Barbados Winter Rental
Condo
10.0(170 Reviews)
2 Bedrooms
2 Baths
4 Guests
1450 ft²
Oceanfront
Pool
Ocean View
Balcony/Terrace
R2,692/Night
7 Nights - R18,842
House
10.0(3 Reviews)
8 Bedrooms
9 Baths
16 Guests
3751.22 ft²
- Oceanfront
Hot Tub- Pool
- Ocean View
R21,207/Night
7 Nights - R148,451
Villa
10.0(1 Review)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R13,768/Night
7 Nights - R96,379
Condo
10.0(153 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
R7,771/Night
7 Nights - R54,405
Apartment
9.9(14 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
Skiing- Balcony/Terrace
View
Parking
R1,468/Night
7 Nights - R10,277
House
10.0(123 Reviews)
4 Bedrooms
4 Baths
8 Guests
Private Pool- Oceanfront
- Pool
- Ocean View
R8,634/Night
7 Nights - R60,441
Villa
9.8(17 Reviews)
3 Bedrooms
3 Baths
6 Guests
2346.53 ft²
- Oceanfront
Spa
Fireplace/Heating- Pool
R6,819/Night
7 Nights - R47,733
Apartment
10.0(122 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Ocean View
- Balcony/Terrace
- View
Kitchen
R3,556/Night
7 Nights - R24,894
Villa
9.8(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
2346.53 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
R11,746/Night
7 Nights - R82,219
Condo
10.0(116 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
R7,642/Night
7 Nights - R53,491
Apartment
9.7(42 Reviews)
1 Bedroom
1 Bath
3 Guests
290.63 ft²
- Balcony/Terrace
- View
- Parking
Air Conditioner
R1,780/Night
7 Nights - R12,463
Villa
10.0(112 Reviews)
4 Bedrooms
3 Baths
8 Guests
3143 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R8,787/Night
7 Nights - R61,501
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
Bridgetown
St. Lawrence Gap
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:
- 101 Mistle Cove beach-front luxury, secluded sandy cove, garden and pool.
- Stunning House with direct beach access
- Luxury Stunning 5 Bedroom Beach-House on the Best Beach in Barbados
- Centrally located villa with spectacular sunsets and ocean views
- Stunning Penthouse with sea views, exclusive estate with Beach Club Membership
- Stunning Beachfront 2-Bed Condo with Pool - Ocean One 204
- Beautiful House on the West Coast of Barbados
- Stunning West Coast Villa minutes from Mullins Beach
- Designer Penthouse - Amazing Views & Location
- Inchcape Seaside Villas right on Silver Sands Beach - House Seaside
2. How many Winter Rentals are available in Barbados?
Currently, the total number of properties listed by RBO in 2026 is over 2165 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
Villa
9.7(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
398.26 ft²
- Oceanfront
- Spa
- Skiing
- Ocean View
R9,380/Night
7 Nights - R65,661
Villa
10.0(110 Reviews)
4 Bedrooms
5 Baths
8 Guests
3444 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R7,050/Night
7 Nights - R49,348
Villa
10.0(103 Reviews)
4 Bedrooms
4 Baths
8 Guests
2400 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R15,802/Night
7 Nights - R110,621
Condo
10.0(103 Reviews)
3 Bedrooms
3 Baths
8 Guests
1851 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
R6,526/Night
7 Nights - R45,677
Villa
10.0(99 Reviews)
3 Bedrooms
3 Baths
6 Guests
2600 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R10,390/Night
7 Nights - R72,741
House
10.0(96 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R5,334/Night
7 Nights - R37,341
House
10.0(78 Reviews)
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
R6,855/Night
7 Nights - R47,978
Condo
10.0(78 Reviews)
2 Bedrooms
1 Bath
4 Guests
1630 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R6,761/Night
7 Nights - R47,325
Villa
10.0(73 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
R4,353/Night
7 Nights - R30,473
Apartment
10.0(71 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,506/Night
7 Nights - R17,537
Cottage
10.0(68 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,024/Night
7 Nights - R14,176
Villa
10.0(65 Reviews)
3 Bedrooms
2 Baths
8 Guests
1700 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R5,628/Night
7 Nights - R39,397
