Leeward St John

· Villa



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 center making this the perfect location for your stay on 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 entrance way 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 Pavillion 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 4 ft. to 9 ft. depth, and appears to join the ocean below.

Leeward’s four bedrooms are furnished with king sized beds and 42 in. TV’s. 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 remodeling we are confident that it will continue to provide premium accommodations for those visiting St John.


High Season Weekly Rates

Leeward can accommodate 8 guests.

Nightly rates are for 1-6 people.

There is an additional fee of $100 per person per night  for over 6 people.

April 21 – August 31, 2019

nightly rate for 1-6 people is $950/night


September 1 – October 31, 2019

nightly rate for 1-6 people is $885/night


November 1 – 23 and November 30 – Dec. 20, 2019

nightly rate for 1-6 people is $950/night


Thanksgiving week  November 23 – 29, 2019


Christmas period December 21 – January 4, 2020

nightly rate for 1-6 people is $1714.29


January 5 – April 11, 2020

nightly rate for 1-6 people is $1215/night


April 12 – August 31, 2020

nightly rate for 1-6 people is $950/night

All rates subject to 12.5% USVI Hotel Tax. A $500 refundable security deposit and $35 reservation fee are required.
Rates are subject to change without notice.

Low Season Weekly Rates

Low Season: April 15, 2019 – December 18, 2019

1-4 Guests = $5,400/wk
5 Guests = $5,925/wk
6 Guests = $6,450/wk
7 Guests = $6,975/wk
8 Guests = $7,500/wk

All rates subject to 12.5% USVI Hotel Tax. A $35 non-refundable security deposit and $35 reservation fee are required.
Rates are subject to change without notice.




Southside Rd, Cruz Bay, St John 00830, USVI


Our Villas are rented on a weekly basis (seven nights) plus 12.5% hotel tax.

We will allow a 5 or 6 night rental provided that it meets an existing reservation during off-season dates.

To secure your reservation, payment in the amount of 50% of total rental is required with a non-refundable $35 Reservation and $35 Security Deposit Waiver fee, total of $70. The balance of rental money is due 60 days prior to arrival.

Payments may be made by personal, cashiers or certified checks.

We also accept credit card payments from VISA or MasterCard for an additional 5% fee.

Last minute rentals require payment by credit card or a certified bank check, overnight mail (call for details).

Cancellation: No deposits will be refunded unless a replacement rental is obtained.
Should you be forced to cancel for any reason and a replacement rental is obtained, your deposit will be refunded less a 20% administrative fee.
Because of our strict cancellation policy, we urge you to obtain Traveler’s Cancellation Insurance throughout the year.

Refunds are not granted due to weather or acts of God.

Rates are subject to change at any time. When your initial payment is received your rate is locked in.

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