About the property
- Villa3300 sq. ft.
- Half Baths1
- Minimum Stay5 - 7 nights
4 bedroom, A/C throughout, enviable south shore location
- Recently remodeled
- Southerly aspect
- Full AC throughout
- Two fully operating internet services, including satellite
- Secluded neighborhood
- 8 minute drive to Cruz Bay
- 47 ft infinity pool
- Outdoor pavilion and bar
- Four king sized beds
- All bedrooms are ensuite
- On-island property manager
- Long history of repeat guests
- Spacious modern kitchen
- Outstanding views of Rendezvous Bay
- Access to private neighborhood beach
- Environmentally conscious solar field
LEEWARD ST JOHN is a luxury modern villa beautifully situated on the South shore of St. John. Overlooking the tranquil Rendezvous Bay, the house is only an 8 minute drive from Cruz Bay town centre making this the perfect location for your stay in St. John.
Leeward is positioned to capture some of the best views on the island, with all rooms and the deck enjoying fantastic vistas of the south shore of St. John, the Caribbean Sea and St. Croix 40 miles away.
An arched entranceway with an impressive 9 ft solid mahogany door leads you to the spacious kitchen and indoor dining area, with vaulted ceilings and full height windows allowing you to drink in the breathtaking Rendezvous Bay below. With Thermador appliances, breakfast bar and Subzero wine fridge, the kitchen is fully equipped for even the most discerning chef's needs.
The views continue from the vaulted Great Room, which with comfortable seating and 60 inch TV provides the perfect space for relaxing indoors. From here, French doors open onto the expansive coral stone deck. Within the outdoor Pavilion is a shaded seating area as well as a bar and grill, whilst the deck has space for plenty of sun loungers. The south facing aspect ensures you can enjoy the Caribbean sun long into the late afternoon.
The best vistas are perhaps enjoyed from within the inviting 47 ft infinity edge pool, which steps from 4ft to 6 ft in depth, and appears to join the ocean below.
Leeward's four bedrooms are furnished with king sized beds and 42 inch TVs. All are ensuite, which are beautifully tiled and fitted with rain shower heads. The two upper floor bedrooms have covered balconies which create the perfect spot for your morning coffee or a moment of solitude looking out over the bay.
The house has A/C throughout with numerous ceiling fans ensuring comfortable temperatures.
We are environmentally conscious at Leeward, and a large array of solar panels are fitted out of sight beneath the house. Rain water and grey water is captured and used to water the luscious garden, in which we take pride. Power outages do occasionally occur in the USVI, so the house is equipped with state of the art battery back up power.
In summary, Leeward is a beautiful family house with well crafted details and upscale furnishings to ensure your vacation is a memorable one. We and numerous returning guests have enjoyed Leeward for 16 years, and with the recent remodelling we are extremely confident that it will continue to provide premium accommodation for those visiting St. John.
Howard and Lee Ann Jones
- Response rate:
- Response time:
- within a few hours
- Calendar last updated:
- May 21, 2018
About Howard and Lee Ann Jones
We first traveled to St. John in 1994, with two very young children in tow, desperate to escape the London winter blues. Earlier in our marriage we'd travelled to a number of Caribbean islands, but the beauty of St. John was just awe inspiring. On that very first visit we purchased land, beginning a long and wonderful association with the Island of St. John. As our family grew and aged, the one constant in all our lives was Leeward. In their early years, the children spent time in the shallows of Maho Bay, playing and learning to snorkel, but also accompanied us on hikes and more adventurous outings as their confidence grew. Now we do all that, but can also throw in an hour at the Beach Bar or Woodys! Leeward has provided countless memories as the family has grown up. The London winters are still dreary, and we escape frequently to St. John. The lure of the island is strong, and even after 23+ years there is a rush of anticipation as we prepare for another visit. In 2015 we decided that it was time to extensively upgrade the house. We sought the expertise of well respected local architect Michael Milne, which has resulted in the breathtaking incarnation of Leeward you see today. It is a gorgeous island, and a beautiful house from which to enjoy it. Our family has done so, and judging by the number of repeat guests at Leeward, some stretching back over 14 years, many others have done so to. We prefer to call guests 'Friends of Leeward' as opposed to 'Visitors'. We do hope you'll find time to visit St. John, and if your travel plans incorporate another villa, that is fine too. Enjoy the natural beauty of St. John. We know you'll be back.
Why Howard and Lee Ann Jones chose Cruz Bay
Post Hurricane Irma, Leeward is in good shape and ready for guests. We now have two internet feeds including satellite, making WiFi robust. After Irma all deposits for cancelled trips were repaid in full. We have a strong following of guests at Leeward and we believe that you treat people as you would expect / like to be treated yourself.
What makes this Villa unique
- Southerly aspect - Secluded neighborhood - 8 minute drive to Cruz Bay - Recently remodeled - Infinity pool - A/C throughout - Wi-Fi throughout - All king sized beds - All bedrooms are ensuite - On-island property manager - Long history of repeat guests - Spacious modern kitchen - Outstanding views of Rendezvous Bay - Access to private neighborhood beach
Pool / Spa
Local Services & Businesses
Sports & Adventure Activities
100% refund if canceled at least 60 days before arrival date. You must contact the owner directly to request cancellation.
I liken Leeward to a fishing hole. It’s something you don’t want to share because you want all the fish for yourself. That said, I owe it to the owners to let anyone and everyone know what a very special place it is. A group of us enjoyed our stay there in May of this year. The island was doing amazingly well for having suffered through two category five hurricanes. Most everything was open. The roads were clear. The beaches were pristine. We could not have had a better time. I can’t wait to get back. Next year seems like too long a time to wait . I may have to return in the fall. In my opinion, there is no better view than with your arms resting on the edge of Leeward’s infinity pool with a cocktail in hand. Leeward is my favorite place on the island and I have been going there for almost a decade.
It was Perfect!
Everything we needed for a relaxing week. (4) couples had plenty of room in the (4) master bedrooms. Loved the new appliances and cleanliness of the home. Cant beat the view!! Would definitely recommend to anyone.
Unreal location - really felt like a home away from home!
What a wonderful family experience we had! For all those concerned on St. John’s health post storms - do not be. Yes, there are still areas to be repaired, but nothing that would stop you from having the best vacation ever. All beaches are open, turtles are back, and water couldn’t be a more stunning blue. Even snapped some family pics with the roaming donkeys on the island! We will be back! Thanks for the experience.
Thank you Michael. It sounds like the family had a fabulous time. A St John vacation sets the bar very high for the next one! We’ll be delighted to have you back.
Spectacular view! Beautiful home. Very well appointed. Looking forward to a return visit!
Thank you Amy for both the review and having faith that St John and Leeward would be ready for your trip. You will be very welcome to return.
Pictures don't do this amazing home justice!
We loved our stay at Leeward. Kids first beach trip, intimate island wedding and mom's Bday all celebrated here. We even honored the 1yr anniversary our of dad passing. The views are amazing, the pool is perfect and the kitchen a chefs dream! The home is beautifully designed like something out of a magazine but also extremely comfortable and cozy. We hope to come again and just so appreciate the owners sharing their beautiful home.
Thank you Kristen . We re delighted that your visit to St John and Leeward was so memorable. What a wonderful place for your children to have their first becah vacation! You ll find it hard to beat so you ll have to come back😊.
Thank you for taking the time to post a review , and for being such wonderful guests.
First Class Experience!
Fantastic Villa. Amazing amenities and an experience fit for a king (or queen)!
Very good! Thank you.
Rates & Availability
Additional information about rental rates
The quoted rates are based on 1-4 people. For each additional person the rates are as follows: - High Season $150 per night pp - Low Season $75 per night pp - Off Season $70 per night pp. Infinity edge and open pool, please ask about children under 8 years of age.