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Great for couples traveling together!!! Privacy, Incredible sunset views! Enjoy

Bedrooms 2
Property type house
Minimum Stay 3 nights

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Minimum Stay
3 nights

About the property

This villa is private, set away and yet close to all that town offers!

This is a private two story villa which overlooks Pillsbury sound toward St. Thomas. Every single night you can enjoy beautiful sunsets on your very large private porches. Each story of the home provides privacy. This is a complete concrete structure, very safe, secure for you family. The villa has a downstairs studio apartment with its own AC, washer dryer, bathroom, mini fridge and toaster. The downstairs has just as incredible a view as the upstairs. The upstairs of the home is complete with temperdedic mattress, AC in the bedroom, bath, full kitchen, living room, large private porches complete with outdoor dining and seating area. The house has all comforts including surrounding gardens and paths. Outdoor gas grill, 3 fridges, Wifi, flat screen tvs with Roku.

Benjamin Shepherd
Member since: 2014
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
January 19, 2017

About Benjamin Shepherd

I am a painter, sculptor and stone mason.

Benjamin Shepherd purchased this house in 2014

Why Benjamin Shepherd chose Great Cruz Bay

It is romantic, private, perfect for friends and families with children. It is easy to walk into town, grocery stores and to the Westin. Plenty of parking if you decided to rent a car. Itality group takes excellent care of its properties. We also met you at the ferry and escort you to the villa, grocery store or rental car agency. We do all we can to ensure a perfect stay

What makes this house unique

The outdoor patio has a beautiful teak table and is wide and long. It is one of those pieces which draws you into enchanted evenings and long conversations. From the patio you can see all of Pillsbury sound from sunrise to gorgeous sunset that view is yours. At nights you see all the lights of St. Thomas and all the noises the gardens and island has to offer.


Excellent! 4.7/5 -
(7 traveler reviews)

Great for couples traveling together!!! Privacy, Incredible sunset views! Enjoy
average rating of 4.714286 based on 7 reviews

Comfortable home with a breathtaking view and convenient location

  • 5 of 5

Great house with all the comforts of home ! Very close to Cruz bay and the perfect layout for two couples or a couple with adult children ! We were welcomed by Jenny and she was so friendly and gave us some great advice about Some great spots to visit while on St John . She told us she would be available if needed for any problems / questions we had ! This was an exceptional offer of service that was greatly appreciated!

Would not recommend trying to walk anywhere however as the roads are very steep and busy near the property.

  • Submitted: Jan 14, 2017
  • Stayed: Jan 2017
  • Source: HomeAway
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Better than a Hotel

  • 5 of 5

My husband and I and another couple were in a wedding during peak season this spring, and hotel rates were beyond our budget. We were excited to find this beautiful, affordable place with separate, PRIVATE accommodations for two couples - each with our own bathroom, bedroom, and floor - but with a stunning porch and full kitchen we could share for breakfasts together and late-night drinks. The reviews were great and the rate was terrific! Too good to be true? NOPE! The house was worth well more than the rate we paid.

Jennifer the awesome, friendly property manager provided a complimentary pick-up at the ferry for each couple when we arrived...and gave us the lay of the land, a little history, recommendations and maps and contact info for the best taxis in town - Mitch and Lisa - who did all of our transfers to/from wedding events.

The house exceeded our hopes by a mile. Spotless, convenient and beautiful...this villa and Jennifer really added to our stay in breathtaking (and easy) St. John. By the way, crime here is almost non-existent! On two separate occasions we distractedly left our expensive camera in public for a few hours...and both times it waited right where we left it for our return. And staff from hotels getting off from their shift offered to drive us home when the taxis were finished for the night (midnight) and wouldn't take a tip! Such a friendly, safe place...and one we long to return to even though we originally thought this was a "one-off" vacation - we now want to make it a recurring one. Thank you, Villa Casanova for making this busy vacation a restful one to remember! I am missing the breeze and view as I type this...

  • Submitted: Mar 20, 2016
  • Stayed: Mar 2016
  • Source: HomeAway
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Hillside cottage

  • 4 of 5

Charming 2 bedroom/2 bath cottage. Beautiful, large porch with fantastic views of St Thomas in the distance! Perfect for 2 couples with one bedroom on the upper level & the 2nd one on the lower level.

  • Submitted: Mar 5, 2016
  • Stayed: Feb 2016
  • Source: VRBO, from HomeAway
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Great for two couples. Beautiful view and convenient to Cruz Bay

  • 5 of 5

The house is comfortable, fully equipped and very well maintained. The manager, Jennifer, is terrific. When one of our bags arrived on a late ferry from St Thomas thanks to the airline, she picked it up for us. It's a few minutes from Cruz bay and a great jumping off place for exploring the rest of the island. One negative, the noisy free range chickens. We had a terrific time.

  • Submitted: Feb 28, 2016
  • Stayed: Feb 2016
  • Source: VRBO, from HomeAway
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1 0

Amazing house with a beautiful view. Great place for two couples or 4 people.

  • 5 of 5

The house was perfect for our girls getaway. The porch is one of the best features where we enjoyed breakfast, coffee and time just sitting outside and talking. The house was very comfortable and well equipment with all of the small appliances/kitchen gadgets you need as well as spices and condiments. Beach chairs, coolers, and beach towels were provided too. Jennifer was so pleasant to work with and extremely nice. She answered all of our questions. She picked us up at the ferry and took us to the car rental location and then to the house. She let us know that she was available at any time for questions or if we needed anything. Ben (owner) was also very helpful in answering all of my questions prior to our visit to St. John. I would highly recommend this house since it is very close to the downtown area. However, I would recommend renting a vehicle - not really safe to walk since the roads are narrow and windy. We reserved our jeep through St. John Car Rentals and were very pleased.

  • Submitted: Feb 14, 2016
  • Stayed: Jan 2016
  • Source: VRBO, from HomeAway
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northeast US

What a great house!

  • 5 of 5

This house is superb! The porch is the best thing about it. You can sit outside, rain or shine, and just relax. The super comfy bed comes a close second. The location is really breezy and the house has slatted windows, so it's always cool. It comes completely stocked with anything you could need. Toiletries are even supplied. We would definitely stay again and highly recommend it!

  • Submitted: Mar 8, 2015
  • Stayed: Feb 2015
  • Source: VRBO, from HomeAway
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5 0


Nearest Barpub
1 Miles
Beach Bar
Nearest Ferry
1 Miles
St. John
Nearest Motorway
0.1 Miles
Hwy 10
Nearest Restaurant
1 Miles
Nearest Beach
0.5 Miles
Great Cruz Bay
Car: recommended

St. John is mostly US National Park. The beaches are the most private and pristine in all the Caribbean. Private boat tours into the BVI include exploring underwater caves, lunches at sandy floor beach bars, and dinners with beautiful sunsets!


Rates & Availability

Great Cruz Bay Estates House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
3 night minimum stay
Notes: Rates are based on 4 guests; add $25 per night, per additional guest

Additional information about rental rates

Property Damage Protection $99
Pet Fee $125

We meet all our guests at the ferry dock and escort them to the villa. We answer any questions and help you get groceries or your rental car.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.
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Available arrival
Available stay (no arrival)


Great Cruz Bay Estates House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2300 sq. ft.
Location Type:
  • Downtown ...
  • Ocean View ...
  • Adventure
  • Away From It All
  • Romantic
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Internet ...
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 2 Bathrooms
  • Master - toilet , shower
    downstairs - toilet , shower
  • 2 Bedrooms, Sleeps 6
  • Master - 1 queen , Upstairs bedroom
    Downstairs/ studio apartment - 2 twin/ single , 1 sleep sofa /futon , The two twin beds can be pushed together to form queen
  • All bedrooms have AC, are private, have own baths and closets
  • Books
  • DVD Player
  • Stereo
  • Television ...
  • Balcony
  • Deck / Patio
  • Golf ...
  • Outdoor Grill
  • Tennis ...
  • children welcome
  • pets considered
  • wheelchair inaccessible
  • botanical garden
  • churches
  • festivals
  • health/beauty spa
  • library
  • playground
  • recreation center
  • restaurants
  • ruins
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • gambling casinos
  • horseback riding
  • luaus
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • shuffleboard
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
wifi available

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