We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Great Expectations St. John vacation rental villa has 8 bedrooms and 3 pools

overlooking the Caribbean Sea on the southshore of St John
156 reviews
overlooking the Caribbean Sea on the southshore of St John
8 bedrooms, 4 pools, 2 hot tubs and a tennis court
fabulous sunsets looking over the Caribbean (and Little St. James island)
our infinity pool is spacious enough to swim laps
living, dining and kitchen are separate from the bedrooms for maximum privacy
Great Room has a 75 inch High Definition TV with complimentary Netflix video streaming
complimentary WiFi High Speed Wireless Internet (view, but not laptop, included)
not 1, but 4 equal Master bedrooms, all air-conditioned with spectacular views of the Caribbean
another Master bedroom configured with 2 Twin beds
bedroom bathrooms each have double sink vanities with oversized mirrors
one of our architect-designed indoor-outdoor showers with private views of the Caribbean
each bedroom has a private patio overlooking the Caribbean
The Club Room can be used as a bedroom for a single adult or 2 teenagers
The Owners Suite on the top floor of the Guest House overlooks the Caribbean Sea
the Guest House 1st flr bdrm has a Queen bed and 2 futons
The Sun Room on the Guest House 1st floor can be set-up with a King bed or 2 Twins
tennis court with professional basketball hoop and backboard
an ideal setting for weddings  and anniversary celebrations
Guest House has its own pool and hot tub
shady hammocks abound
great views overlooking the Caribbean to the east (hammock, but not drink, included)
romance awaits (that's our daughter and son-in-law)
we have hosted lots of weddings (the bride and groom returned for their anniversary)
plenty of room for dinner inside (our family at Thanksgiving)
you can hear the waves breaking over the rocks below in Hart Bay
spectacular water views
even the hammocks have great views
the hand-painted mural by local high school students (as seen in the St. Thomas Daily News)
come, sit in the sun, put your toes in the Caribbean, contemplate Life.
within walking distance of the Villa is Chocolate Hole with some of the best snorkeling on St. John
also within walking distance is Hart Bay for great beachcombing with a coral reef just offshore
Beach chairs included
Trunk Bay, one of the 10 most photographed beaches in the world (how they know that, I know not)
some of the most beautiful rainbows you will ever see
our fabulous housekeeping staff (Josie, Veronica & Marie)
please come see for yourself -- your hosts, Kristin and Chuck
This property is not available for these dates.
Don't give up! Enquire about other rentals just like this one that are available -
Show all rentals available
Villa -
8 Bedrooms , 9 Bathrooms , Sleeps 20
Cruz Bay, St. John, U.S. Virgin Islands
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 this Website are for 2 people using 1 bedroom. PLEASE GO TO 'SEE RATES' BELOW 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 ab...
Read more
Listing #FKN2386431
About the Owner
Carrie & Steve B
Languages spoken:English
Response Rate:91%
Response Time:Within a few hours
Interaction with guests
Great Expectations was fortunately undamaged by last September's hurricanes in the Caribbean. To support our friends and staff whose lives and homes were affected, we are donating 5% of any revenue received this year for bookings for next year to the St. John Community Foundation. Please come and enjoy the beauty and tranquiilty of St. John while helping others at the same time.
Reviews from our community
Write a ReviewReviews (156)

1 - 3 of 156 reviews

Reviewed 18 May 2018

Great location. Close to town. Love all the master bedrooms and outdoor showers. Each room has a patio with sunrise and sunset views. The great room is a wonderful gathering place. The infinity pool has views to die for and holds all your friends. The...More

Thank 3264Cathy
Management response:Responded 14 June 2018

We are so happy you love our villa too. Look forward to having you back some day soon!

Reviewed 20 February 2018

My husband and I stayed at Great Expectations in lieu of our yearly 2 week visit to Sandcastle on Jost van Dyke. Our stay was fantastic. The new owners (Carrie and Steve) worked hard to ensure that we would have a great experience. They were...More

1  Thank Barb_Otto5
Management response:Responded 23 February 2018

Thank you Barb! We are glad you enjoyed your stay and look forward to your return.

See more reviews
Reviewed 21 August 2017

We stayed at Great Expectations last week to celebrate my husband's 50th birthday. There were a total of 19 of us, including grandparents, adult siblings and children. We planned the trip about a year in advance and I spent many hours reading reviews, looking at...More

Thank Christie O
  • Air Conditioning
  • Alarm Clock
  • Balcony or Terrace
  • Blender
  • Books
  • Cable/satellite TV
  • Ceiling Fans
  • Children's Pool
  • Cooker
  • Cots:(2)
  • Deck
  • Dining Seats (16)
  • Dishwasher
  • Dryer
  • DVD Player
  • Freezer
  • Full Baths (8)
  • Grill
  • Gym
  • Hairdryer
  • Half Baths (1)
  • Highchair
  • Hot Tub
  • Internet Access
  • Iron
  • Kettle
  • King Beds:(5)
  • Linens Provided
  • Living Room Seats (16)
  • Local Guides/Maps
  • Microwave
  • Mountain Views
  • Ocean Views
  • Outdoor Dining Area
  • Paper Towels Provided
  • Parking
  • Patio
  • Private Outdoor Pool (Unheated)
  • Private Tennis Court
  • Queen Beds:(2)
  • Refrigerator
  • Safe
  • Shared Garden
  • Single Beds:(2)
  • Soap/Shampoo Provided
  • Sofa Beds:(2)
  • Stereo System
  • Suitable For Children Under 5
  • Telephone
  • Toaster
  • Towels Provided
  • TV
  • Washer
  • Water Views
  • Wi-Fi
House rules
    Pets not allowed
    Smoking not allowed
    Check in: 3:00 PM
    Check out: 10:00 AM
Smoking allowed outdoors only
    8 Full baths
    1 Half bath
    2 Queens
    2 Sofas
    2 Twins
    2 Cribs
    5 Kings
Show Rates

Rates are calculated based on the latest information provided. Please contact the manager/owner to confirm actual rates for your requested dates.

Select the number of guests
Dates Min stay Per week
Default 7 nights
15 Apr 2018 -
22 Dec 2018
rates start at for 2 people
7 nights
5 Jan 2019 -
20 Apr 2019
Winter 2018/19
7 nights
Please note: rates may have been converted from the original local currency to Euros and are approximate rates that may change due to exchange rate fluctuation. Please contact the manager to confirm actual rates for your requested dates.
  • Damage Deposit: €437 / stay - Deposit
Additional Rate and Availability Information
Please inquire about our rates for more people based on the number of bedrooms used (let us know the ages of kids and any grandparents, brides, grooms, active military for discounts). 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).

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...
Hide Rates
About the neighbourhood
walking distance to 2 beaches, 15 minute drive to US National Park, sited 100 feet above the Caribbean Sea with dual views to the east and the west offering both the sunrise and sunset!
Car recommended
How to get there
Airport: St. Thomas: 16.0 km
Railway: Miami: 1,609.0 km
Ferry: Cruz Bay: 3.2 km
fly into St. Thomas (direct flights from Boston, New York, Washington, Atlanta, Miami, San Juan, etc); St. John is a romantic 20 minute ferry ride from St. Thomas!
Activities nearby
Fishing Nearby, There Are Tennis Courts Nearby, Nearest Beach: 0.2 km.
About this property
How do I know if the property is available?
How can I contact the owner?
How will the owner contact me?
What if I don't hear back from the owner?
How do I pay?
Is my payment insured in any way?
Do you own a holiday rental? List it here.
Extra income
Earn money by renting out your home. With no up-front fees and no contract, you keep more for yourself.
Easy to manage
Confirm bookings in one click and track everything from enquiry to check-out – even while you're on the go.
Trusted by travellers
With millions of reviews and protected online payments, TripAdvisor helps travellers book your home with confidence.
Set up your free listing
Enter dates for more accurate prices
2 guests