£602 / night help
Price for guests, Nights

Great Expectations St. John vacation rental villa – Home 2386431 Villa

  • 8 bedrooms
  • 20 sleeps
  • 7 nights min stay

Great Expectations St. John vacation rental villa – Home 2386431

  • Villa
  • 8 bedrooms
  • sleeps 20
  • 7 nights min stay

Excellent Excellent – based on 159 reviews

Top Review

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Villa / 8 bedrooms / 9 bathrooms / sleeps 20

Key Info

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
  • Child friendly
  • Car advised
  • Air conditioning
  • No pets allowed

Description from owner


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 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 and a large "infinity-style" pooll, 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. Great Expectations does not pretend to be fancy, just very, very special as attested to by the reviews of past guests.

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  • Great for children of all ages
  • No pets allowed
  • 2 Cots available
  • High chair available

Bed & bathroom

  • Bedroom 1: Super King Bed
    Bedroom 2: Super King Bed
    Bedroom 3: Super King Bed
    Bedroom 4: Super King Bed
    Bedroom 5: King Bed Sofa Bed
    Bedroom 6: King Bed Sofa Bed
    Bedroom 7: 2 Single Beds
    Bedroom 8: Super King Bed
    Beds in other rooms:
  • 8 Family bathrooms, 1 Toilet Only


  • Wi-Fi available
  • Air conditioning
  • Private outdoor pool (unheated)
  • Children's pool
  • Jacuzzi or hot tub
  • Mountain Views
  • Private tennis court
  • Shared garden
  • BBQ
  • Patio
  • Balcony or terrace
  • Sea view
  • Deck
  • Internet access
  • Safe
  • Cooker
  • Fridge
  • Freezer
  • Microwave
  • Toaster
  • Kettle
  • Dishwasher
  • Washing machine
  • Clothes dryer
  • Iron
  • High chair available
  • TV
  • Satellite TV
  • DVD player
  • Stereo system
  • Telephone
  • Hair dryer
  • Ceiling Fans
  • Linen provided
  • Towels provided

More Less


  • Parking
  • Not suitable for wheelchair users

Interaction with guest

Great Expectations was fortunately minimally damaged by last 2017's hurricanes in the Caribbean.


Check in time: 15:00, Check out time: 10:00
If you have any questions about check-in or check-out times, please contact the owner/manager.
This rental can only be paid for online through Holiday Lettings using your credit/debit card or PayPal (never by bank or wire transfer).

Damage deposit: (£387.10) $500.00
No smoking at this property


Change of plans? No problem. You could receive a partial or full refund, depending on when you cancel.

Booking confirmed

100% refund within 24 hours after booking (provided the stay is at least 60 days away).

24 hours after booking

50% refund of the amount paid (minus the booking fee*) if cancelled at least 4 weeks before check-in.

4 weeks before

No refund if cancelled less than 4 weeks before check-in.

Check-in date

* The booking fee is stated in the cancellation policy information on the payment page. This fee helps us run our secure platform and enables us to provide 24/7 customer support

House rules

Smoking allowed outdoors only


About the owner

Carrie & Steve B.
Average reply time:
1 hour 26 minutes
Response rate:
Calendar updated:
18 Feb 2019
Years listed:
Overall rating:

Languages spoken: English

This Villa has 8 bedrooms, 9 bathrooms and sleeps 20. It’s been listed on Holiday Lettings since 07 Feb 2011. Located in St. John, it has 159 reviews with an overall rating of 5. The average weekly rate varies from £4211 to £63160.

The Owner has a response rate of 80% and the property’s calendar was last updated on 18 Feb 2019.


Map and how to get there


Guest reviews

Excellent – based on 159 reviews Excellent
159 reviews

Very Good
Review 1-10 of 159


How do I find more info about the property?

You can get in touch with Carrie & Steve (the owner) through the contact form on this page.

If you’ve already booked, go to Manage your holiday booking to send the owner a message.

What if I have questions before I book?

Send Carrie & Steve (the owner) an email through the contact form on this page. Alternatively, if there’s a phone number on this page, you can call them.

How do I contact Carrie & Steve (the owner)?

Send an email through the contact form on this page. Or if there’s a phone number on this page, you can call them.

If you’ve already booked, go to Manage your holiday booking to view Carrie & Steve the owner's contact details or send them a message.

What's the difference between 'Book your stay' and 'Contact the owner/manager'?

Use the Book your stay form to pay provisionally online and send Carrie & Steve (the owner) a booking request. You’ll find out within 24 hours whether they’ve accepted - no money will leave your account before then

Or send Carrie & Steve (the owner) an enquiry through the Contact the owner/manager form if you’d like a quote or more info first.

What is a booking request?

When you pay online through the Book your stay form, a booking request is sent to Carrie & Steve (the owner). You’ll find out within 24 hours whether they’ve accepted - no money will leave your account before then.

Only bookings paid for through our site are covered by our trusted Payment Protection.

How do I know my booking is safe?

To book this holiday home you need to pay through the Holiday Lettings website. Only bookings paid for through our site are covered by our trusted Payment Protection. This means that in the unlikely event that you’re prevented or denied access to your holiday home when you check in, we’ll offer a full refund for the stay.

Find out more about booking safely.

How do I know what it will cost for my stay?

Simply enter your holiday dates in the Book your stay form to calculate the cost of your stay.
Click Book now to see a full breakdown of the price.

You can also request a quote from Carrie & Steve (the owner) through the contact form. The owner will email you the total cost for your dates and a link to book and pay online.

How do I know if my booking request has been accepted?

You’ll receive an email within 24 hours to let you know. Or you can check in Manage your holiday booking. No money will leave your account unless it’s accepted.

How do I pay for my holiday?

Use the Book your stay form to pay provisionally online. You can pay by credit/debit card or PayPal. Carrie & Steve (the owner) will have 24 hours to accept the booking and no money will leave your account before then.

If you’ve been sent a quote, simply accept it and pay online through the email we sent you. You can also do this in Manage your holiday booking.

Only bookings paid for through our site are covered by our trusted Payment Protection.

Why can't I call Carrie & Steve (the owner) before booking?

You can exchange contact details with the property owner/manager once your booking is confirmed and you’ve paid in full. Paying and communicating only through our platform allows us to ensure that your booking is covered by our Payment Protection policy.

If you have any questions before booking, you can send the property owner/manager a message via the contact form on their listing. Once you’ve booked, you can discuss the rental and make arrangements for your trip by logging into Manage my booking.

How do damage deposits work?

In most cases, you don’t pay a damage deposit up front. Instead, we save your payment details securely and you’re only charged in the event of damage to the property.

Occasionally, you will pay a damage deposit up front as part of the total rental cost. In this case, the owner has 10 days after you check out to report any damage. If they don’t, we’ll return your deposit. If their claim is successful, we’ll deduct the agreed cost and return the remainder.

How can I view and manage my booking?

Go to Manage your holiday booking to view all your booking details, pay the balance of your holiday or cancel it if you need to.

How do I pay the balance of my holiday?

You can pay the remaining balance of your holiday at any point. Simply go to Manage my holiday booking and click Pay now.

We’ll automatically charge the balance payment to the same payment method 10 days before it’s due. Go to Manage my holiday booking to see when the payment will be taken.

How can I retract my booking request?

You’ll need to contact Carrie & Steve (the owner) to do this. Send them a message in Manage your holiday booking or through the contact form on this page.

How do I cancel my booking?

Go to Manage your holiday booking to cancel your booking. Here you can view your cancellation policy to see if you’ll be refunded.

How do I edit my booking?

You can request to change the dates or number of people on your booking via the Manage your holiday booking page. To change your holiday dates use the Edit booking button. If you need to change the number of guests staying then send Carrie & Steve (the owner) a message.

If Carrie & Steve (the owner) agrees, they’ll send you a revised quote outlining the changes. You can review and accept/decline this from the Manage your holiday booking page. You’ll have 48 hours to take action before the revised quote expires.

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