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World
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U.S. Virgin Islands
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St. John
- 33028531
rated the #1 St. John vacation villa by travelers on Trip Advisor
Sleeps 16
6 Bedrooms
8.5 Bathrooms
Min stay 1
-
-
World
-
U.S. Virgin Islands
-
St. John
- 33028531
rated the #1 St. John vacation villa by travelers on Trip Advisor
St. John, U.S. Virgin Islands
(0)
0
0
5
Sleeps 16
6 Bedrooms
8.5 Bathrooms
Min stay 1 Night
About the Property
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). Each of these 8 rooms is air-conditioned and has its own (ensuite) private bathroom.
Great Expectations has spectacular views over the Caribbean (both th ... more +
Great Expectations has spectacular views over the Caribbean (both th ... more +
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). Each of these 8 rooms is air-conditioned and has its own (ensuite) private bathroom.
Great Expectations has spectacular views over the Caribbean (both the sunrise and sunset) and is within walking distance to 2 beaches. We offer wedding specials and discounts for grandparents and multiple couples.
Note that the rates we are able to show on the "Rates" page of this Website are for 2 people using 1 bedroom. PLEASE SEE BELOW FOR 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, a walk-in closet with wall safe and floor-to-ceiling mirror, soaring cathedral ceiling with skylight and transoms, and custom-made teak furniture from Bali with a King-size bed which can be set-up as 2 extra-long (California) Twin-size beds. 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 as well as laundry. It has 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 and each with a 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!).
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 in Estate Chocolate Hole 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 two beaches within walking distance of the Villa.
The closest beach for swimming and fabulous snorkeling is Chocolate Hole, just a short walk (or you can drive and park right next to the beach) -- 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 second 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 as attested to by the reviews of past guests and our rating by travelers on Trip Advisor as the #1 vacation rental villa on St. John!
WINTER SEASON RATES
January 2, 2018 - April 14, 2018
1-2 persons....$8,000 per week
3-4 persons....$9,000 per week
5-6 persons....$10,000 per week
7-8 persons....$11,000 per week
9-10 persons....$12,000 per week
11-12 persons...$13,000 per week
13-14 persons....$14,000 per week
15 - 16 persons....$15,000 per week
SPRING, SUMMER, FALL RATES
April 15, 2018 - December 22, 2018
1- 2 persons....$4,750 per week
3 - 4 persons.....$5,750 per week
5 - 6 persons.....$6,750 per week
7 - 8 persons.....$7,750 per week
9 - 10 persons....$8,750 per week
11 - 12 persons...$9,750 per week
13 - 14 persons...$10,750 per week
15 - 16 persons..$11,750 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. 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 and $500 Refundable Security Deposit. Rates do include: meet and greet upon arrival on St John, concierge services, 24 hour emergency property management, cleaning prior to arrival and upon departure, and assistance with pre-trip planning and discounts for airport transfers, vehicle rental, boat trips, taxi tours, chef, catering and (grocery and beverage) provisioning, baby equipment rental, additional maid service, photographers, massages, and anything else (within reason) we can do to assist our guests to have a wonderful vacation.
Christmas and New Years weeks are a flat rate for up to 16 people; contact us for pricing and details. 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.
Great Expectations has spectacular views over the Caribbean (both the sunrise and sunset) and is within walking distance to 2 beaches. We offer wedding specials and discounts for grandparents and multiple couples.
Note that the rates we are able to show on the "Rates" page of this Website are for 2 people using 1 bedroom. PLEASE SEE BELOW FOR 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, a walk-in closet with wall safe and floor-to-ceiling mirror, soaring cathedral ceiling with skylight and transoms, and custom-made teak furniture from Bali with a King-size bed which can be set-up as 2 extra-long (California) Twin-size beds. 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 as well as laundry. It has 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 and each with a 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!).
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 in Estate Chocolate Hole 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 two beaches within walking distance of the Villa.
The closest beach for swimming and fabulous snorkeling is Chocolate Hole, just a short walk (or you can drive and park right next to the beach) -- 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 second 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 as attested to by the reviews of past guests and our rating by travelers on Trip Advisor as the #1 vacation rental villa on St. John!
WINTER SEASON RATES
January 2, 2018 - April 14, 2018
1-2 persons....$8,000 per week
3-4 persons....$9,000 per week
5-6 persons....$10,000 per week
7-8 persons....$11,000 per week
9-10 persons....$12,000 per week
11-12 persons...$13,000 per week
13-14 persons....$14,000 per week
15 - 16 persons....$15,000 per week
SPRING, SUMMER, FALL RATES
April 15, 2018 - December 22, 2018
1- 2 persons....$4,750 per week
3 - 4 persons.....$5,750 per week
5 - 6 persons.....$6,750 per week
7 - 8 persons.....$7,750 per week
9 - 10 persons....$8,750 per week
11 - 12 persons...$9,750 per week
13 - 14 persons...$10,750 per week
15 - 16 persons..$11,750 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. 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 and $500 Refundable Security Deposit. Rates do include: meet and greet upon arrival on St John, concierge services, 24 hour emergency property management, cleaning prior to arrival and upon departure, and assistance with pre-trip planning and discounts for airport transfers, vehicle rental, boat trips, taxi tours, chef, catering and (grocery and beverage) provisioning, baby equipment rental, additional maid service, photographers, massages, and anything else (within reason) we can do to assist our guests to have a wonderful vacation.
Christmas and New Years weeks are a flat rate for up to 16 people; contact us for pricing and details. 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.
General
Property Type:
Villa
Location Type:
Near The Ocean
Size:
11100
SQ-FT
Suitability
Children Welcome
Events Allowed
Suitability
Children Welcome
Events Allowed
Popular Amenities
Internet Access
Air Conditioned
Fitness Room / Equipment
Washing Machine
Clothes Dryer
Parking
Linens Provided
Towels Provided
Hair Dryer
Iron Board
Popular Amenities
Internet Access
Air Conditioned
Fitness Room / Equipment
Washing Machine
Clothes Dryer
Electronics & Entertaiment
Television
Cable/Satellite
Stereo
Music Library
Wireless Internet Access
Video Library
Toys
Board & Card Games
Books
Electronics & Entertaiment
Television
Cable/Satellite
Stereo
Music Library
Wireless Internet Access
Kitchen & Dining
Kitchen
Refrigerator
Blender
Microwave
Dishwasher
Toaster
Coffee Maker
Stove
Oven
Kitchen Utensils
Pool & Spa
Private Pool
Hot Tub
Pool & Spa
Private Pool
Hot Tub
Other Features
Grill
Deck/Patio
Other Features
Grill
Deck/Patio
Attractions / Facilities
Beach
Attractions / Facilities
Beach
Bedding Arrangement
4 equal Master bedrooms each with a King bed or 2 extra-long Twin beds, 2 spacious bedroom Suites each with a Queen bed and futons, and 2 additional rooms each with 2 Twin beds or 1 King
Check out the owner’s website to learn more about this rental:
(617) 314-6836
Messenger
Area Information
Nearest Airport
St. Thomas
15
Miles Away
Nearest Beach
Hart Bay
0.1
Miles Away
Nearest Ferry
to/from St. Thomas
5
Miles Away
Nearest Train
Miami
1000
Miles Away
Nearest Highway
Puerto Rico
50
Miles Away
Nearest Bar
Cruz Bay
5
Miles Away
Nearest Ski Resort
Stratton, Vermont
1500
Miles Away
Nearest Golf Club
Mahogany Run, St Thomas
10
Miles Away
Nearest Restaurant
Uncle Joes BBQ
5
Miles Away
* A car is necessary in this area.
Last Calendar Update Feb 22, 2025
Rates
Period
Nightly
Weekend Night
Weekly
Monthly
Holiday
Standard Rate
-
1 minimum stay
-
1 minimum stay
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-
-
-
-
Policies & Payments
Payment Policies
The owner of this property requires a 50% down payment to reserve and full payment 30 days before check-in.
Fees & Taxes
Lodging Tax:
12.5%
Time
Check-In:
3:00 PM
Check-Out:
10:00 AM
Cancellation & Refund Policy
all monies refunded in full for any reason at any time without penalty or fee when re-rented
all monies refunded in full for any reason at any time without penalty or fee when re-rented
About the Host
This property was purchased in 1998
Why This Property?
incredible dual views of both the sunrise and the sunset and one of only 2 private tennis courts on St John
incredible dual views of both the sunrise and the sunset and one of only 2 private tennis courts on St John
Unique Benefits
easterly Tradewinds keeps the Villa breezy and cool along with 55 photoelectric panels for the air-conditioned bedrooms
easterly Tradewinds keeps the Villa breezy and cool along with 55 photoelectric panels for the air-conditioned bedrooms
General
Suitability
Popular Amenities
Electronics & Entertaiment
Kitchen
& Dining
Pool &
Spa
Other
Features
Attractions
/ Facilities
Bedding
Arrangement
Calendar
Reviews
Owner's
Website Links
