Entire home
Villa Surewinds Modern Caribbean Style
Villa with an outdoor pool, near Bolongo Bay
Photo gallery for Villa Surewinds Modern Caribbean Style





Reviews
9.6 out of 10
Exceptional
4 bedrooms 3+ bathrooms Sleeps 10 371.6 sq m
Popular amenities
Explore the area

Charlotte Amalie
- Place, Bolongo Bay2 min drive
- Place, Sapphire Beach11 min drive
- Place, Magens Bay Beach12 min drive
- Airport, St. Thomas (STT-Cyril E. King)16 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 2
1 King Bed and 1 Double Sofa Bed
Bedroom 3
1 Queen Bed and 1 Single Bed
Bedroom 4
2 Single Beds
Primary Bedroom
1 Queen Bed
3 bathrooms, 1 half bathroom
Hall bath
Soap · Towels provided · Bathtub or shower · Bathtub · Hair dryer
Powderroom
Soap · Towels provided · Toilet
Primary Bedroom Bath
Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer
Twin bdrm ensuite bath
Soap · Towels provided · Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
Villa Surewinds Modern Caribbean Style
Begun in 2005 and completed in the fall of 2012, Villa 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 finishes and expansive outdoor living spaces.
Villa 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, 3 bedrooms are air conditioned.) From sunrise to sunset there are views to excite the eye and calm the senses.
Surewinds is on the south side of St. Thomas in Frenchman’s Bay Estate, centrally located between Charlotte Amalie and Red Hook. The house overlooks the beach at Bolongo Bay which is the home of the USVI Diving Club. There are no neighbors, no streetlights and no traffic. Green Cay Plantation is a newly gated community featuring both luxury villas and fulltime island homes. The plantation 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 floorplan is flexible for groups of all kinds... several couples, one or two families, etc. With 3 ½ bathrooms, 1 1/2 kitchens, great pool and tremendous pool deck and balconies, and sleeping space for up to 10 guests. WE ALSO OFFER THE OPTION OF ADDING THE DETACHED APARTMENT FOR LARGER GROUPS - SEE OUR LISTING 448096. If you rent only the villa, the apartment would remain empty.
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 kitchen is fully supplied for large dinners, Wi-fi is in place (so you don’t get tooooo relaxed)! 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 Floor: Open floor plan kitchen /dining / living room, powder room, laundry utility room, Primary Bedroom(queen bed) w/ whirlpool tub and outdoor shower.
Pool Level: Bedroom 1 (king bed + queen sofa bed), Bedroom 2 (queen bed + single bed), Bedroom 3 (trundle bed w/ 2 twins).
Finally, 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 3 main 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.
Villa 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, 3 bedrooms are air conditioned.) From sunrise to sunset there are views to excite the eye and calm the senses.
Surewinds is on the south side of St. Thomas in Frenchman’s Bay Estate, centrally located between Charlotte Amalie and Red Hook. The house overlooks the beach at Bolongo Bay which is the home of the USVI Diving Club. There are no neighbors, no streetlights and no traffic. Green Cay Plantation is a newly gated community featuring both luxury villas and fulltime island homes. The plantation 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 floorplan is flexible for groups of all kinds... several couples, one or two families, etc. With 3 ½ bathrooms, 1 1/2 kitchens, great pool and tremendous pool deck and balconies, and sleeping space for up to 10 guests. WE ALSO OFFER THE OPTION OF ADDING THE DETACHED APARTMENT FOR LARGER GROUPS - SEE OUR LISTING 448096. If you rent only the villa, the apartment would remain empty.
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 kitchen is fully supplied for large dinners, Wi-fi is in place (so you don’t get tooooo relaxed)! 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 Floor: Open floor plan kitchen /dining / living room, powder room, laundry utility room, Primary Bedroom(queen bed) w/ whirlpool tub and outdoor shower.
Pool Level: Bedroom 1 (king bed + queen sofa bed), Bedroom 2 (queen bed + single bed), Bedroom 3 (trundle bed w/ 2 twins).
Finally, 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 3 main 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.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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House Rules
Check in after 1:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Baby gates and ports crib available
Events
Events allowed: family gatherings, birthday parties, weddings
Ask first! There is a $500 event charge.
Pets
No pets allowed
Smoking
Smoking is not permitted
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: Ask first! There is a $500 event charge.
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 fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
This property does not have any lifts
About the area
St. Thomas
Green Cay Plantation, a neighbourhood in St. Thomas, is home to this villa. The area's natural beauty can be seen at Bolongo Bay and Sapphire Beach.

Charlotte Amalie
What's nearby
- Bolongo Bay - 2 min drive - 1.2 km
- Skyride to Paradise Point - 5 min drive - 2.9 km
- Yacht Haven Grande Marina - 7 min drive - 4.5 km
- Sapphire Beach - 11 min drive - 8.4 km
- Magens Bay Beach - 12 min drive - 8.0 km
Getting around
Restaurants
- Paradise Point - 9 min drive
- The Tap & Still - 6 min drive
- Shorebird - 6 min drive
- The Smoking Rooster - 6 min drive
- Salt Shack - 5 min drive
Frequently asked questions
About the host
Hosted by Sandra Wright

Our family built this special property and enjoy sharing it with others. Making memories is what this home is all about.
Why they chose this property
Ideal central location, gated community, and oh so beautiful!
What makes this property unique
Very flexible floor plan, very quiet neighborhood.
Languages:
English
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