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.

up to 5
up to 10
from 5
Min. Nights


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.


5 Bedrooms, 5.5 Bathrooms

Sleeps 10 Guests

  • Twin Beds
  • Near Sandy Lane Golf Courses
  • Wi-Fi Access
  • Water sports by request
  • Tennis court nearby
  • Property Manager
  • Laundry Service
  • Cook
  • Housekeeper
  • Fully Equipped Private Gym
  • Access to the Sandy Lane Beach Club
  • Hair Dryer
  • Fully Equipped Kitchen
  • Ice Maker
  • Microwave
  • Dishwasher
  • Coffee Maker
  • Blender
  • Toaster
  • Gazebo
  • Wet Bar
  • Pool House
  • Outdoor Bar
  • Patio with Outdoor Furniture
  • Al Fresco Dining
  • Balcony
  • Close to the Beach
  • Safe
  • Security System
  • Cable TV
  • iPod Docking Station
  • DVD Player
  • Flat Screen TV
  • Media Room
  • Smart TV
  • Surround Sound System


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
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

Rates and Availability

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.
Security Deposit Details
Accidental Damage Waiver
A $149 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details
5 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

Exclusive Offers

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Here's how you earn.

Base Villa Cost Cash Back*
$5,000 - $15,000 $150
$15,001 – $25,000 $250
$25,001 – $35,000 $350
$35,001 – $50,000 $500
$50,001 – $75,000 $750
$75,001 – $100,000 $1,000
$100,001 + $2,000


Book now and unlock your next villa escape.

Offer valid for new bookings made between 11/19/23 – 12/10/23 travel from 11/19/23 - 12/31/24. 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.


Villa information may change without notice and should be confirmed with our villa rental specialists.