Barbados Winter Rental
Condo
10.0(153 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
Hot Tub
Pool
Ocean View
Balcony/Terrace
CA $668/Night
7 Nights - CA $4,679
House
10.0(3 Reviews)
8 Bedrooms
9 Baths
16 Guests
3751.22 ft²
Oceanfront- Hot Tub
- Pool
- Ocean View
CA $1,824/Night
7 Nights - CA $12,768
Villa
10.0(1 Review)
1 Bedroom
1 Bath
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $1,184/Night
7 Nights - CA $8,290
House
10.0(123 Reviews)
4 Bedrooms
4 Baths
8 Guests
Private Pool- Oceanfront
- Pool
- Ocean View
CA $743/Night
7 Nights - CA $5,199
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Hot Tub
Parking
Air Conditioner
Internet
CA $272/Night
7 Nights - CA $1,901
Apartment
10.0(122 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Ocean View
- Balcony/Terrace
View
Kitchen
CA $339/Night
7 Nights - CA $2,373
Apartment
9.9(14 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
Skiing- Balcony/Terrace
- View
- Parking
CA $126/Night
7 Nights - CA $884
Condo
10.0(116 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
CA $657/Night
7 Nights - CA $4,601
Villa
9.8(17 Reviews)
3 Bedrooms
3 Baths
6 Guests
2346.53 ft²
- Oceanfront
Spa
Fireplace/Heating- Pool
CA $587/Night
7 Nights - CA $4,106
Villa
10.0(112 Reviews)
4 Bedrooms
3 Baths
8 Guests
3143 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $756/Night
7 Nights - CA $5,290
Villa
9.8(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
2346.53 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
CA $1,010/Night
7 Nights - CA $7,072
Villa
10.0(110 Reviews)
4 Bedrooms
5 Baths
8 Guests
3444 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $624/Night
7 Nights - CA $4,371
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:
- Luxury Holiday 3 Bedroom Villa w/private pool & air conditioning. Sleeps 7-9
- 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
- Designer Penthouse - Amazing Views & Location
- Inchcape Seaside Villas right on Silver Sands Beach - House Seaside
- Stress Free And Relaxed Get Away
- Shelsea, Idyllic garden villa, 3 beds, lge private garden, 2 mins walk to beach.
2. How many Winter Rentals are available in Barbados?
Currently, the total number of properties listed by RBO in 2026 is over 2139 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
Apartment
9.7(42 Reviews)
1 Bedroom
1 Bath
3 Guests
290.63 ft²
- Balcony/Terrace
- View
- Parking
- Air Conditioner
CA $153/Night
7 Nights - CA $1,072
Villa
10.0(103 Reviews)
4 Bedrooms
4 Baths
8 Guests
2400 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $1,359/Night
7 Nights - CA $9,515
Condo
10.0(103 Reviews)
3 Bedrooms
3 Baths
8 Guests
1851 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
CA $561/Night
7 Nights - CA $3,929
Villa
10.0(99 Reviews)
3 Bedrooms
3 Baths
6 Guests
2600 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $894/Night
7 Nights - CA $6,257
House
10.0(96 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $455/Night
7 Nights - CA $3,185
House
10.0(78 Reviews)
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
CA $585/Night
7 Nights - CA $4,093
Villa
10.0(73 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $421/Night
7 Nights - CA $2,945
Apartment
10.0(72 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $216/Night
7 Nights - CA $1,508
House
10.0(70 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $619/Night
7 Nights - CA $4,331
Cottage
10.0(68 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
CA $174/Night
7 Nights - CA $1,219
Villa
10.0(65 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
CA $913/Night
7 Nights - CA $6,390
Apartment
10.0(65 Reviews)
2 Bedrooms
2 Baths
4 Guests
1558 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
CA $418/Night
7 Nights - CA $2,926
