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Rated the #1 Vacation Villa on St. John -- Great Expectations

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spectacular views (hammock, but not drink, included)

Calendar

Last updated: 11/01/2014
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:7 nights
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:N/A

Chocolate Hole villa description

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.

Property Type

  • Villa
  • 4650 sq. ft.

Accommodation Type

      • Vacation Rental

      Meals

      • Catering Available
      • Breakfast - Booking Possible
      • Lunch - Booking Possible
      • Dinner - Booking Possible

      Onsite Services

      • Housekeeper Optional
      • Concierge

      Suitability

      • Children Welcome:

        Villa swimming/wading pool is not fenced-in, but tennis/basketball court is totally enclosed and an excellent place for unsupervised children to play safely....moreless

      • Non Smoking Only
      • Pets Considered
      • Suitable For Elderly Or Infirm

      Bedrooms: 6 Bedrooms, Sleeps 20, Beds for 16-20

      • Main Villa Master Bedroom 1: 1 king

        air-conditioned, ensuite bathroom, ocean views...moreless

      • Main Villa Master Bedroom 2: 1 king

        air-conditioned, ensuite bathroom, ocean views....moreless

      • Main Villa Bedroom 3: 1 king

        air-conditioned, ensuite bathroom, ocean views...moreless

      • Main Villa Bedroom 4: 1 king

        air-conditioned, ensuite bathroom, ocean views...moreless

      • Guest Suite: 1 king, 1 queen, 2 twin/ single, 2 sleep sofa /futon

        air-conditioned, 2 ensuite bathrooms...moreless

      • Owners Suite: 1 queen, 1 sleep sofa /futon

        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

      Bathrooms: 8 Bathrooms, 1 Half Bathroom

      Other Amenities

          • Weddings, birthdays and anniversary celebrations welcome!

          Entertainment

          • Books
          • CD Player
          • DVD Player
          • Games
          • Games For Kids
          • Music Library:

            In the Great Room and the Owners Suite....moreless

          • Radio
          • Satellite / Cable:

            Cable HDTV with DVD player is available in the Great Room, The Owners Suite and The Sun Room. Complimentary Netflix video-streaming....moreless

          • Stereo
          • Television
          • Video Library:

            In Great Room and the Owners Apartment...moreless

          Theme

              • Family

              Attractions

              • Bay/Sound
              • Duty Free Shops
              • Health/Beauty Spa
              • Reefs
              • Restaurants

              Local Services & Businesses

              • Babysitter
              • Fitness Center
              • Groceries
              • Massage Therapist
              • Medical Services

              Leisure Activities

              • Beachcombing
              • Bird Watching
              • Boating
              • Horseback Riding
              • Shelling
              • Shopping
              • Sight Seeing
              • Walking

              Location Type

              • Beach
              • Near The Ocean
              • Ocean View:

                The Villa is sited about 100 feet above the Caribbean Sea with views to the east and west offering both the sunrise and sunset!...moreless

              Sports & Adventure Activities

              • Basketball Court
              • Fishing
              • Hiking
              • Jet Skiing
              • Parasailing
              • Sailing
              • Scuba Diving Or Snorkeling
              • Skiing
              • Snorkeling
              • Snorkeling/Diving
              • Snowmobiling
              • Surfing
              • Swimming
              • Tennis
              • Wind-Surfing

              Communication / Internet

                  • Fax

                  Dining

                  • Child's Highchair
                  • Dining Area
                  • Seating for 15 people

                  General

                  • Activities Guide
                  • Air Conditioning:

                    in all 8 bedrooms...moreless

                  • Alarm Clock
                  • Basic Soaps
                  • Broadband Access:

                    Free!...moreless

                  • Ceiling Fans
                  • Clothes Dryer:

                    (3)...moreless

                  • Filtered Water
                  • Fitness Room / Equipment
                  • Hair Dryer
                  • Internet
                  • Iron & Board
                  • Laundry Soap
                  • Linens Provided:

                    plus spare linens in each bedroom closet...moreless

                  • Local Activities Guide
                  • Local Maps
                  • Local Restaurant Guide
                  • Paper Towels
                  • Parking Off Street
                  • Safe
                  • Telephone:

                    (7) Each bedroom and the Great Room have telephones....moreless

                  • Toilet Paper
                  • Towels Provided
                  • Washing Machine:

                    (3)...moreless

                  • Wireless Internet:

                    Free!...moreless

                  Kitchen

                  • 4 Ring Stove
                  • Blender
                  • Catering Available:

                    Discounts available for guests of Great Expectations!...moreless

                  • Coffee Grinder
                  • Coffee Maker
                  • Cooking Utensils
                  • Dishwasher:

                    (2)...moreless

                  • Freezer
                  • Ice Maker
                  • Kitchen:

                    (2) In the Villa Great Room and a separate full kitchen in the Owners Apartment...moreless

                  Outside

                  • Balcony:

                    (2) The Owners Apartment has decks on both the east and west sides....moreless

                  • Barbecue
                  • Beach Chairs
                  • Beach Towels
                  • Binoculars
                  • Deck / Patio:

                    (8) Each bedroom and the Great Room has its own private patio...moreless

                  • Large Cooler
                  • Lawn / Garden
                  • Outdoor Grill
                  • Outdoor Grill Gas
                  • Patio
                  • Tennis Court
                  • Terrace
                  • Walkway To Water

                  Payment Type

                  • Amex
                  • Discover
                  • Mastercard
                  • Visa

                  Pool / Spa

                  • Hot Tub:

                    At the Main Villa and another one at the Guest House,...moreless

                  • Outdoor Hot Tub
                  • Outdoor Pool
                  • Private Pool:

                    Two separate pools at the Main Villa plus a wading/sunning pool and a thrid swimming pool at the Guest House....moreless

                  House Cleaning

                      • Housekeeper Optional
                       

                      Reviews

                      Write a review 5
                      from 6 traveler reviews
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                      Rental basis: Per property
                      Dates Nightly Weekend Night Weekly Monthly * Event
                      2015 Summer 2 people/1 bedroom
                      Apr 19 - Dec 19, 2015
                      7 night min stay

                      $3,500

                      Rates are based on 2 guests; add $71 per night, per additional guest

                      Xmas/New Years wks
                      Dec 27 - Jan 3, 2016
                      8 night min stay

                      $19,500
                      flat fee
                      2016 Winter 2 people/1 bedroom
                      Jan 3 - Apr 16, 2016
                      7 night min stay

                      $7,000

                      Rates are based on 2 guests; add $71 per night, per additional guest


                      Additional information about rental rates

                      Fees:

                      • Refundable Damage Deposit $500
                      • Tax Rate 10%

                      Notes:

                      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).


                      Cancellation policy:

                      Policy available by contacting owner when booking.


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                      Calendar

                      Last updated: 11/01/2014
                      Check availability
                      23 Available
                      21 Unavailable
                      22 Today
                      23 Selected dates
                       

                      Location

                      Car: Recommended

                      Other Activities: basketball

                       

                      Owner info

                      Year Purchased: 1998

                      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!


                      Contact us

                      Speaks: english

                      Guestbook comments from the owner

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                      Photos

                      • spectacular views (hammock, but not drink, included)

                        spectacular views (hammock, but not drink, included)

                      • view to the west of Chocolate Hole harbor from our infinity swimming pool

                        view to the west of Chocolate Hole harbor from our infinity swimming pool

                      • our infinity swimming pool is spacious!

                        our infinity swimming pool is spacious!

                      • the Great Room looks east over the Caribbean Sea

                        the Great Room looks east over the Caribbean Sea

                      • one of 6 air-conditioned bedrooms

                        one of 6 air-conditioned bedrooms

                      • one of our 'signature' indoor/outdoor showers with private view of the Caribbean

                        one of our 'signature' indoor/outdoor showers with private view of the Caribbean

                      • private basketball and tennis court

                        private basketball and tennis court

                      • the Guest House has its own swimming pool and hot tub

                        the Guest House has its own swimming pool and hot tub

                      • Guest Suite on Guest House 1st floor has a separate sitting area & 2 bathrooms

                        Guest Suite on Guest House 1st floor has a separate sitting area & 2 bathrooms

                      • The Club Room has a Twin-size trundle bed and elliptical machine (not in photo)

                        The Club Room has a Twin-size trundle bed and elliptical machine (not in photo)

                      • the US National Park beaches are only 10-15 minute drive (beach chairs included)

                        the US National Park beaches are only 10-15 minute drive (beach chairs included)

                      • 5 bedroom Main Villa (3 buildings on right) and 3 bedroom Guest House (on left)

                        5 bedroom Main Villa (3 buildings on right) and 3 bedroom Guest House (on left)

                      • view to east of Hart & Rendezvous Bays and the US National Park along southshore

                        view to east of Hart & Rendezvous Bays and the US National Park along southshore

                      • the perfect spot for a wedding reception, anniversary or birthday celebration!

                        the perfect spot for a wedding reception, anniversary or birthday celebration!

                      • we even have a wading pool, ideal for sun-bathers and kids of all ages!

                        we even have a wading pool, ideal for sun-bathers and kids of all ages!

                      • Great Room has a gourmet kitchen and 60 inch Sharp LED HDTV with free Netflix

                        Great Room has a gourmet kitchen and 60 inch Sharp LED HDTV with free Netflix

                      • each bedroom has a private patio overlooking the Caribbean Sea

                        each bedroom has a private patio overlooking the Caribbean Sea

                      • free WiFi (view, but not laptop computer, included)

                        free WiFi (view, but not laptop computer, included)

                      • the Main Villa hot tub is nicely shaded

                        the Main Villa hot tub is nicely shaded

                      • Owners Suite (top floor of Guest House) kitchen, living, dining and great views

                        Owners Suite (top floor of Guest House) kitchen, living, dining and great views

                      • The Sun Room has a daybed which can be set-up as 1 or 2 Twin beds or a King bed

                        The Sun Room has a daybed which can be set-up as 1 or 2 Twin beds or a King bed

                      • come, sit in the sun, put your toes in the sea, contemplate the meaning of Life

                        come, sit in the sun, put your toes in the sea, contemplate the meaning of Life

                      • property diagram

                        property diagram

                      • overlooking the Caribbean Sea and the National Park along St. John's southshore

                        overlooking the Caribbean Sea and the National Park along St. John's southshore

                      VRBO #7515

                      There have been  visitors to this page since the counter was last reset in .

                      This listing was first published here in 2001.

                      Date last modified - Friday, November 21, 2014

                      $3,500 - $7,000 per week (USD)
                      6

                      6 Bedroom / 8.5 Bathroom
                      Sleeps 20

                      View calendar: Updated 11/01/14
                      Minimum stay: 7 nights
                      Dates are unavailable
                      Please stay a bit longer. A stay of nights or more is required for these dates.
                      This listing requires that rentals start on a .
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                      Detailed Price

                      Owner
                      Member since: 2001
                      Speaks: english
                      • Calendar last updated: 11/01/2014
                      Email owner

                      + 6173146836

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                      rated the #1 vacation villa on St. John -- Great Expectations

                      Chocolate Hole #263212ha

                      6 BR  8.5 BA  Sleeps 20

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