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RATED THE #1 VACATION VILLA ON ST. JOHN -- GREAT EXPECTATIONS

Kristin and Chuck

Advertiser since: 2001
Call Owner
Enter your email address to view the phone number
Speaks: english
Sleeps20
Bedrooms 6
Bathrooms8
Half Baths1
Property type villa
Minimum Stay 7 nights

Kristin and Chuck

Advertiser since: 2001
Speaks: english
Call Owner
Enter your email address to view the phone number
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

RATED THE #1 VACATION VILLA ON ST. JOHN -- GREAT EXPECTATIONS

Sleeps20
Bedrooms 6
Bathrooms8
Half Baths1
Property type villa
Minimum Stay 7 nights

Overview

Special Offer! $1000 Discounts January 1 - August 31

Chocolate Hole Villa Rental Photos and Description

6 a/c bedroom suites with private bathrooms, spectacular views, walk to beaches

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.

More Details
Suitability:
  • children welcome
  • non smoking only
  • pets considered
  • suitable for elderly or infirm
Kristin and Chuck (Owner)
Advertiser since: 2001
Call Owner
Enter your email address to view the phone number
Speaks: english

About Kristin and Chuck

Kristin and Chuck live in Massachusetts when we are not on St. John!

Kristin and Chuck purchased this villa in 1998

Why Kristin and Chuck 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.

What makes this villa unique

3 swimming pools, 2 hot tubs and 1 basketball/tennis court!

Guestbook comments from the owner

Our vacation was wonderful. The stay at Great Expectations was the "best". Coby was very helpful with his suggestions of places to go and to eat. When the ice machine wasn't working and we called he came right over to check it. Having the sleeping areas separated from the main house works wonderful. Those wanting to stay up later didn't bother those that wanted to go to bed earlier. We all loved the outdoor showers...We all would come back in a heartbeat! Views were awesome and drive to town wasn't bad. (Missed the turn once.) Loved the big pool. The villa felt very welcoming as soon as we came thru the gate.



We all were wishing we had extended our stay at GE instead of moving over to Tortola. The villa there was large with a beautiful view (high up), but not as clean, bright, or as welcoming as GE. It also lacked several things, such as decor, decent supplies in the kitchen (no teaspoons, four tablespoons), or phone or computer as listed on sight. Many spider webs along ceiling. It was listed as luxury but was more rustic cabin. Would not return there.



Thank you for providing such a wonderful vacation home for others to experience in the Caribbean. When first planning this trip we said it would be a "once in a lifetime trip"; we are hoping that isn't the case and that we will be able to return again some time.
May 2014
  • 1 of 5

Why HomeAway

Sleeps20
Bedrooms 6
Bathrooms8
Half Baths1
Property type villa
Minimum Stay 7 nights
Book with confidence
Book with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.

Reviews

5
based on 6 traveler reviews

Write a Review
rated the #1 vacation villa on St. John -- Great Expectations
average rating of 5.0 based on 11 reviews
business
rated the #1 vacation villa on St. John -- Great Expectations
http://www.homeaway.com/vacation-rental/p263212
-+ 6173146836
Chocolate Hole St John
5

Paradise

  • 5 of 5
We enjoyed St. John island, but what made the trip was our lovely villa. It was very clean, roomy, and inviting. It has a very we'll stocked kitchen. You have your own private bath and bedroom. There is an infinity pool, hot tub, wading pool. You even have free internet. This place is awesome. I stayed here about 18 months ago and couldn't wait to return.
  • Submitted: Apr 6, 2014
  • Stayed: Mar 2014
  • Source: HomeAway
business
rated the #1 vacation villa on St. John -- Great Expectations
http://www.homeaway.com/vacation-rental/p263212
-+ 6173146836
Chocolate Hole St John
5

our favorite spot in the Caribbean!

  • 5 of 5
We have been to St. John many, many times, and we never want to stay anywhere except Great Expectations. The property is set up on a hill, so it gets lovely cross breezes and gorgeous water views from all sides (sunrises and sunsets!). We are usually here with groups of friends and family, which is exactly what Great Expectations is made for. The separate bedrooms are all equally comfortable and private, but there's plenty of shared living space, both indoor and outdoor, to enjoy being together, as well as to spread out, if you prefer. The kitchen is clean and well-equipped, making it easy to make meals for large groups. The new infinity pool and patio are a delightful place to swim and take in the views--especially nice with a cocktail! Chuck and Kristin do everything they can to make Great Expectations feel like our home in St John. We will be back again and again!
  • Submitted: Jan 4, 2014
  • Stayed: Dec 2013
  • Source: HomeAway
business
rated the #1 vacation villa on St. John -- Great Expectations
http://www.homeaway.com/vacation-rental/p263212
-+ 6173146836
Chocolate Hole St John
5

Great stay at Great Expectations

  • 5 of 5
Wow what a great place to stay - the views from both sides of the villa were just way above our expectations. The rooms were very clean and elegant, the pools (3) were so inviting and our property manager there was always close by and a great guy to boot. This was the perfect place on a perfect island. We simply loved every minute of it there. We ate every breakfast and dinner meal at the villa just because it was so inviting. We always had lunch out on the island while snorkeling the many beautiful spots but the villa was special and our party of 8 was very comfortable. We only watched TV one night. No one wanted to leave. We would highly recommend this property to anyone going to St. John.

Thank you Great Expectations for exceeding ours!
  • Submitted: Feb 26, 2013
  • Stayed: Feb 2013
  • Source: HomeAway
business
rated the #1 vacation villa on St. John -- Great Expectations
http://www.homeaway.com/vacation-rental/p263212
-+ 6173146836
Chocolate Hole St John
Boston
5

It really deserves 6 stars!!!

  • 5 of 5
Pictures can not do this place justice.

So beautiful and relaxing! This place has everyone that you could need. I have been twice and can't wait to get back for a 3rd visit. I never want to leave.

The hosts are fabulous too!
  • Submitted: Feb 5, 2011
  • Stayed: Jan 2011
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Girls Getaway, Tourists without a Car, Sightseeing, Families with Teenagers, Families with Young Children, People with Disabilities, Romantic Getaway
business
rated the #1 vacation villa on St. John -- Great Expectations
http://www.homeaway.com/vacation-rental/p263212
-+ 6173146836
Chocolate Hole St John
Washington DC
5

Soldiers Undertaking Disables Scuba ( SUDS)

  • 5 of 5
The Villa was just perfect for the group of wounded warriors from Walter Reed Army Medical, we were able to accomodate everyone very comfortably. The views are spectatular and the great room and pool area is a great central meeting area. After a full day of diving the guys we were able to relax and enjoy every moment !!

The support of the entire community of St John for our wounded warriors is outstanding and Great Expectations exceeded everyone's expectations. We hope to have this opportunity again and make it a yearly event for SUDS. Thank you so very much for your generosity for without it SUDS could not contiue to support our men and women who have given do much to our country.
  • Submitted: Dec 10, 2010
  • Stayed: Dec 2010
  • Source: VRBO, from HomeAway
Recommended for:  Age 55+, Adventure Seekers, Girls Getaway, Sightseeing, Families with Teenagers, Families with Young Children, People with Disabilities, Romantic Getaway
business
rated the #1 vacation villa on St. John -- Great Expectations
http://www.homeaway.com/vacation-rental/p263212
-+ 6173146836
Chocolate Hole St John
5

WOW, what a villa!!!!

  • 5 of 5
WOW, what a great villa!!

Expansive views on both sides of beautiful turquoise water, from the pools, great room AND the outdoor showers in the 4 large Main Villa bedrooms.

No need to bring anything but bathing suit, walking shorts and casual shirts, EVERYTHING else is provided.

I was there for a full month, with family and friends and i still wanted to stay longer.

I have already booked the same for next year! All (8 people) who stayed this year are eagerly awaiting next years stay

Perfect location, quiet, but less than ten minutes from the TEMPTING restaurants and shopping of Cruz Bay.

And a staff and owners committed to your enjoyment.

Website is factually accurate, but does not even begin to do justice to this well maintained and homey villa.

Each beach was more spectacular than the one before, with each having its own style (spirited, quiet, boats, snorkeling, water sports, small islands.

Trunk Beach was one of our faves and as for restaurants, paradiso, waterfront and you MUST go to rhumblines, were the best. We ate at each three times during my 4 week stay.

Hinds was nouvelle and delicious but no ambience.

Westin Hotel has a great steak house and sparkling setting..

Equator at Caneel Bay was more islandy with funky and delicious fish choices (I had lobster/crab cakes as an appetizer and a large grilled lobster with sides for about $65) in a large, romantic, semi outdoor and circular, rustic feel.

BUT make sure you stay home at least one night to avail yourself of the BBQ by the pool (two of 'em, four feet deep and a wader for tots) and the moonrise (it was full during my stay).

And do not miss the sunrise!

One last thing, the waves breaking on the shore can be heard from bedrooms one and two (not sure about the other two, but guessing yes) and thats a great way to fall asleep!
  • Submitted: Feb 19, 2010
  • Stayed: Jan 2010
  • Source: HomeAway
Recommended for:  Pet-friendly, Girls Getaway, Sightseeing, Families with Teenagers, Families with Young Children, Romantic Getaway

Map

Car: recommended

Other Activities: basketball

Photos

Rates & Availability

From $3,500 Per week

Chocolate Hole Villa Rental Rates

Special Offer! $1000 Discounts

Special Offer From:
Dates Jan 1, 2015 to Aug 31, 2015

$1000 off weekly rates (holiday weeks excluded) for grandparents, brides/grooms, active military, or 4 or more couples! One discount per reservation, please (see our Website for details).

Rental Basis:
Per property
Rental rates quoted in:
USD
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
 
2015 Summer 2 people/1 bedroom
Apr 19 2015 - Dec 19 2015
7 night minimum stay
$3,500
 
Notes: Rates are based on 2 guests; add $71 per night, per additional guest
 
Xmas/New Years wks
Dec 27 2015 - Jan 3 2016
8 night minimum stay
$19,500
Flat fee
 
 
2016 Winter 2 people/1 bedroom
Jan 3 2016 - Apr 16 2016
7 night minimum stay
$7,000
 
Notes: Rates are based on 2 guests; add $71 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $500
Tax Rate 10.0%
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.
Enter dates to see total
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Amenities

Chocolate Hole Villa Accommodation and Amenities

Property Type:
  • villa
Meals:
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
Floor Area:
  • 4650 sq. ft.
Location Type:
  • Beach
  • Near The Ocean
  • Ocean View ...
Theme:
  • Family
General:
  • Activities Guide
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Broadband Access ...
  • Ceiling Fans
  • Clothes Dryer ...
  • Filtered Water
  • Fitness Room / Equipment
  • Hair Dryer
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking Off Street
  • Safe
  • Telephone ...
  • Toilet Paper
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet ...
Kitchen:
  • 4 Ring Stove
  • Blender
  • Catering Available ...
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher ...
  • Freezer
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven
  • Pantry Items
  • Refrigerator ...
  • Toaster
Dining:
  • Child's Highchair
  • Dining Area
  • seating for 15 people
Bathrooms:
  • 8 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , Main Villa bedroom
    Bathroom 2 - toilet , shower , Main Villa bedroom
    Bathroom 3 - toilet , shower , Main Villa bedroom
    Bathroom 4 - toilet , shower , Main Villa bedroom
    Bathroom 5 - toilet , shower , bidet , Owners Suite
    Bathroom 6 - toilet , tub , shower , Guest House
    Bathroom 7 - toilet , shower , The Club Room
    Bathroom 8 - toilet , shower , The Sun Room
    Bathroom 9 - toilet , The Great Room
Bedrooms:
  • 6 Bedrooms, Sleeps 20
  • Main Villa Master Bedroom 1 - 1 king , air-conditioned, ensuite bathroom, ocean views
    Main Villa Master Bedroom 2 - 1 king , air-conditioned, ensuite bathroom, ocean views.
    Main Villa Bedroom 3 - 1 king , air-conditioned, ensuite bathroom, ocean views
    Main Villa Bedroom 4 - 1 king , air-conditioned, ensuite bathroom, ocean views
    Guest Suite - 1 king , 1 queen , 2 twin/ single , 2 sleep sofa /futon , air-conditioned, 2 ensuite bathrooms
    Owners Suite - 1 queen , 1 sleep sofa /futon , air-conditioned, ensuite bathroom, ocean views
  • 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.
Entertainment:
  • Books
  • CD Player
  • DVD Player
  • Games
  • Games for Kids
  • Music Library ...
  • Radio
  • Satellite / Cable ...
  • Stereo
  • Television
  • Video Library ...
Communication / Internet:
  • fax
Outside:
  • Balcony ...
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Binoculars
  • Deck / Patio ...
  • Large Cooler
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Tennis Court
  • Terrace
  • Walkway to Water
Suitability:
  • children welcome ...
  • non smoking only
  • pets considered
  • suitable for elderly or infirm
Pool / Spa:
  • Hot Tub ...
  • Outdoor Hot Tub
  • Outdoor Pool
  • Private Pool ...
Onsite Services:
  • Concierge
Attractions:
  • bay/sound
  • duty free shops
  • health/beauty spa
  • reefs
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • horseback riding
  • shelling
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • Babysitter
  • fitness center
  • groceries
  • massage therapist
  • medical services
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
Notes:
Weddings, birthdays and anniversary celebrations welcome!

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