What are the top rated 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: <a href="/property/beautiful-condo-with-breezy-balcony-overlooking-pool-garden-steps-to-beach/HA-121930123" class="class="static-page-link"">Beautiful Condo with breezy Balcony Overlooking Pool &amp; Garden – Steps to Beach</a> <a href="/property/stunning-family-villa-with-private-pool-near-beach-gibbs-glade-villa/HA-12120075174" class="class="static-page-link"">Stunning Family Villa with Private Pool Near Beach - Gibbs Glade Villa</a> <a href="/property/charming-2-bedroom-2-shower-room-self-catering-apt-on-a-gorgeous-quiet-beach/HA-61116797" class="class="static-page-link"">Charming 2 bedroom 2 shower room self catering apt on a gorgeous quiet beach</a> <a href="/property/barbados-tourism-authority-approved-with-pool-beach-club-4-mins-walk-to-beach/HA-6116771845" class="class="static-page-link"">BARBADOS TOURISM AUTHORITY APPROVED WITH POOL, BEACH CLUB, 4 MINS WALK TO BEACH</a> <a href="/property/4-bed-colonial-style-villa-with-pool-in-private-setting-short-walk-to-2-beaches/HA-6111880218" class="class="static-page-link"">4 Bed Colonial Style Villa with pool in private setting, short walk to 2 beaches</a> <a href="/property/on-dover-beach-close-to-golf-surfing-and-much-more-discounts-available/HA-321490328" class="class="static-page-link"">On Dover Beach, close to golf, surfing and much more. Discounts available</a> <a href="/property/idyllic-7-porters-court-beach-club-membership-pool-5min-walk-beach-holetown/HA-61110960525" class="class="static-page-link"">Idyllic 7 Porters Court, Beach Club Membership, pool, 5min walk beach, Holetown</a> <a href="/property/st-james-beautiful-unique-4-bedroom-villa-infinity-pool-and-panoramic-sea-view/HA-6111763712" class="class="static-page-link"">St James beautiful unique 4 bedroom villa, infinity pool and panoramic sea view</a> <a href="/property/two-bed-town-house-with-plunge-pool-in-porters/HA-611404784" class="class="static-page-link"">Two bed town house with plunge pool in Porters</a> <a href="/property/sapphire-beach-luxury-beach-side-split-level-self-catering-apartment/HA-611443391" class="class="static-page-link"">Sapphire Beach - Luxury beach side split level self catering apartment</a>

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 $1,093 per night. Execstays 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.

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 Execstays shows that there are over 2113 private swimming pools or indoor pools accommodations near Barbados along with other great amenities.