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Great Expectations can accommodate as many as 15 adults plus children in 4 equal Master bedrooms, 2 spacious bedroom Suites, and 2 additional rooms which can also be used as bedrooms for larger groups (we charge only for the bedrooms used). Great Expectations has spectacular views over the Caribbean (both the sunrise and sunset) and is within walking distance to 2 beaches. Wedding specials and discounts for grandparents and multiple couples. Rated the #1 vacation villa on St. John by travelers.
Note that the rates we are able to show on this Website are for 2 people using 1 bedroom. PLEASE INQUIRE ABOUT OUR RATES FOR MORE PEOPLE/BEDROOMS (we do not charge for children age 2 or under staying in the same room with their parents so let us know the ages of any children and, to inquire about our discounts, if there are any grandparents, brides, grooms, active military or other good and deserving people in your party!).
With 3 swimming/wading pools, 2 hot tubs, and even a private basketball/tennis court, Great Expectations is ideal for special celebrations and family gatherings. The Villa is also perfect for multiple couples vacationing together offering 4 equal Master bedrooms with private patios overlooking the Caribbean Sea. Each Master bedroom has a large bathroom with indoor/outdoor shower, walk-in closet with wall safe, soaring cathedral ceiling with skylight and transoms, and custom-made teak furniture from Bali with extra long King-size beds or 2 Twins. All 4 Master bedrooms are on the same level along with -- to provide privacy for those staying up late or rising early -- a separate Great Room with a large living room, gourmet kitchen, and indoor and outdoor dining areas around the pool and hot tub patios and outdoor barbecue.
A nearby two-story Guest House offers 2 spacious bedroom Suites each about twice the size of one of the 4 Master bedrooms. Each Suite has a Queen-size bed and futons for additional sleeping accommodations if needed as well as a private bathroom with indoor/outdoor shower. Upstairs in the Guest House is the Owners Suite with its own kitchen, dining and living areas and spectacular views overlooking the Caribbean Sea. The Guest Suite on the first floor of the Guest House has an adjacent sitting area, The Sun Room, with yet another private bathroom, this one with a coral shower. The Sun Room can also be used as a separate, 7th bedroom with Twin beds or a King for larger groups or parents who would like their children in a connecting bedroom.
The Club Room has a trundle bed (2 Twins) with its own private bathroom and can be used as a separate bedroom for one adult or a couple of teenagers bringing the total number of bedrooms at Great Expectations to 8 (all air-conditioned with private bathrooms) providing comfortable sleeping accommodations for as many as 15 adults plus kids. We charge only for the number of bedrooms used assuming double occupancy; we have had as few as one couple rent the entire villa and as many as 21 people (there were a lot of kids!).
Each air-conditioned bedroom has its own private bathroom. All the openings (sliding doors, windows and transoms) are fully-screened. Italian tile adorns the floors. The Great Room has a gourmet kitchen with granite counters. Native stone work laced with local coral and shells frames the villa entrance and is used around the site to highlight the lush landscaping of beautiful, colored bougainvillea, hibiscus, croton, wild orchids and, and our favorite, frangipani. A number of significant palm trees as well as banana trees complement the beauty of the site.
Great Expectations offers extraordinary 'double' east/west views with both the sunrise and the sunset. The villa is located on the south shore of St. John, less than a 5 minute drive on paved roads to town (Cruz Bay) and 10 minutes to the famous, white sand beaches of the U.S. National Park. There are also 2 beaches within walking distance of the Villa.
The closest beach for swimming and fabulous snorkeling is just a short walk to Chocolate Hole - a sandy beach with calm, protected water on the west side of the villa with some of the best snorkeling on the island thanks to a 'salt pond' (formed during hurricanes when the storm drives the ocean inland and the water then gets trapped). The 2nd beach accessible from a path directly from the Villa on the east side is Hart Bay with great beach combing thanks to the coral reef just offshore
The villa is furnished with custom-made teak furniture and carvings from Bali and, we think, very tastefully decorated with original paintings, sconces and even a native mural which was written-up in the local papers. Great Expectations does not pretend to be fancy, just very, very special!
2015 WINTER SEASON RATES January 3, 2015 - April 18, 2015 we are sorry, but we are totally booked this coming winter!
2015 SPRING, SUMMER, FALL RATES April 19, 2015 - December 19, 2015
1- 2 persons.....$3500 per week 3 - 4 persons.....$4500 per week 5 - 6 persons.....$5500 per week 7 - 8 persons....$6500 per week 9 - 10 persons....$7500 per week 11 - 12 persons...$8500 per week 13 - 14 persons...$9500 per week 15 - 16 persons..$10500 per week
Christmas and New Years Weeks: flat rate of $19,500 per week for up to 16 people (plus $500 per person for any additional people). The 8 bedrooms available are: 4 Master bedrooms in the Main Villa, 2 bedroom Suites in the Guest House, The Sun Room and the Club Room (see 'Villa Floor Plans' page for full descriptions). Sorry, we are already booked for this year, but we are available for next year -- Christmas Week 2015: Sat, 12/19/15 to Sat, 12/26/15 or or Sun, 12/20/15 to Sun, 12/27/15 and New Years Week 2015-16 - Sun, 12/27/2015 to Sun, 1/3/2016.
2016 WINTER SEASON RATES January 3, 2016 - April 16, 2016
1-2 persons....$7000 per week 3-4 persons....$8000 per week 5-6 persons....$9000 per week 7-8 persons....$10,000 per week 9-10 persons....$11,000 per week 11-12 persons...$12,000 per week 13-14 persons....$13,000 per week 15 - 16 persons....$14,000 per week
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. The Sun Room and the Club Room (see 'Villa Floor Plans' page for full descriptions). 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.
To help guests secure the best available airfares, we try to accommodate arrivals and departures any day of the week. Rates do not include 10% Government Tax and $500 Refundable Security Deposit. Prices subject to change prior to deposit due at the time of booking.
air-conditioned, ensuite bathroom, ocean views...moreless
4 Main Villa Master bedrooms each have a California (extra long) King-size bed which can be converted into 2 California (extra long) Twin-size beds and are spacious enough to accommodate a foldaway bed and portacribs for children. The 4 guest bedrooms offer 2 bedrooms with Queen-size beds and futons plus 2 bedrooms each with a Twin-size Trundle bed (when not needed, one bed stores under the other to provider more space in the room). All 8 bedrooms are air-conditioned and have ceiling fans, wall safes, and, of course, private bathrooms with spacious showers. ...moreless
New Years week Dec 26 - Jan 2, 2016 8 night min stay
$21,000 flat fee
2016 Winter 2 people/1 bedroom Jan 3 - Apr 16, 2016 7 night min stay
Discounts: 7 nights or more: $1,000 Nightly
Rates are based on 2 guests; add $71 per night, per additional guest
2016 Summer 2 people/1 bedroom Apr 17 - Dec 17, 2016 7 night min stay
Discounts: 7 nights or more: $536 Nightly
Rates are based on 2 guests; add $71 per night, per additional guest
Additional information about rental rates
Refundable Damage Deposit$500
Please inquire about our rates for more people based on the number of bedrooms used (let us know the ages of kids and if there are any grandparents, brides, grooms, active military). The Villa is rented to one group at a time (you will be the only guests no matter the size of your party). Deposit of 50% of room rate due at time of booking by check (credit card payment available through Paypal).
Policy available by contacting owner when booking.
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About the owner: Kristin and Chuck live in Massachusetts when we are not on St. John!
Why the Owner Chose Chocolate Hole: The dual sunrise and sunset views plus the constant easterly Tradewinds on a flat site (there are few tennis courts on St. John!) about 100 above the Caribbean Sea! Rated the #1 St. John vacation rental villa by travelers.
The Unique Benefits at this Villa: 3 swimming pools, 2 hot tubs and 1 basketball/tennis court!