Entire home

SUREWINDS - Contemporary Villa and Apartment Combo

Photo gallery for SUREWINDS - Contemporary Villa and Apartment Combo

As seen from the closest beach at Bolonga Bay Resort. Apartment is lower left.
It doesn’t get any better than this.
We’ve got some of the best clouds on the planet!
Perched on a hill with nothing between you and the deep blue sea.
Gated entryway into Green Cay Plantation.

Reviews

9.8 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 16418.1 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill

Explore the area

Map
Charlotte Amalie, USVI
  • Bolongo Bay
    ‪4 min drive‬
  • Sapphire Beach
    ‪17 min drive‬
  • Magens Bay Beach
    ‪21 min drive‬
  • St. Thomas (SPB-St. Thomas Seaplane Base)
    ‪14 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed and 1 Queen Sofa Bed

Bedroom 3

1 Single Bed and 1 Queen Bed

Bedroom 4

2 Single Beds

Bedroom 5

1 Queen Sofa Bed

Bedroom 6

1 Queen Bed and 2 Single Beds

4 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Jetted bathtub · Outdoor shower

Bathroom 2

Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Outdoor shower
Kitchen
Kitchenette
Balcony
Dining area

About this property

SUREWINDS - Contemporary Villa and Apartment Combo


Surewinds has been a labor of love. It is designed for carefree island living…… no worries, barefeet, open windows and gentle breezes. The architectural style is classic Caribbean, (think masonry construction, ceiling fans, and colonial stonework ), updated with tropical hardwoods, an open floor plan, contemporary concrete finishes and expansive outdoor living spaces.

Surewinds, as its name implies, was sited to fully capture the cooling trade winds, which bathe the house in a continual ocean breeze. There is no greater luxury than living in an open air home where you can truly experience the sights and sounds of your natural surroundings. (Just in case the wind changes, the bedrooms are air conditioned.) From sunrise to sunset there are views to excite the eye and calm the senses.

Green Cay is on the south side of St. Thomas in Frenchman’s Bay Estate, centrally located between Charlotte Amalie and Red Hook. The house and attached apartment, overlook the beach at Bolongo Bay which is the home of the USVI Diving Club. There are no neighbors, no street lights and no traffic. Green Cay is a newly gated community featuring both luxury villas and year round island homes. The neighborhood roads are wide and safe for jogging, biking and kids at play. Surewinds is located at the end of a cul-de-sac so a stray car seldom passes by.

The four story, 4,500 sf layout of this property invites all sorts of possibilities. It is ideal for 4-5 couples, a large family seeking a separate in-law apartment, 2 or 3 family units, or a wedding party. With 4 ½ bathrooms, 2 ½ kitchens and sleeping space for up to 16 guests both privacy and convenience are well served.

The Surewinds décor can be described as “put your feet up” casual.. The watchword here is “clean and simple”. There is little clutter, so there’s less to worry about. The stainless modern kitchens are fully supplied for “real” cooking , and wi-fi is in place. There is great space for entertaining, both indoor and out (as in a wedding). In-house catering by a noted island chef is available at an additional cost.

Main House, Main Floor: Open floor plan kitchen /dining / living room, powder room, laundry utility room, primary bedroom suite (queen bed) w/ whirlpool tub and outdoor shower.
Main House, Pool Level: Bedroom 1 (king bed + queen sofa bed), Bedroom 2 (queen bed + single bed), Bedroom 3 (trundle bed w/ 2 twins).

Apartment, Main Floor: Open floor plan kitchen / dining / living room (queen sofa bed)
Apartment, Lower Level: Oversized bedroom (queen bed + 2 twin beds (trundle)), Full bath

Here are some details to consider as you plan your vacation:
*This is a quiet, private setting. You will have to find your hustle and bustle elsewhere.
*We have done our best to make the house “child-safe” by gating the pool area, but nothing can replace parental supervision in a home that’s perched on a hill.
*Only the Main House / Main Floor is accessible without climbing at least a dozen stairs. There is a single stair at the front entrance, so wheelchair access is limited. If you are traveling with children, we suggest this house for Ages 3+, but we will let you be the judge.
*There are ceiling fans in every room, the bedrooms are air-conditioned. The breeze is fabulous!
* The 11’x 14’ pool is 9’ at the deep end, and about 3’ at the shallow end. It’s great for lounging, quick cool downs and some active pool play, but it’s NOT for diving or swimming laps (unless your laps are very short!).
Finally, if you are traveling with fewer than10 people you have the option of renting just the main house. see listing 769129.

Property manager

Sandra Wright

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 1:30 PM
Minimum age to rent: 21
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
Baby stair gates and a pack n play crib.
default

Events

Events allowed: family gatherings, birthday parties, weddings
$400 event charge to pay for a water delivery.
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Unfortunately, this property cannot accommodate more than 16 guests and any reservations above 16 cannot be accepted.
Evidence of smoking inside will incur a damage fee.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 50
Note from host: $400 event charge to pay for a water delivery.
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

St. Thomas

Located in Green Cay Plantation, a neighbourhood in St. Thomas, this villa is next to a golf course and near the beach. The area's natural beauty can be seen at Bolongo Bay and Sapphire Beach. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours.
Map
Charlotte Amalie, USVI

What's nearby

  • Bolongo Bay - 4 min drive - 2.7 km
  • Yacht Haven Grande Marina - 7 min drive - 4.9 km
  • Sapphire Beach - 17 min drive - 9.9 km
  • Coki Point Beach - 20 min drive - 10.9 km
  • Magens Bay Beach - 21 min drive - 11.1 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 14 min drive

Restaurants

  • ‪The Tap & Still - ‬6 min drive
  • ‪The Smoking Rooster - ‬6 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Wendy’s - ‬7 min drive
  • ‪Limetree Beach Pool Bar - ‬4 min drive

Frequently asked questions

Does SUREWINDS - Contemporary Villa and Apartment Combo have a pool?

Yes, this property has an outdoor pool.

Is SUREWINDS - Contemporary Villa and Apartment Combo pet-friendly?

No, pets are not allowed at this property.

What time is check-in at SUREWINDS - Contemporary Villa and Apartment Combo ?

Check-in begins at 1:30 PM.

What time is check-out at SUREWINDS - Contemporary Villa and Apartment Combo ?

Checkout is at 11:00 AM.

Where is SUREWINDS - Contemporary Villa and Apartment Combo located?

Located in Green Cay Plantation, this golf villa is within 2 miles (3 km) of Frenchman's Bay, Bluebeards Beach and Bolongo Bay. Morningstar Beach and Havensight Mall are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 38 out of 46 reviews
Rating 8 - Good. 7 out of 46 reviews
Rating 6 - Okay. 1 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

9.2/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

amanda b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

This was a beautiful villa in a beautiful location. All of my friend's and family wanted to stay longer! Sandra is a great hostess and was very available and amicable.
Stayed 4 nights in Mar 2025

10/10 Excellent

Jeff H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful views

Surewinds is a beautiful property. The only thing I want to point out is that there is no air conditioning in the main areas, just sleeping, it did get rather warm some days during the day. Other than that it’s perfection!
Stayed 6 nights in Mar 2025

10/10 Excellent

Joshua M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We loved it here!

Our stay at this property was absolutely amazing! From the moment we arrived, we were blown away by the breathtaking views and the spacious, well-designed layout of the home. It was the perfect getaway for our group, offering both comfort and luxury.The space was immaculately clean, beautifully decorated, and had everything we needed to feel at home. Waking up to the stunning island scenery every morning was truly unforgettable. The location was ideal, allowing us to fully immerse ourselves in the beauty and culture of the island.Everything about our stay exceeded expectations—from the peaceful atmosphere to the top-notch amenities. Whether relaxing on the balcony, exploring the area, or simply enjoying quality time together, this property provided the perfect backdrop for an unforgettable trip.We highly recommend this place to anyone looking for a dream getaway! Can’t wait to come back!
Stayed 4 nights in Feb 2025

10/10 Excellent

Megan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Christmas

We stayed at the house December 24-December 30. There were 14 of us ranging in age from 3-71. The house came fully stocked with everything needed. The pool was pretty small but it was great for the morning/evening swims before and after the days at the beaches. The views from the balcony were amazing!
Stayed 6 nights in Dec 2024

10/10 Excellent

FRED W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful time

our 2 children their spouses and our 6 grandchildren ages 13 to 20 had a great time. Wonderful house in a wonderful location with a great host. great base for a St Thomas retreat
Stayed 10 nights in Dec 2023

10/10 Excellent

Janet D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Scenic, Overall great space.

Accommodated our 3 generation family perfectly. View outstanding, easy to find, lots of space for all to relax or share our daily experiences. Kitchen well equiped as we have some great cooks in family. Pool was great to kick back, cool off and visit. Visited a different beach everyday, snorkeled, went on a snorkeling charter. Saw turtles, eagle ray, porpoise, and many colorful fish. Very memorable trip.
Stayed 7 nights in Nov 2023

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family gathering

House and setting beautiful. Incredible views and terrific breezes. House has lots of amenities, lovely furnishings, but very, very accommodating to the 3 generations on the trip. We had a couple of hiccups but property manager very responsive, I mean fast. We had one car, but mainly used a taxi service, James, we met at Compass Point Marina who gave us good prices for group .excursions. Also used Paradise car rental, probably the best experience with car rental in 20 years. Overall, would recommend to anyone, with no qualifiers.
Stayed 5 nights in Jun 2023

8/10 Good

Mary B., TX

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sure Winds

The breezes were wonderful! The scenery was awesome!
Stayed 5 nights in Aug 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Experience

The view was amazing and the house was great! It came with a small pool and a relaxing environment. Only complaint is there wasn't AC in every room so some of the rooms were hot. Besides that, we would happily come back again.
Stayed 5 nights in Jul 2022

10/10 Excellent

Jared C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful USVI Villa

This was an excellent villa in the USVI. Clean, plenty of space for a large group, outstanding views and close to many world class beaches. Would love to come back!
Stayed 7 nights in Jun 2022

8/10 Good

Janny M.

Liked: Check-in, communication, location, listing accuracy

Best view!

We had a group of 15. We met up my sister's family and my mom and the house was huge and accommodated all of us. We ran out of water in the property but the property manager responded quick to come out and get it refilled for us. The house is super breezy no matter how hot it was. Definitely worth renting!
Stayed 6 nights in May 2022

10/10 Excellent

Janet C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Breathtaking Views

Our stay was wonderful. We were a group of 15, and we were all able to sleep comfortably. The views were amazing, and the pool was great for the kids. The house is equipped with all the essentials and more. We would definitely stay here again.
Stayed 6 nights in Mar 2022

6/10 Okay

Shelby B.

Liked: Check-in, communication

Poorly maintained

From the pictures posted the property looked beautiful. However upon arrival we noticed the pool was deceptively small and dirty with some tiles also broken off at the bottom. The house itself was only somewhat clean:windows were dirty, bugs in picture frames, etc. Also not all the bedrooms had AC units. Not to mention the master bath had terrible water pressure that was no more than a trickle and the master bed mattress was very uncomfortable due to the caved in right side. In addition, the key we were given for the apartment did not work and many of the sliding glass doors in the main house would not lock. The view was the only real draw for this property.
Stayed 7 nights in Mar 2022

10/10 Excellent

Amber D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!!

We stayed at Surewinds with a total of 14 people for our wedding in St Thomas and rented both the house an appartment. Everything about our stay was incredible and Sandra was easy to communicate with and got back to me very quickly. The house was absolutely beautiful and we already miss waking up to the sunrise and ocean breezes. The kids spent all of their time in the pool and loved every minute of it. There were plenty of clean linens and lots of beach towels available for our entire group. We did a fair amount of cooking in the house and there were plenty of pots, pans and dishes to accommodate all of us. I would not hesitate to recommend that anyone stay here. We are already thinking of heading back for an anniversary trip.
Stayed 6 nights in Feb 2022

8/10 Good

Archana S.

Liked: Cleanliness, check-in, communication, location

Wonderful stay!

Wonderful stay! Good property for a big group with a great view.
Stayed 5 nights in Jan 2022

10/10 Excellent

David W., South Portland, Maine, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful facility!

The description was “spot on” and the house was great for us. Grandparents, 6 adult children and spouses, and 5 grands ages 1 to 9. There were four separate suites for the 4 family units, and the kids loved the pool , with supervision. We could fit 13 around the large dining table and there were several living rooms, including an apartment. We particularly appreciated the plentiful, nice quality towels and linens Our family is already talking about Christmas 2023 for a repeat vacation!
Stayed 7 nights in Dec 2021

10/10 Excellent

Sam A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First time in St. Thomas

I really like Sandra. She responded very quickly and I felt I was talking to a friend rather than a host.
Stayed 5 nights in Dec 2021

10/10 Excellent

Victoria B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing View!

Property- The property was great. It was large enough for 10 people to have separate beds and eat together as a family. We rented the apartment on which was super nice!!!! The patio and pool are great hang out spots for days you want to stay in. The pool is shallow on one end and drops on the other but non swimmers were safe with supervision. It was a bit warm during the day but the bedrooms have AC. The fans, the windows and open doors provide an amazing breeze for the common areas. Once you make it to the property you will get the hang of the location to tell the drivers or taxis. It is nice and secluded. We rented 2 cars and had plenty parking space. Everything was great for a getaway and the “outdoor” shower in the master was AMAZING!!!! We will rent again when we return to the island. Communication- Sandra is amazing! She provided recommendations and had maps available in the home. No matter the question she always had an answer within 24 hours (more like 4 hours). I felt very prepared with the directions she provided and the island transportation did not have a problem finding the place. Sandra is the best! Cons- the 2 minor cons is the trash system and the bugs. These are both an island thing not a house problem. The trash has to be taken to the bottom of the hill and loaded in the big dumpster which requires a car. The kids had a few spider bites from the bedroom downstairs, water bugs, ants and one lizard and one frog (on the patio door) during the stay. It was manageable by a wiping down upon arrival and wiping down after eating. It wasn’t a problem after day 2 but be prepared. I think the home may be vacant most of the time and they kind of settle in. But like I said it wasn’t an issue after day 2. Overall: I would recommend this home! It is spacious, close to stores and restaurants but will require a taxi or rental car to really explore the island.
Stayed 8 nights in Aug 2021

10/10 Excellent

Nate N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing hosts and views

We had a fantastic week at Surewinds with our wedding party. The home is huge! Each couple had their own space. The air conditioned bedrooms were much appreciated and comfortable. Sandra is absolutely fantastic to work with. Some of our favorite parts of the house are the master bedroom open-air shower and the huge balcony. Thank you Sandra and Obrien for making Surewinds part of the best week of our life!
Stayed 5 nights in Jul 2021

10/10 Excellent

Yingying D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great memory.

Owner Sandra is very nice and responsible. She sent us key and maps information ahead of our trip. I can always contact her easily during my stay. Great view from the house, definitely recommend to everyone!

8/10 Good

Cristina H., San Juan, Puerto Rico

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Reunion

Surewinds Estate is the perfect property for a big family or group. Massive balconies with spectacular views, lots of comfortable common spaces, big bedrooms. Sandra is a great host! Super attentive and always available.
Stayed 8 nights in Jun 2021

10/10 Excellent

Terri M., Charleston, WV USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house

My family and I throughly enjoyed our stay at Surewinds. Sandra was quick to respond ti any of our questions. Beautiful, peaceful view of the ocean!
Stayed 7 nights in May 2021

8/10 Good

Dave M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

sunny and warm retreat

Good stay for the whole family. It was nice to be able to cook some of the meals. Kids really enjoyed the pool. The views were gorgeous.
Stayed 7 nights in Mar 2021

10/10 Excellent

Misty R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Sunsets

This property was amazing. The views from the whole house were spectacular.....This house was very roomy and plenty of amenities to cook, play games, a overall wonderful experience... The outdoor shower was amazing. We will definitely be back!
Stayed 6 nights in Mar 2021

8/10 Good

Ethel L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Morning Coffee

Loved morning coffee on the deck. Saw three cruise ships come in one day. The additional pool deck was also great!! We also appreciated being able to get in touch with the owner, if needed.
Stayed 15 nights in Dec 2019

About the host

Hosted by Sandra Wright

Host profile image
The Wright family has owned a vacation home in St. Thomas since 1985. As Connecticut Yankees, the climate first drew us to STT, but we have grown to love the island as our second home. Our son Jordan is the talented builder of this amazing home, which we hope will soon become a retirement home for us, and the vacation destination of choice for our children and grand children.

Although this is a new rental property for us, we have been renting our other home for 25 years, so we have great on-island support, and understand the needs of Caribbean vacationers.

Why they chose this property

Besides the amazing architectural detail, Surewinds is somewhat unique in that the floor plan will adapt to groups of all sizes and configurations. Having the separate apartment with a second complete kitchen is a luxury you don't find in many island rentals.

What makes this property unique

By opening Surewinds to the breeze you will take away a true island experience like no other. The 270 degree ocean view affords both sunrise and sunset panoramas that extend all the way to St. Croix. The westward view includes watching the majestic cruise ships and elegant yachts as they arrive and depart Charlotte Amalie harbor.

Languages:

English