St. John Ultimate Villas

St John Chocolate Hole Rentals USVI

Great Expectations

Great Expectations is an 8 bedroom villa located on the saddle of Chocolate Hole East that affords spectacular wide sunrise views to the east over Hart and Rendezvous Bays, and sunset views to the west over Chocolate Hole.

The villa sits on a 1 acre compound of 4 buildings, 2 parking areas, 4 pools, 2 hot tubs, and a tennis / basketball court. It is perfect for multi-generational family vacations (Grandparents Stay Free!), couples vacations, wedding groups and others typically up to 16 people. The capacity can vary depending on couple configuration and age of children.

With 4 Master bedrooms, 2 spacious bedroom suites and 2 additional rooms which can be uses as bedrooms for larger groups, Great Expectations can be custom configured with Twin or King beds as well as 2 Queens depending on your group's needs.

The main villa has a large patio area with a small wading pool, larger dip pool (3ft deep) and an even bigger 'infinity' type pool. Our Great Room contains a full kitchen, sub zero refrigerator, separate ice maker, big screen TV, and half bath. The main patio area includes a built in grilling area and large hot tub, as well as multiple tiled areas with lawn chairs for relaxing.

The main six bedrooms have full baths with private outdoor showers and the entire complex has WiFi access to high-speed internet for guests to use.

This villa is available for St. John destination weddings and other special celebrations, up to 32 guests.

Prices are based on the number of bedrooms used assuming double occupancy. There are a total of 8 bedrooms available: 4 Master bedrooms in the Main Villa, 2 bedroom Suites in the Guest House, plus the Sun Room, and the Club Room. More than 16 people may be accommodated for $500 per person per week. No charge for children age 2 or younger who are staying in the same room as their parent.

Rates do not include 12.5% Government Tax on the Room Rent and $700 Refundable Security Deposit.

Rates include the following travel services: meet and greet upon arrival on St John, 24 Hour Emergency Service Repair * Some exclusions.

Christmas 2018 is available starting Saturday, December 22, 2018 until Saturday, December 29, 2018. New Years 2018/19 is available from Saturday December 29, 2018 to Saturday January 5, 2019. Each can be reserved for a flat weekly rate of $21,500 (for up to 16 people). Minimum stay 7 nights; plus 12.5% government tax and $700 refundable security deposit - contact us for additional information. The bedrooms available are: 4 Master bedrooms in the Main Villa, 2 bedroom Suites in the Guest House, the Sun Room, and the Club Room.

Photo Gallery - Click to Enlarge
Aerial view of Great Expectations villa on St John Aerial view of Great Expectations villa on St John Aerial view of Great Expectations villa on St John Aerial view of Great Expectations villa on St John Pool from the west Pool from the west Aerial view looking south Aerial view looking south
Great Expectations villa complex Great Expectations villa complex Great Expectations great room with bar and kitchen Great Expectations great room with bar and kitchen Great Expectations great room dining area Great Expectations great room dining area Great Expectations great room looking west Great Expectations great room looking west
Great Expectations great room looking east Great Expectations great room looking east Great Expectations master room with twin bed configuration Great Expectations master room with twin bed configuration Great Expectations club room Great Expectations club room Great Expectations guest suite Great Expectations guest suite
Great Expectations king suite Great Expectations king suite Sunrise view outside villa bedroom Sunrise view outside villa bedroom Great Expectations owner's suite Great Expectations owner's suite Great Expectations owner's suite east view Great Expectations owner's suite east view
Great Expectations owner's suite Great Expectations owner's suite Great Expectations sun room Great Expectations sun room Great Expectations pool area through palm trees Great Expectations pool area through palm trees Hammock overlooking tennis court Hammock overlooking tennis court
Great Expectations offers multiple pools Great Expectations offers multiple pools Infinity pool sunset over St. John Infinity pool sunset over St. John Patio sitting area next to pool Patio sitting area next to pool Another of Great Expectations' pools Another of Great Expectations' pools
Guest house pool area Guest house pool area


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Location: Chocolate Hole

Max Persons: 16
Max Wedding Guests: 32

Bedrooms: 8

Bathrooms: 6.5

Pool: Yes - 4
Hot Tub: Yes - 2

Smoking: Outside Only

Price (1-2 people):
$8,400 (high season) per week
$4,900 (low season) per week

Price (3-4 people):
$9,400 (high season) per week
$5,900 (low season) per week

Price (5-6 people):
$10,400 (high season) per week
$6,900 (low season) per week

Price (7-8 people):
$11,400 (high season) per week
$7,900 (low season) per week

Price (9-10 people):
$12,400 (high season) per week
$8,900 (low season) per week

Price (11-12 people):
$13,400 (high season) per week
$9,900 (low season) per week

Price (13-14 people):
$14,400 (high season) per week
$10,900 (low season) per week

Price (15-16 people):
$15,400 (high season) per week
$11,900 (low season) per week

Thanksgiving:
Add 5% to rates

Christmas / New Year's:
$21,500 per week

High Season Dates 2019:
12/22/2018 to 4/27/2019

Low Season Dates 2018:
4/15/2018 to 12/22/2018

Thanksgiving 2018:
11/17/2018 to 11/24/2018

Christmas 2018:
12/22/2018 to 12/29/2018

New Year's 2018:
12/30/2018 to 1/5/2019

Thanksgiving 2019:
11/23/2019 to 11/29/2019

Christmas 2019:
12/21/2019 to 12/28/2019

PLEASE BE AWARE THAT ST. JOHN ULTIMATE VILLAS NEVER REQUESTS PAYMENTS BY WIRE TRANSFER OR ONLINE CREDIT CARD TRANSACTIONS. IF YOU ARE SOLICITED BY ANYONE FOR ANY OF OUR PROPERTIES AND THEY ARE REQUESTING WIRE TRANSFERS OR ONLINE PAYMENTS, PLEASE CALL US IMMEDIATELY.

Rates are based on cash prices
7 night minimum
Does not include Holiday weeks
Call for details on stays less than 7 nights
$700 Refundable Security Deposit
Rates include the following travel services:
- Meet and greet upon arrival on St John
- 24 Hour Emergency Service Repair
- *Some exclusions.
VI Hotel tax is 12.5%
Rates do not include 4.5% service charge
No discounts for non-working internet
No discounts for non-working generators
No discounts for non-working hot tubs/jacuzzis