Windward
Caribbean / Barbados / St. James
Windward is a luxurious two-story villa on Cooper Hill within Sandy Lane Estate in Barbados featuring a swimming pool, 5 bedrooms suites, and 5.5 bathrooms.
Overview
The villa sits on over 1.5 acres of carefully landscaped grounds featuring “secret” sitting areas with benches for guests to escape and relax in spectacular tropical gardens. The property is private, fully enclosed and gated, with a main front foyer and a side entrance via the courtyard. Within the grounds there is a separate building housing a fully-equipped gym, garage, and storeroom.
Upon entering Windward through the main entrance foyer, a beautiful designed double staircase finished with a wrought iron railing leads upstairs to the stunning master suite, study, and two additional bedrooms.
All bedroom suites are air-conditioned with ceiling fans, safes, and cable TV. The en-suite bathrooms feature marble finishes, double vanities, and rain showers, with the exception of the master which includes a tub and large rain shower. There is also a powder room by the main foyer.
The main living area is open plan, with French doors extending the length of the room which, when open to the spacious covered veranda, creating an expansive space for combined indoor/outdoor entertaining. Steps from the main veranda lead out to the garden and pool.
Guests at Windward enjoy exclusive access to the Sandy Lane Beach Facilities - this does not include the hotel, with private, secure parking. Services at the Beach Facilities include beach loungers, umbrellas, complimentary Wi-Fi internet, and bathroom/shower facilities. There is a full bar on-site where drinks, lunch, and light snacks can be purchased. Alternatively, if guests prefer, the cook can prepare a picnic lunch packed in a cooler for your day at the beach.
Features
5 Bedrooms, 5.5 Bathrooms
Sleeps 10 Guests
Twin Beds
3 meals per day
Near Sandy Lane Golf Courses
Wi-Fi Access
Water sports by request
Tennis court nearby
Laundry Service
Property Manager
Cook
Housekeeper
Fully Equipped Private Gym
Access to the Sandy Lane Beach Club
Hair Dryer
Microwave
Ice Maker
Fully Equipped Kitchen
Dishwasher
Coffee Maker
Blender
Toaster
Close to the Beach
Balcony
Gazebo
Al Fresco Dining
Patio with Outdoor Furniture
Outdoor Bar
Pool House
Wet Bar
Security System
Safe
Surround Sound System
Smart TV
Media Room
Flat Screen TV
DVD Player
iPod Docking Station
Cable TV
Details
Bedroom Details
Master Bedroom: King-size bed, en-suite bathroom, air-conditioning, private patio with seating, ceiling fan, safe, cable TV, upper floor
Bedroom Two: Queen-size bed, en-suite bathroom, air-conditioning, private balcony with seating, pool/garden view, ceiling fan, safe, cable TV, upper floor
Bedroom Three: California king-size bed, en-suite bathroom, air-conditioning, garden view, ceiling fan, safe, cable TV, upper floor
Bedroom Four: Two twin beds that can convert to a king-size bed, en-suite bathroom, air-conditioning, private patio, pool access, ceiling fan, safe, cable TV, ground floor
Bedroom Five: California king-size bed, en-suite bathroom, air-conditioning, garden view, ceiling fan, safe, cable TV, ground floor
Bathroom Details
Master Bathroom: Tub, rain shower, double vanity
Bathroom Two: Rain shower, double vanity
Bathroom Three: Rain shower, double vanity
Bathroom Four: Rain shower, double vanity
Bathroom Five: Rain shower, double vanity
Beach Details
Exclusive access to the Sandy Lane Beach Club (which includes beach chairs, umbrellas, snack bar, washrooms & showers)
Short five-minute drive to the beach
Pool Details
Large private swimming pool
Staff and Services
Property manager
Cook 3 meals per day (breakfast, lunch, and dinner)
Housekeeper
Laundry service
Location Details
Located near Holetown and Limegrove’s restaurants and shopping
Tennis court nearby
Golf course nearby
Villa Notes
No smoking inside the property
Children welcomed
P20 sunscreen is not allowed. It can cause irreparable damage to linens that is not visible until laundered. It is the guests responsibility to check that their sunscreen does not contain P20. The guest will be charged up to USD $50 per damaged towel or up to USD $300 per damaged sheet or coverlet
Exclusive Offers
Cyber week starts now. Enhance your villa escape with up to $2,000 Cashback - Paid Upon Deposit.
Booking Value:
- $5,000 – $15,000 = $150 Cashback
- $15,001 – $25,000 = $250 Cashback
- $25,001 – $35,000 = $350 Cashback
- $35,001 – $50,000 = $500 Cashback
- $50,001 – $75,000 = $750 Cashback
- $75,001 – $100,000 = $1,000 Cashback
- $100,001+ = $2,000 Cashback
Offer valid for new bookings made between 11/23/25 - 12/06/25 for travel between 11/24/25 - 12/31/26. Amount is based on the base villa cost only. Minimum booking value applies. Cash back will be paid in a Villas of Distinction Visa® Prepaid Card upon deposit. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.
Book by December 1, 2025 and get up to 20% off regular villa rates.
Valid for new bookings made November 26, 2025 to December 1, 2025 for travel December 1, 2025 to December 18, 2025 or January 5, 2026 to January 31, 2026. Minimum night booking required may vary. Subject to availability and may not be combinable with other offers. Additional restrictions may apply; please call for full details.
Rates
| Travel Dates | Bedrooms | Min. Night Stay | Nightly Rates |
|---|---|---|---|
|
October 06, 2025 - December 14, 2025
|
5 | 5 | $ 2,250 * |
|
December 15, 2025 - December 18, 2025
|
5 | 7 | $ 3,500 * |
|
December 19, 2025 - January 09, 2026
|
5 | 14 | $ 4,500 * |
|
January 10, 2026 - April 15, 2026
|
5 | 7 | $ 3,500 * |
|
April 16, 2026 - December 14, 2026
|
5 | 5 | $ 2,250 * |
| USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your vacation specialist at time of booking. | |||
Tax Service Charge Details *Please add 10% accommodation levy and 2.5% service charge to all rates.Please note that there is a 15% service charge to be added to all services requested on island, such as food pre-stocking, beverage pre-stocking, airport transfers, baby equipment rentals, and more. Please inquire with an agent to which services require a 15% service charge. | |||
Minimum Stay Details5 nights minimum during Low Season; 7 nights minimum during High Season; 14 nights minimum during Christmas/New Year's - Minimum night stay may vary by villa. Please contact a villa specialist to confirm | |||
Accidental Damage WaiverA $249 Accidental Damage Waiver applies to every reservation. | |||
Calendar
*Please contact us for availability.
Location
Villa information may change without notice and should be confirmed with our vacation specialist.
