Specials on our St. John Rental Villa

For reservations of 7 days or more utilizing up to 7 bedrooms, we offer a few special discounts in winter when the reservation is made directly with us. Rather than paying a referral/travel agent fee, we are able to pass the savings on to you! One discount per reservation with a minimum stay of 7 nights and excluding all the holiday weeks of Christmas, New Year’s, President’s Week, Easter, the 4th of July (St John Carnival), Thanksgiving, and any use of our Owner’s Apartment.

Check out our current availability and make plans to come enjoy the beauty and tranquility of St. John.


Almost ⅓ of our Villa guests are multi-generational family vacations, anniversaries and Birthdays

Almost ⅓ of our Villa guests are multi-generational family vacations, anniversaries and Birthdays

Grandparents Stay FREE in Winter

We offer a free room to grandparents in winter when accompanied by their kids and grandkids. One discount per reservation. One week minimum stay. Minimum six (6) room usage. Discount equal to the incremental cost of one bedroom.

We’ve had multiple dozens of wedding groups stay, get married at, and have their receptions at Great Expectations

We’ve had multiple dozens of wedding groups stay, get married at, and have their receptions at Great Expectations - including us!

Wedding Couple Stay FREE in Winter

St John is one of the most wonderful places in the world to get married. Great Expectations is the perfect place to stay for a small or large wedding party, or maybe the family of the couple. Book your wedding stay at Great Expectations from Dec 15 - April 30th and the newlywed couple stays FREE. One discount per reservation. One week minimum stay. Minimum six (6) room usage. Discount equal to incremental cost of one bedroom.


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Active US Military 10% off

Any group with an active US Military member in one of the five branches - Air Force, Army, Coast Guard, Marines, Navy - can request 10% off any stay of 7 nights or more. One discount per reservation.