Entire home
A Winsome House
Villa with private pool, near Virgin Islands National Park
Photo gallery for A Winsome House





Reviews
10 out of 10
Exceptional
2 bedrooms 2 bathrooms Sleeps 4
Popular amenities
Explore the area

- Place, Virgin Islands National Park
- Place, Cinnamon Bay Beach
- Place, Trunk Bay
- Airport, St. Thomas (STT-Cyril E. King)
Rooms & beds
2 bedrooms (sleeps 4)
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Balcony
About this property
A Winsome House
Tucked into an emerald green hillside, lies a very special property. Winsome House is an escapists dream.. a world away, yet convenient to everything. In fact, only a quick, 5 minute downhill drive brings you to the world renowned North Shore beaches. The home is nestled into the hillside 800 feet above sea level, offering sweeping views of the Caribbean and complete privacy and quietude.
This enchanting Caribbean home offers state of the art conveniences including air conditioning, wifi and flat screen TV.....but Winsome House provides so much more! Built in the elegant style of historic plantation homes, this villa is as beautiful as it is functional. The inviting Great House provides interior dining and entertainment spaces, which open through handcrafted mahagony doors to a wonderful covered gallery for savoring that incredible ocean view while enjoying an al fresco meal. Island ambiance is reflected throughout with designer furnishings, hand selected for beauty as well as guest comfort.
A separate, two-story building sits just steps away, housing two equal and elegant bedrooms and baths, and ensuring privacy and independence for all guests. This home is perfect for couples and families alike. The lower king bedroom opens onto the main deck and the pool through two mahogany French doors. The large shower, from which the sea can be viewed, opens onto a private brick and native stone patio. Just up a wide, brick staircase is the master bedroom, also with king bed. This bedroom opens onto a private, covered deck with yet another incredible view. The ensuite bath also offers a shower with an incredible sea view that is sure to delight. Both bedrooms pamper guests with high count bed and bath linens to delight and soothe after a day at the beach..
Custom Mahogany kitchen cabinetry stocked with Villeroy & Boch dinnerware and Calphalon cookwear and cutlery will please the most discriminating . A beautiful carved wooden table provides an elegant dining experience when weather dictates.
Step outside onto the large epei wood deck, and enjoy a cool dip in the pool, which is equipped with a solar cover, to keep the water temperature balmy year round. Colorful gardens surround you and watching the hummingbirds dart from flower to flower will become a new pastime. Both sun and shade areas are provided for lounging, and an unobstructed view of the turquoise sea and islands beyond will beckon.. making it hard to leave this magical spot!
Situated ideally at mid-island, Maho Bay and the string of North Shore beaches are but a five-minute drive away. Ram Head, Salt Pond and the solitude of the East End are reachable within fifteen minutes, as are many of the island's best hiking trails. Casual to fine dining and provisions are close at hand in Coral Bay or a few more minutes away in Cruz Bay.
Winsome House is a non-smoking villa.
Keywords: Villa, home, house, rental home, vacation home, holiday home, rental villa, vacation villa, rental cottage, vacation cottage
This enchanting Caribbean home offers state of the art conveniences including air conditioning, wifi and flat screen TV.....but Winsome House provides so much more! Built in the elegant style of historic plantation homes, this villa is as beautiful as it is functional. The inviting Great House provides interior dining and entertainment spaces, which open through handcrafted mahagony doors to a wonderful covered gallery for savoring that incredible ocean view while enjoying an al fresco meal. Island ambiance is reflected throughout with designer furnishings, hand selected for beauty as well as guest comfort.
A separate, two-story building sits just steps away, housing two equal and elegant bedrooms and baths, and ensuring privacy and independence for all guests. This home is perfect for couples and families alike. The lower king bedroom opens onto the main deck and the pool through two mahogany French doors. The large shower, from which the sea can be viewed, opens onto a private brick and native stone patio. Just up a wide, brick staircase is the master bedroom, also with king bed. This bedroom opens onto a private, covered deck with yet another incredible view. The ensuite bath also offers a shower with an incredible sea view that is sure to delight. Both bedrooms pamper guests with high count bed and bath linens to delight and soothe after a day at the beach..
Custom Mahogany kitchen cabinetry stocked with Villeroy & Boch dinnerware and Calphalon cookwear and cutlery will please the most discriminating . A beautiful carved wooden table provides an elegant dining experience when weather dictates.
Step outside onto the large epei wood deck, and enjoy a cool dip in the pool, which is equipped with a solar cover, to keep the water temperature balmy year round. Colorful gardens surround you and watching the hummingbirds dart from flower to flower will become a new pastime. Both sun and shade areas are provided for lounging, and an unobstructed view of the turquoise sea and islands beyond will beckon.. making it hard to leave this magical spot!
Situated ideally at mid-island, Maho Bay and the string of North Shore beaches are but a five-minute drive away. Ram Head, Salt Pond and the solitude of the East End are reachable within fifteen minutes, as are many of the island's best hiking trails. Casual to fine dining and provisions are close at hand in Coral Bay or a few more minutes away in Cruz Bay.
Winsome House is a non-smoking villa.
Keywords: Villa, home, house, rental home, vacation home, holiday home, rental villa, vacation villa, rental cottage, vacation cottage
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
St. John
Upper Carolina, a neighbourhood in St. John, is home to this villa. While the natural beauty of Virgin Islands National Park and Cinnamon Bay Beach can be enjoyed by anyone, those looking for an activity can explore Tortola Cruise Ship Port.
Discover the area's water adventures with jet skiing, kayaking and snorkelling nearby, or enjoy the great outdoors with hiking/biking trails.

Saint John, VI
What's nearby
- Virgin Islands National Park - 13 min walk - 1.1 km
- Maho Beach - 5 min drive - 2.7 km
- Cinnamon Bay - 13 min drive - 4.0 km
- Cinnamon Bay Beach - 14 min drive - 6.5 km
- Trunk Bay - 23 min drive - 7.7 km
Getting around
Restaurants
- Admiral’s Bar
- Skinny Legs - 6 min drive
- The Windmill Bar - 16 min drive
- Johnny Lime - 5 min drive
- Shambles - 16 min drive
Frequently asked questions
About the host
Hosted by Destination St John

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