Starting at $607.14 a night
9500 sqft
Great Expectations will exceed your needs and desires! Exotically tropical and offering boundless spaces and configurations to accommodate your group or family in comfort. Custom teak furnishings and accents from Bali intermingle with traditional Danish manor pieces to create a unique canvas from which your next vacation will spring to wonderful life!

Fully screened, with views of Hart Bay and Chocolate Hole, Great Expectations has 4 air-conditioned Master Suites of equal size in two pavilions that flank the elegant Great Room. The Great Room includes access to a gourmet kitchen, dining area, and a generous sitting area for relaxing, enjoying all media, or just taking in the views from within.

The 3 pavilions face out to verdant gardens filled with local flora, lush greenery, and the peace and tranquility you crave. Your pool and hot tub are just beyond. Savor meals cooked out-of-doors on your exterior built-in grill. Below, pleasure boats moored at anchor offer a nautical tableau to jump start your dreams.

At your disposal via a short flight of stairs beyond the exercise room (the "Club Room") is a regulation-sized tennis and basketball court. A short walk (about 25 yards away) will bring you to the 2-story Guest House, which contains 2 more air-conditioned bedrooms with baths ensuite; a private Jacuzzi swimming pool is also here.

Should you desire time at the shore, a moderate hike will bring you two either of two delightful snorkeling beaches (Chocolate Hole or Hart Bay)... or drive 10 minutes towards numerous National Park Beaches along St. John's northern shore. You are also a quick, 2-mile drive to St. John's "big" town of Cruz Bay for dining, shopping, strolling, night life and both pleasure and passenger vessels to the British Virgin Islands, ocean adventures, or St. Thomas (with its own charms, including the American Yacht Harbor at Red Hook, complex that also offers a plethora of dining and shopping options).

Incredibly popular, Great Expectations is often booked very early, so start making your plans to enjoy every advantage of this private, well-appointed island paradise!

Note: SATURDAY-TO-SATURDAY or SUNDAY-to-SUNDAY RENTALS ONLY, please, except for rentals during September and October. Please inquire about larger parties with additional children.

More than 16 people may be accommodated for $500 per person per week; please inquire! No charge for children age 2 or younger who are staying in the same room as their parent.

Bedrooms: 4 kings in Main Villa (OR 2 twins in each with advance notice), a queen and 2 futons in lower bedroom of Guest House, 1 trundle (2 twins) in Club (exercise) Room, queen in upper Guest House Owners' Apartment

Main Villa:
4 equal Master Suites, each with private full bath, double vanities, indoor/outdoor showers, cathedral ceilings, custom Balinese teaks. Each of these suites has a private full bath with double vanities plus indoor/outdoor showers. Their classic cathedral ceilings, skylights, transoms, sofit lighting make for a spacious feel. Custom teak furnishings from Bali bring the exotic flair. Bedrooms are roomy enough to accommodate an airbed or crib for baby. This family-friendly property includes all 4 of these masters on the same level in two pavilions with the Great Room (living room, gourmet kitchen and both indoor and alfresco dining) in a third pavilion between them.

Beau Geste:
The top floor of the Guest House consists of the 'Owner's Suite'. This is a very large (20' by 24' interior), air-conditioned studio apartment the size of the Great Room in the Villa. It has a Queen-size four poster bed with a spectacular view looking east of Hart Bay/Rendezvous Bay and the US National Park along the south shore of St. John. The living area which faces west with a view of Chocolate Hole harbor has a futon which opens into a full size bed. It is equipped with a telephone, cable TV with DVD player and an AM/FM stereo with CD player and built-in wall speakers. The Owner's Suite has a soaring cathedral ceiling with skylights, halogen track and sofit lighting, transoms and Haiku ceiling fan. It has its own bathroom with double sink vanities, bidet, and indoor/outdoor shower. It has a full kitchen and laundry washer and dryer, as well as outdoor decks on both the east and west sides, a stainless steel outdoor barbecue grill, and an enclosed swimming pool and hot tub for lots of privacy.

The first floor bedroom in the Guest House is the same size (20' by 12' interior) as the 4 bedrooms in the Main Villa plus it has an adjacent sitting area, the Sun Room. Like the Main Villa bedrooms, it has a ceiling fan, is air-conditioned and has a private bathroom with a double sink vanity and an indoor/outdoor shower (it also has a small Caribbean stone bath tub). It is furnished with a Queen-size bed and two futons (one futon opens into a full size bed and the other into a twin size bed). This room has a flat screen television with DVD player, coffeemaker, toaster oven and small refrigerator! It has a large patio with a hammock hanging under its very own palm tree (complete with coconuts) and some banana trees (with real bananas for the picking, unless the staff have eaten them all). This was Chuck's mother's favorite room; cool, quiet and private!

The Sun Room adjoining the first floor bedroom has its own full bathroom and is also air-conditioned. The Sun Room has a daybed which can be configured either as a King-size bed or set up as one or two Twin beds. The Sun Room can be accessed either directly from the first floor bedroom of the Guest House (making it ideal for parents who wish to have their kids in a connecting bedroom) or by its own entrance (for adults).

Please note that the upstairs and downstairs rooms in the Guest House are accessed by an outside staircase near the Guest House swimming pool so that we do not recommend children 12 or younger sleep in the downstairs bedrooms by themselves.

Club Room (exercise area):
More sleeping accommodations may be found in the The Club Room, an exercise area, with a 2-twin trundle bed; this room may be considered a bedroom for adults or older teens who want the independence of their own space at Great Expectations.

Additional amenities: Cable TVs, DVD, VCR, CD player with built-in speakers (Netflix video streaming on a 60" Sharp HD LED TV in Great Room), BluRay DVD player, iPod, iPhone, and MP3 aux hookups, outdoor speakers, radio, movies and music collection, books, games, childen's toys, internet access and Wi-Fi, printer, fax + answering machines; safes, bathrobes, hair dryers, skylights in all bedrooms; gourmet kitchen with stainless steel appliances (including 48" Sub-Zero refrigerator and Commercial Scottsman Icemaker); Cuisinart coffeemaker with filters, coffee bean grinder, and toaster, electric blender and waffle maker; professional Calphalon and Cuisinart cookware, beverage center, Jansal Valley gourmet spices, built-in gas grill, hammocks, colored fiber-optic pool lights, redwood hot tub, tennis/basketball court (60' x 120' with U.S. Open acrylic surface), tennis rackets, basketball, beach toys, UV water purification, dishwasher, laundry; exercise room (Club Room) with A/C, TV , VCR, reclining exercise bike, stepper, free weights and mat; Graco Pack 'n' Play cribs, high chairs, infant bath tub, baby and toddler beach cabanas

Additional Information:

Main Villa interior: 3,400 + exterior: 3,600. Guest House interior: 1,400 + exterior: 1,100 sq. ft.

Pool specs: Main House pool, with shallow wading section (18” deep, perfect for little ones) 20 x 20 x 2' - 5' deep, + large hot tub. Guest House: Jacuzzi pool (10' x 20' x 5' deep), + hot tub. chemical-free filtering system. Two hot tubs (one at the Villa pool patio and another at the Guest House pool patio)

SATURDAY-TO-SATURDAY or SUNDAY-to-SUNDAY RENTALS ONLY, please, except for rentals during September and October.

Gourmet kitchen contains an array of spices: Jansal Valley gourmet line products including jerk, cajun blackening, annatto seed, mustard seed, fine herbs, coriander, marjoram, sesame seed, cumin, spanish paprika, spearmint, poppy seeds, cinnamon sticks, garlic, nutmeg, turmeric, curry, salt and pepper

50 solar energy panels and a graywater irrigation system, make Great Expectations one of the only Green St John villas.

EPA-recommended ultraviolet 3 stage water filtering system


  • DVD Player
  • Satellite/Cable TV
  • Music Library
  • Video Library
  • Books
  • Radio
  • CD Player
  • Games for Kids
  • iPod Dock


  • Outdoor Pool
  • Private Pool
  • Jacuzzi


  • Horseback Riding


  • Iron & Ironing Board
  • Washing Machine
  • Wireless Internet
  • Hair Dryer
  • Toilet Paper
  • Air-Conditioning
  • Fax Machine
  • Soaps
  • Towels
  • Filtered Water
  • Safe
  • Ceiling Fans
  • Linens
  • Paper Towels
  • Telephone
  • Dryer
  • Crib


  • Screened Porch
  • Porch / Veranda
  • Walkway to Water
  • Chairs
  • Patio Furniture

Kitchen & Dining:

  • Refrigerator
  • Coffee Maker
  • 4 Ring Stove
  • Freezer
  • Cooking Utensils
  • Blender
  • Grill
  • Spices
  • Toaster
  • Coffee Grinder
  • Oven
  • Dining Area
  • Dishes & Utensils
  • Child's Highchair
  • Dishwasher

Attractions & Activities:

  • Activities Guide
  • Local Maps
  • Restaurant Guide
  • Ocean
  • Beach
  • Hiking Trail



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Note: SATURDAY-TO-SATURDAY or SUNDAY-to-SUNDAY RENTALS ONLY, please, except for rentals during September and October. Please inquire about larger parties with additional children.

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.

Fee Amount
Tax 12.500%
Refundable Damage Deposit $500.00

St. John , USVI , U.S. Virgin Islands


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