speightstown
Oistins
St. Lawrence Gap
Bridgetown
St. Michael
Trents
Lascelles
Frequently Asked Questions About Barbados Winter Rentals
1. What are the top Winter Rentals in Barbados?
There are a lot of options in Barbados. If you plan on staying in the Barbados area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Barbados:
- Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados
- Stunning House with direct beach access
- Stunning Penthouse with sea views, exclusive estate with Beach Club Membership
- Stunning Beachfront 2-Bed Condo with Pool - Ocean One 204
- Designer Penthouse - Amazing Views & Location
- Inchcape Seaside Villas right on Silver Sands Beach - House Seaside
- Stress Free And Relaxed Get Away
- South Ocean Villas 201 - With Breathtaking Panoramic Beach and Ocean Views
- 'Cheez Don Bread' is a Beach Front Accommodation on Long Beach Barbados.
- Stunning West Coast Villa minutes from Mullins Beach
2. How many Winter Rentals are available in Barbados?
Currently, the total number of properties listed by RBO in 2026 is over 2135 in the Barbados area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Barbados.
More Rentals You May Like Near Barbados
398.26 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
Villa
- Oceanfront
- Spa
- Skiing
R9,447/Night
For 7 Nights R66,127
2600 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
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R10,136/Night
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8 Guests
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4 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
R16,057/Night
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4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
R5,326/Night
For 7 Nights R37,277
4235 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
R10,558/Night
For 7 Nights R73,914
1800 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
R6,907/Night
For 7 Nights R48,351
1630 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
R6,787/Night
For 7 Nights R47,513
1600 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
R5,041/Night
For 7 Nights R35,290
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
R2,709/Night
For 7 Nights R18,959
750 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
R2,123/Night
For 7 Nights R14,868
1558 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Pool
- Ocean View
R5,401/Night
For 7 Nights R37,803
1700 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
R4,748/Night
For 7 Nights R33,236
