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.
“I can't wait to come BACK!”
overlooking the Caribbean Sea on the southshore of St John
Bookings for this home are first-come, first served. Lock in your dates before they are gone
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)
Check Availability
Request to Book
Make Inquiry
Excellent
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)
NO SNOW
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! Inquire about other rentals just like this one that are available -
Show all rentals available
Overview
Villa -
8 Bedrooms, 9 Bathrooms, Sleeps 20
Cruz Bay, St. John, U.S. Virgin Islands

Reviews from our community

Excellent - based on 156 reviews
Write a Review

Reviews from our community

Date | Rating
  • English first
  • Any
English first
English first
Any
English first
Allison B
Columbia, Maryland
2 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
“I can't wait to come BACK!”
Reviewed April 28, 2015 for a stay in March 2015

Where to start.. We so enjoyed our time on St John and the Great Expectation Villa was just perfect for our Large Family! Everyone gets their own private space, the lovely main house to meet for meals, the pool and magnificent views.. They also have a very helpful and wonderful house manager you can call if u need anything. It's very close to Cruz Bay, restaurants, shopping, and some beaches. This truly was our family's favorite vacation spot! Between the Villa and the island we have fallen in love... And can't wait to come back! Do yourself a favor and stay HERE!!

How easy was it to book the property? How helpful were the directions to the property?
How easy was key pickup/access to the property? Overall condition of the property
Bedding & mattresses Kitchen & utensils
Bathroom cleanliness Other facilities & amenities
Service
Liked best: The Views, location, private quarters
Liked least: I wish the front door locked more securely
Traveling group: Extended Family
Would you recommend this hotel to a friend?   Yes.
Recommended for:
Friends getaway Older travelers
Families with young children Large groups
  • Was the property as advertised?
  • Would you recommend the location of this property?
  • Did the property offer wi-fi/internet access?
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
stxdreame...
Springfield, VA
Level 6 Contributor
32 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 18 helpful votes
“Stupendous Stay at Great Expectations”
Reviewed April 28, 2015 for a stay in April 2015

Me, my spouse, and 11 friends from all over the country came to Great Expectations for a weeklong stay from April 18-25, and this villa truly lives up to its name. But not only is this villa ridiculously amazing, but the villa property manager – “Coby” is truly the gem….our group named him the “GE Super Hero” and his costume is a smile in flip flops. From the time we arrived “frazzled” from a day of travel – till the time we departed, he was always just a phone call away, always gracious, funny, engaging and professional. On our arrival day he met us and helped us navigate to the villa, even encouraging us to stop and grab a few items on our way to the villa. He was really amazing, and we were really impressed with him – and his level of care. The villa itself is extremely well maintained by the owner’s Chuck and Kristin and they were super easy to work with and very responsive to all my inquiries as time got closer to our vacation. Coby’s attitude is a direct reflection of the ownership, as they only want you to have a great experience on their property and enjoy your well-deserved vacation.
The villa itself is just stunning and is ideally located (two ginormous hills and a roundabout) from downtown Cruz Bay. The views are amazing, the pools are clean, the rooms are well appointed, the kitchen is super functional, the bathrooms (indoor/outdoor) were fantastic, the outdoor grill space was great, and the hammocks are rock you to sleep sensational. The best features of this villa are the space for quiet solitude, mixed with areas for fun gatherings, and did I mention the views? So if you are considering renting a villa, this one should be the top of your list….unless of course we get there first!!

How easy was it to book the property? How helpful were the directions to the property?
How easy was key pickup/access to the property? Overall condition of the property
Bedding & mattresses Kitchen & utensils
Bathroom cleanliness Other facilities & amenities
Service
Liked best: Views and location
Liked least: Mattresses
Traveling group: Large Group
Would you recommend this hotel to a friend?   Yes.
Recommended for:
Friends getaway Older travelers
Families with young children Large groups
  • Was the property as advertised?
  • Would you recommend the location of this property?
  • Was it a good value for the price paid?
  • Did the property offer wi-fi/internet access?
  • Was your security deposit returned on time?
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
usvidream...
No. Virginia
Level 2 Contributor
3 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
“Exceeded our Greatest Expectations”
Reviewed April 26, 2015 for a stay in April 2015

I almost don't want to write this because I am afraid news of this amazing property will travel...but regardless, here it goes. On this vacation we had a group of 13 adults, arriving from all over the world on April 18th . We all made it, but we were frazzled, tired, hungry, and in desperate need of some gentle hand holding. And then, enters Coby! He is really an island superhero disguised as a property manager. He helped us get our provisions and then led us to the villa to get us settled. Upon entering the grounds, you know immediately that you are in for one amazing vacation. The villa is pure island perfection! Pros: easy proximity to Cruz Bay, 15 minute to North Shore, the views, the pools, the shade, tennis, the comfortably decorated spaces, the amazing showers, the great room with ample space for large groups, a great kitchen, and the resident iguana is cool. Cons: wifi is spotty in the rooms so a few who had to work found it challenging to get things done if we were up at the main house. con: wish the king beds were a little nicer, but only because I have back problems, still slept ok con: wish we would have booked longer than a week we really hated leaving!! The owners, Chuck and Kristin were very responsive and easy to work with. They have a love for St. John which is evident in the way they are easy going and so familiar, wanting us to enjoy it as well. Overall, I can't say enough positives about this great Villa.

Traveling group: Large Group
Would you recommend this hotel to a friend?   Yes.
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Ohnoyoudi...
Nashua, New Hampshire
Level 3 Contributor
24 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
“Awesome!”
Reviewed February 28, 2015 for a stay in February 2015
1
person found this review helpful

We just got back from this wonderful place! Will go back again next year! The home is wonderful...could see the sunrise and sunset...views were incredible! Went to the beach for the day, was always ready to go back to the wonderful pool and surroundings! Traveled with my 2 teenage daughters and they loved the iguanas, chickens, donkeys, hermit crabs, etc! The main room and the bedrooms were spacious and had everything you could possibly need! It felt warm and inviting! LOVED IT! Plus the property manager was extremely helpful and sweet. I could go on forever...

Traveling group: Other
Would you recommend this hotel to a friend?   Yes.
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
AJWNY
New York
Level 3 Contributor
13 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
“Super Villa”
Reviewed February 22, 2015 for a stay in February 2015
1
person found this review helpful

We travelled with extended family and stayed at Great Expectations for two weeks. Two grandparents, three children with spouses, three grandchildren (5, 8, 9). My wife and I (the grandparents) were there for the entire two weeks; others came for shorter periods as their schedules permitted) We have stayerd at this villa in the past and it is now significantly imprived with a large pool added plus shaded patio area. There are other upgrades as well, inclduing new subzero refrigerator, ice maker, new fan in great room, connecting doors to certain pairs of bedrooms (great for kids in one room and parents through the door in the next room). The owners are wll known to us and care for the property with attention to detail. The manager, Coby Cooper, is responsive and easy to work with. The villa rooms were clean and well-maintained. The kids were happy to use the pool, as well as the tennis court, and we made good use of the beaches as well. Having tried other places on other islands for the past several years, we returned happily to Great Expectations as it is just plain better than most, and while any villa will not be cheap, there is real value received here. We finished our two weeks with regret at leaving and feeling we made the right choice to come back.

How easy was it to book the property? How easy was key pickup/access to the property?
Overall condition of the property Bedding & mattresses
Kitchen & utensils Bathroom cleanliness
Other facilities & amenities Service
Traveling group: Extended Family
Your age range 65+
Would you recommend this hotel to a friend?   Yes.
Recommended for:
Friends getaway Older travelers
Families with young children Large groups
  • Was the property as advertised?
  • Would you recommend the location of this property?
  • Was it a good value for the price paid?
  • Did the property offer wi-fi/internet access?
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Kimberly...
Rocky River, Ohio
1 review
“I wish we could stay here forever!!!!”
Reviewed February 7, 2015 for a stay in January 2015

Chuck and Kristin were amazing to work with! Upon arrival Coby greeted us at the dock and gave us a full tour of the premises. He was so kind and answered all of our questions! When we arrived at the villa we were blown away! The pictures I saw before we went do not do this place justice! Everything was gorgeous, clean, and well kept. There were a total of 15 adults in our party and everyone had plenty of space and privacy! The large pool was perfect and the hot tub was great for the night time! The villa had everything we needed for the week and more! I can't wait to go back and stay at Great Expectations again!

How easy was it to book the property? How helpful were the directions to the property?
How easy was key pickup/access to the property? Overall condition of the property
Bedding & mattresses Kitchen & utensils
Bathroom cleanliness Other facilities & amenities
Service
Liked best: The views, amenities and Coby
Liked least: Leaving Great Expectations
Traveling group: Large Group
Would you recommend this hotel to a friend?   Yes.
Recommended for:
Friends getaway Families with young children
Large groups People with pets
  • Was the property as advertised?
  • Would you recommend the location of this property?
  • Was it a good value for the price paid?
  • Did the property offer wi-fi/internet access?
  • Was your security deposit returned on time?
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
JoanneUSV...
Boston, Massachusetts
Level 1 Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
“Great Expectations... one of our best family vacations ever!!”
Reviewed January 24, 2015 for a stay in July 2014

Our extended family of 19 stayed at Great Expectations recently, and enjoyed one of our best family vacations ever.

The Villa was perfect. It had more than enough room for all of us, with comfortable sleeping arrangements, beautiful views, awesome pools/hot tubs, and great spots to lounge around when not playing on the courts or out exploring the island and beaches. It was fully equipped with everything that you could need for a family vacation, and Coby (the caretaker) was just a phone call away and available whenever you had questions or needed him. (We really only asked him for recommendations on places to go and see...)

We took advantage of Chuck's recommendations (and negotiated discounts) and were really please with all of them. Just mention Great Expectations when you call any of the places that they list on the web site.

Our kids made this video during our stay. It tells the story much better than words:

https://www.youtube.com/watch?v=NvjO_pdNTpw&feature=youtu.be

Great trip. Great Villa. Can't wait to get back again!

How easy was it to book the property? How helpful were the directions to the property?
How easy was key pickup/access to the property? Overall condition of the property
Bedding & mattresses Kitchen & utensils
Bathroom cleanliness Other facilities & amenities
Service
Liked best: Just relaxing at the villa… Pools, View, Tennis, great family time.
Liked least: There is really nothing not to like!
Traveling group: Extended Family
Would you recommend this hotel to a friend?   Yes.
Recommended for:
Friends getaway People with disabilities
Older travelers Families with young children
Large groups
  • Was the property as advertised?
  • Would you recommend the location of this property?
  • Was it a good value for the price paid?
  • Did the property offer wi-fi/internet access?
  • Was your security deposit returned on time?
Was this review helpful? Yes
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Enter dates for more accurate prices
2 guests
Adults2
Children0
Apply
Do you own a vacation 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 inquiry to check-out – even while you're on the go.
Trusted by travelers
With millions of reviews and protected online payments, TripAdvisor helps travelers book your home with confidence.
Set up your free listing