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Great Expectations

Our Villa
Amenities
Availability Calendar
FAQs
Floor Plan
Rental Rates
Specials
Systems
Travel Insurance
Weather
Things To Do
Activities
Beaches
Boat Charters
Catering & Private Chefs
Food & Drink
Groceries & Provisions
Health & Wellness
Shopping
Transportation
Weddings
Photos & Videos
News
About
Contact
About Great Expectations
About Us
Testimonials
Other STJ Villa Rentals
Store
Webcams
Looking West

Looking West

Mid day over the big pool area and sunset pergola1.

Pergola 2 & Great Room

Pergola 2 & Great Room

New in November 2025, our covered Pergola2 and outdoor living space is perfect for reading a book, playing a fun game, listening to music, eating dinner, or just taking a nap

IMG_0292.jpeg

IMG_0292.jpeg

Sunrise over Hart Bay from Great Expectations

Sunrise over Hart Bay from Great Expectations

Sunset Pergola1

Sunset Pergola1

Our sunset (and daytime) lounging area off the big pool looking west over Chocolate Hole. A great place to read a book in the shade of the day or hang out at night enjoying a cold drink. Yes, It’s lit with tiny LEDs at night!

IMG_2895.jpeg

IMG_2895.jpeg

Md-winter sunset over the Virgin Islands from the villa pool

Md-winter sunset over the Virgin Islands from the villa pool

Beautiful landscaping outside the villa Great Room

Beautiful landscaping outside the villa Great Room

The villa Great Room dining table and lounge area looking east

The villa Great Room dining table and lounge area looking east

our villa Maho Room looking East over Hart Bay

our villa Maho Room looking East over Hart Bay

Sunset by the pool

Sunset by the pool

The Great Room bar and kitchen

The Great Room bar and kitchen

Great Room looking west over pool patio

Great Room looking west over pool patio

Great Room dining table

Great Room dining table

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IMG_0122.JPEG

Villa suite bathroom

Villa suite bathroom

Cinnamon Room

Cinnamon Room

Another St. John sunset over the big pool

Another St. John sunset over the big pool

Great Room half bath

Great Room half bath

Aerial looking West over Chocolate Hole

Aerial looking West over Chocolate Hole

Another drone shot looking over the compound from the east - toward the west.

Francis Room

Francis Room

Looking east in the Francis room

Trunk room (as Twins)

Trunk room (as Twins)

Hawksnest Room

Hawksnest Room

A view of Hawksnest with the suite door opened to Denis for a mom, dad, and 3 kids!

Jumbie Room with 2 Twins only

Jumbie Room with 2 Twins only

Maho Bay water

Maho Bay water

Guest House small pool

Guest House small pool

Honeymoon (Owner's Suite) Kitchen

Honeymoon (Owner's Suite) Kitchen

Honeymoon Apartment looking west

Honeymoon Apartment looking west

both sunrise and sunsets daily if you rent the villa with all 8 rooms including the owners’s suite Honeymoon apartment

Looking East

Looking East

Drone shot from November 2025 looking over the villa compound east toward Hart Bay, Rendezvous and Ditlef Point

Main Villa Pods

Main Villa Pods

The Main villa 4 bedrooms, outdoor living space, big pool, pergolas and Jumbie room (Nov 2025)

Guest House small pool and hot tub

Guest House small pool and hot tub

Donkey on Maho Beach

Donkey on Maho Beach

Turtle in Maho Bay

Turtle in Maho Bay

Shade on Cinnamon Bay

Shade on Cinnamon Bay

Henry, the Iguana

Henry, the Iguana

Taken in 2018, way before new pool and patio, pergolas, and lawn furniture

Carrie & Steve Butcher, villa owners

Carrie & Steve Butcher, villa owners

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gr8xvilla-2026-floorplan-all_1@2x.png

Sunset from Hawksnest suite

Sunset from Hawksnest suite

Merry Christmas 2018

Merry Christmas 2018

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Calm sunset over the big pool

Calm sunset over the big pool

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Not-yet-ripe Seagrapes

Not-yet-ripe Seagrapes

Dwarf orange Bougainvillea flower

Dwarf orange Bougainvillea flower

Alamanda flower

Alamanda flower

Some perspective over Boatman point

Some perspective over Boatman point

A view from the sky showing how Great Expectations sits atop a saddle of land on Chocolate East / Bovacoap.

Purple Bougainvilla

Purple Bougainvilla

Handsome Peacock

Handsome Peacock

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Looking West
Pergola 2 & Great Room
IMG_0292.jpeg
Sunrise over Hart Bay from Great Expectations
Sunset Pergola1
IMG_2895.jpeg
Md-winter sunset over the Virgin Islands from the villa pool
Beautiful landscaping outside the villa Great Room
The villa Great Room dining table and lounge area looking east
our villa Maho Room looking East over Hart Bay
Sunset by the pool
The Great Room bar and kitchen
Great Room looking west over pool patio
Great Room dining table
IMG_0122.JPEG
Villa suite bathroom
Cinnamon Room
Another St. John sunset over the big pool
Great Room half bath
Aerial looking West over Chocolate Hole
Francis Room
Trunk room (as Twins)
Hawksnest Room
Jumbie Room with 2 Twins only
Maho Bay water
Guest House small pool
Honeymoon (Owner's Suite) Kitchen
Honeymoon Apartment looking west
Looking East
Main Villa Pods
Guest House small pool and hot tub
Hart Bay St John
Donkey on Maho Beach
Turtle in Maho Bay
Chocolate Hole St. John
Shade on Cinnamon Bay
Frank Bay on St. John
Henry, the Iguana
Carrie & Steve Butcher, villa owners
Scott Beach, St John
Yellowhead Jawfish, St. John, VI
gr8xvilla-2026-floorplan-all_1@2x.png
Sunset from Hawksnest suite
Merry Christmas 2018
IMG_3616.gif
Calm sunset over the big pool
Cruz Bay - St. John
Paradise Beach, St. John, VI
North Haulover
South Haulover St John
virgin-island-map-greatexpectations.png
Peace Hill and Denis Bay Beach
Peace Hill and Denis Bay Beach
Not-yet-ripe Seagrapes
Dwarf orange Bougainvillea flower
Alamanda flower
Some perspective over Boatman point
Purple Bougainvilla
Handsome Peacock
Turtle at Eagle Shoal
Wildlife at Lovango and Steven Cay with Dudek (without #LowKeyBob)

Plan your next trip to Paradise

After 2 decades of villa rentals, we’ve rented to hundreds of groups of vacationers and find they typically fall into 1 or 2 of 4 categories. We’ve detailed some actual St. John vacations here:

Multi-generational Families
St. John Weddings
Couples Beach Vacations
Corporate Retreats
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165 Croton Road, Cruz Bay, St John, U.S. Virgin Islands340-643-6960relax@greatexpectationsstj.com

Our St. John Villa

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Island Vacation types

Multi-generational Family
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St. John Weddings
Corporate Retreat

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