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Windward – a luxurious two-storey villa on Cooper Hill in Sandy Lane Estate with a swimming pool featuring 5 bedrooms suites and 6 bathrooms. 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.

On entering Windward through the main entrance foyer, a beautifully designed double staircase 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, a 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, the cook can prepare a picnic lunch packed in a cooler for your day at the beach if guests prefer.

The stunning Master Suite on the upper floor features a study.

The media room is air-conditioned and features a multimedia 50” Smart TV with surround sound.

Pool house – encompasses a covered bar area, BBQ and bathroom facilities including a shower.

Access to the Sandy Lane property owner’s beach facilities – this does not include the Sandy Lane hotel.

Like all our Sandy Lane villas, Windward DOES NOT permit the use of Riemann P20 Sunscreen, as it damages towels and fabrics.




  • A/C Bedrooms
    Cable TV
    Covered Bar Area
    DVD Player
  • Gym - Private
    Hair Dryers
    Holetown Nearby
    Internet - WiFi
    iPod Dock
    Media Room with A/C
  • Outdoor Dining
    Safes in Bedrooms
    Sandy Lane Owners Beach Club Access
    Security System
    Sun Loungers
    Swimming Pool

Bedrooms and Bathrooms

Bedrooms : 5

Master Bedroom – King Bed

Bedroom 2 – Queen Bed

Bedroom 3 – King Bed
Note:  can convert to a Twin Beds

Bedroom 4 – Twin Beds
Note:  can convert to a King

Bedroom 5 – King Bed

Bathrooms : 6

Master Bathroom 1 – Tub & Shower

Bathroom 2 – Shower only

Bathroom 3 – Shower only

Bathroom 4 – Shower only

Bathroom 5 – Shower only

All bathrooms are en-suite







Winter 2024/2025

January 11th – April 14th
05 bedrooms (up to 10 people)
US$4,200 / £3,315 per night


Summer 2024/2025

April 15th – December 14th
05 bedrooms (up to 10 people)
US$3,000 / £2,375 per night


Christmas & New Year 2024/2025

December 15th – January 10th
05 bedrooms (up to 10 people)
US$5,400 / £4,265 per night

Rental Notes

    Rental rates are subject to a 10% Government Accommodation Levy plus a 2.5% Service Fee.

    Minimum stay – 7 nights in Winter, 5 nights in Summer & 14 nights during the Christmas & New Year period.

    Rental rates are fixed in US$.  The GBP£ rates highlighted will fluctuate.  Please contact us for an accurate GBP£ quote.

    Security Deposit – Credit card details are held.  See our Booking Conditions for full details.

    Rates are subject to change at any time.

    Check-in from 3pm | Check-out by 12 noon.

    We cannot offer an early check-in or a late check-out as guests may be leaving/arriving on the same day.

Cooper Hill, Sandy Lane, St. James

    Airport – 35 mins drive

    Beach (Sandy Lane) – 2 mins drive or 15 mins walk (uphill on way back!)

    Holetown – 3 mins drive

    Sandy Lane Golf Courses nearby

    Sandy Lane Tennis Courts – 2 mins drive

    Supermarket – 4 mins drive





  • R & T
    June 2022

    This has been a truly beautiful week made all the more better by the wonderful staff here Nicole, Nicola, Sharon and Jenny have been amazing in our stunning villa. I personally thank you all for making this a wonderful holiday for us. Hope to see you again one day!

  • M & D
    May 2022

    What can one say about a wonderful week in paradise? Firstly, the wonderful staff - our 'house fairies' for whom nothing is too much trouble. Sharon, Nicola and Jennifer have the most joyful smiles and the occasional giggle! Secondly, the delicious food. Nicola is a great cook and her 'pepper pot' is to die for! Thirdly, the grounds. Richard the gardener can be proud of this oasis which he keeps so well groomed. Robert is to be commended for quietly going about his business of keeping us safe and secure. Fourthly, one must not forget Alexis, whose down-to-earth sense of humour and attention to detail helped us all to feel as if this was a home away from home. And finally - 'Windward' itself....a beautiful residence, full of art, style and comfort. We love it! Thank you for a fantastic time and for letting us share your little piece of paradise!!


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    Number of Adults-+

    Number of Children-+