Winter Rentals in Barbados

Stay in a Winter Rentals in Barbados – Plan Your Next Vacation to Barbados Today!

  1. Smartours
  2.  Barbados
  3.  Winter Rentals

Find the Best Winter Rentals for Your Barbados Trip

Smartours makes it easy to discover stays that match your style, budget, and location.

  • Winter Rentals
  • Luxury Winter Rentals
  • FAMILY FRIENDLY Winter Rentals
  • PET-FRIENDLY Winter Rentals
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New
Villa
La Lune
  • Air Conditioner
  • Parking
  • Designated Smoking Area
US
View Availability
10 (6 Reviews)
House
The treehouse cabin
  • Parking
  • Pet Friendly
  • Designated Smoking Area
US
View Availability
VIEW ALL RENTALS

Top Rated Activities & Tours in Barbados

Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
10
Excellent
2378 Reviews
5 star rating Recommendation
From
US $115 Per Person
Reserve
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
10
Excellent
2382 Reviews
5 star rating Recommendation
From
US $85 Per Person
Reserve
Bridgetown Bajan Food Tour
Bridgetown Bajan Food Tour
10
Excellent
1514 Reviews
5 star rating Recommendation
From
US $94 Per Person
Reserve
Barbados Catamaran Turtle Snorkel with Lunch and Open Bar
Barbados Catamaran Turtle Snorkel with Lunch and Open Bar
10
Excellent
1536 Reviews
5 star rating Recommendation
From
US $110 Per Person
Reserve

Why Book Your Trip to Barbados with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Winter Rentals selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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Smarter Exploration

Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.

How to Book Your Stay in Barbados?

What’s the Smartours booking process?

Our platform connects you to a curated selection of Winter Rentals in Barbados. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.

Booking Steps

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
Site Logosmarter travel starts here

Indoor Features

  • Fully equipped kitchens or kitchenettes
  • Comfortable living areas with smart TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-room coffee and tea facilities
  • Premium bedding for restful nights
  • Modern bathrooms with walk-in showers or soaking tubs

Outdoor Amenities

  • Balconies, terraces, or rooftop lounges with scenic views
  • Swimming pools, either private or shared
  • Outdoor dining spaces with BBQ or grill access
  • Gardens or courtyards for relaxing downtime
  • On-site parking or easy transport access
  • Proximity to key attractions, markets, or nature trails

Other Places to Stay in Barbados

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New
Villa
La Lune
  • Air Conditioner
  • Parking
  • Designated Smoking Area
US
View Availability
Explore more accommodations

Seasonal Weather in Barbados

What’s the weather like in Barbados throughout the year?

Barbados’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.

Wednesday May 20

Barbados

Wed
weather-icon
27.1°C
Thu
weather-icon
27.1°C
Fri
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27.3°C
Sat
weather-icon
27.3°C
Sun
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27.1°C
Mon
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27.0°C
Tue
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27.4°C

Frequently Asked Questions

What are the top rated Winter Rentals in Barbados?
How much does it cost to rent a place to stay near Barbados in the wintertime?

The average cost for winter rentals in Barbados is $978 per night. Smartours has a wide list of great winter places to stay near Barbados that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Barbados that allow pets?
Do you have any winter rentals in Barbados that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Barbados to find what works for you.

Are there winter accommodations in Barbados that have indoor swimming pools?

As of 2026, the data from Smartours shows that there are over 2152 private swimming pools or indoor pools accommodations near Barbados along with other great amenities.

More Winter Rentals You May Like for Trips to Barbados

|
New
Villa
La Lune
  • Air Conditioner
  • Parking
  • Designated Smoking Area
US
View Availability
Explore more accommodations