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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Romantic, Very Private perched on the lush Northside of St.Thomas

Bedrooms 2
Property type villa
Minimum Stay 3 nights


About the property

Villa, 2 Bedrooms, 3 Baths, (Sleeps 4-6) Private pool

Wake up each morning to breathtaking panoramic views of Magens Bay, Hull Bay, the Atlantic Ocean, the British Virgin Islands and many other uninhabited islands. The minute you walk through the front door, you will be drawn to the walls of floor-to-ceiling windows overlooking beautiful sandy beaches and turquoise waters. With its high ceilings, open floor plan and many sliding glass doors, all the rooms offer beautiful ocean views.

Perched high on the lush Northside of St. Thomas, Treetops is situated perfectly to allow guests to take advantage of both the cooling breezes and enchanting sounds of the rain forest that will lull you to sleep at night. Surrounded by jungle foliage, the house and pool deck offer complete privacy. Add in the beautiful views, and you’ll quickly see why Treetops is an excellent place for relaxing, or a romantic vacation or honeymoon. The very private pool, deck and outdoor patio offer both shade and sunny lounging areas, and overlook the trees with a stunning vista towards Magens Bay.

On the main level, the master bedroom is framed with sliding glass doors and breathtaking views. From the master bedroom, you can directly access the pool deck and private bathroom or relax in the cozy master sitting area. A recently added Sleep Number king size bed allows for custom mattress firmness selection. Adjust the bed to your comfort level, snuggle into the high end linens, and let the chirps of the Coqui frogs lull you to sleep. The master also features a walk in closet that provides plenty of storage and the convenience of a main floor washer and dryer.

The kitchen is fully equipped, and includes newer stainless steel appliances, plenty of dishes and utensils, even a Keurig coffee maker. And the gas grill on the pool deck offers a great alternative for sizzling up a steak or fresh fish.

The living room is outfitted with new comfy furniture along with a big screen television, including access to streaming services (Amazon, Netflix, Hulu, YouTube, etc.) as well as a small DVD library. The CD stereo system is connected to Bose speakers throughout the house. There are two bathrooms on the main level.

Through a separate entrance on the lower level, you will find the second bedroom. The perfect family bedroom, it is furnished with 1 queen size and 2 twin beds. It features walls of windows with the same spectacular views seen from the first level, and also boasts its own full bathroom and private balcony with outdoor seating.

Treetops is centrally located and thus a convenient base from which to explore the 31 square-mile island. Whether you're interested in sunning, swimming, shopping or golf, you are only minutes away by car from: Magens Bay beach (rated by National Geographic as one of the top ten beaches in the world), Charlotte Amalie with its duty free shopping and Mahogany Run's 18-hole golf course.

Beach chairs, coolers and beach towels are also provided for your use while on the island. We provide an easy map and written directions from the airport to find your way to our little piece of paradise, and our nearby property managers Cindie and Jon have 40+ years of experience on the island, and will be happy to share their own tips and suggestions.

For stays over 3 nights we start you off with starter breakfast supplies, coffee, milk, muffins, eggs, butter and a bottle of Cruzan Rum and Coca-Cola. Cruzan is made in St Croix- what a great way to start your vacation with locally made rum.

Keywords: House, Villa, Private, Pool, Northside, Romantic, Honeymoon

More Details

Property Manager
Cindie Kennedy
Member since: 2006
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
January 15, 2018

About Cindie Kennedy

Eddie & Linda Finch -- After spending several years exploring the many islands of the Caribbean, we came to love all that the Virgin Islands have to offer, and St. Thomas was the PERFECT place to jump-start our retirement adventures with the purchase of a second home.

Cindie Kennedy purchased this villa in 2017

Why Cindie Kennedy chose Dorothea

After exploring all corners of the island, we knew that the lush north side with its cool breezes and rain forest vibe was the place for us. On a house-hunting trip, from the moment the realtor opened the door to Treetops we were drawn to the walls of windows overlooking Magens and Hull Bays with BVI beyond. What an incredible view!! We quickly realized we needed to make this slice of paradise our own. We've already begun improving upon this already magnificent property and we look forward to continuing to make it even more incredible for all to enjoy.

What makes this villa unique

VIEWS, VIEWS and more VIEWS! Read other guests' comments... it's the first thing anyone sees, and it leaves a lasting impression on all guests, friends, and family. Past guests rave about the character of the villa -- with its own VERY private pool and grounds, and the generous and romantic master suite. They especially love the feeling of falling asleep to cool Caribbean breezes whispering through all the windows and the sounds of the Coqui frogs lulling them to sleep.

One of the best things about our villa is our property managers, Cindie and Jon! With 40+ years of residency on the island, they provide both a warm welcome as well a wealth of suggestions, recommendations and help to ensure your vacation and stay here exceeds expectations.

Guestbook comments from the manager

As we pack up after a week's stay atTreeTops, we are trying to figure out when we can come back!

After a 4 hours delay in Ft. Lauderdale, it was a pleasure to be welcomed by Cindie and a bottle of run and breakfast supplies for the next day.

Our mornings consisted of breakfast on the balcony, enjoying the view of Magen's bay. Over the past week we have been to Linquist beach Sapphire Beach, Cinnamon Bay ( St John) and Magen's Bay. While each was a post card of paradise, we enjoyed Magen's the most ( beware of the Painkillers and Rum punch)

Oceana was our favorite spot for dinner, but equally enjoyed the laid back vibe of Hull Bay Hideaway.

No matter how much fun we had on our excursions it was always enjoyable to kick back, poolside, and listen to the sounds of St. Thomas. Can't wait to return!
Mar 2014
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Dorothea Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
House Rules:
  • Max. occupancy: 6
  • not suitable for children
  • pets not allowed
  • non smoking only ...
Location Type:
  • Mountain View ...
  • Ocean View ...
  • Water View ...
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker ...
  • Cooking Utensils
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen , 2 twin/ single
  • King size bed (1) - Sleep Number adjustable bed in master bedroom, Queen size Bed (1) and Twin Beds (2) in second bedroom. BOTH BEDROOMS HAVE AIR-CONDITIONING -- You really don't need it with our tropical breeze but it is there if you need it. Each bedroom is very large, with plenty of space and phenomenal views.
  • Books ...
  • DVD Player
  • Games ...
  • Satellite / Cable
  • Stereo ...
  • Television ...
  • Video Library
  • Balcony
  • Deck / Patio ...
  • Golf ...
  • Outdoor Grill ...
  • Water Sports Gear ...
Pool / Spa:
  • Private Pool ...
Onsite Services:
  • Massage
  • Private Chef
  • botanical garden
  • cinemas
  • duty free shops
  • health/beauty spa
  • restaurants
Leisure Activities:
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • photography
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
If you would like a private massage, just ask Cindie and she can arrange it. Want to go to the best restaurant on the island? Oceana & Grande Cru are 2 of Cindie's top picks. She'd be happy to call and reserve a table for you.


Wonderful! 4.9/5 -
(34 traveler reviews)

88% Complete
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Romantic, Very Private perched on the lush Northside of St.Thomas
average rating of 4.852941 based on 42 reviews

Felt like we were living the life of the rich and famous!

  • 5 of 5

Absolutely loved the villa! It was very private, beautiful and amazing! Had all the comforts of home with luxurious extras! Cindie & Jon were awesome! Provided great guidance as to where to visit and eat. Cindie was very helpful when it came to directions or suggestions for whatever we wanted to do. Would have liked to have a tablecloth for the outside table and would have been nice if the lights over the dining table would have worked. Other than that, we would LOVE to rent again. It was the first vacation place that we didn't want to leave!

Thank you so much Cindie!

Brent & Lynn Eversole & family

  • Submitted: Aug 6, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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Great property! We will be back!

  • 5 of 5

This property was perfect for my husband and I and it also has a great basement for kids or perhaps another family. Opening the doors and windows to allow the breeze was perfect! Jumping in the pool was a great cool down during the hot days. This property sits in the mountains so make sure you rent a jeep.. the roads are interesting to say the least. The view is breathtaking so make sure you get up early to see the sunrise. Cindie was great and offered an abundance of info.. we will be back for sure!!

  • Submitted: Jun 19, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: I am so glad you had a great time in St Thomas and at TreeTops. It was so nice to meet you and to make sure you were all settled in and ready to relax. I am looking forward to your return. Cindie
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Perfect days

  • 5 of 5

Loved the rental! Waking up to the sunrise was incredible. Private pool perfect for relaxing. Our son loved the privacy of the downstairs unit - as did we. The road to the unit was an adventure in itself, but we handled it in a front wheel drive economy car. Easy drive to Megan's Bay - although we preferred Hull's Bay (more relaxed and great tacos)

  • Submitted: Jun 14, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Awesome is an over-used word ...

  • 5 of 5

... It should be limited to truly special events and places, such as a staying a week at Tree Tops on St. Thomas in the USVI. From this perch high in the Trade Winds, the open sliders of the well-appointed villa immerse your senses in a stunning panorama of the Caribbean. Mix in some Parmesan fried oysters, spicy, sesame seed shrimp, a swordfish steak and the thoughtful services of Cindie and Jon (the complementary bottle of aged Cruzon is a nice touch), and it just can't get any more ... well, awesome. Unless maybe you stay longer.

  • Submitted: May 28, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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nice and private,just like pictures,very clean

  • 5 of 5

Cindie the manager never let us get lost she made a book full of directions and suggestions. 7 days went fast but we accomplished our itinerary

  • Submitted: Feb 3, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
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Gainesville FL

Wonderful Villa!

  • 5 of 5

Really enjoyed our stay at treetops villa. Fantastic views and really great amenities. Cindie was awesome as well. We had a small maintainance issue and she was very responsive in repairing the issue. If we go back to St. Thomas we will definitely consider staying here again. The notebook had loads of info and was very helpful... The cruzan rum was a nice touch as well.

Note: we did have a little trouble finding the place it's really tucked away so get here during the daylight.

  • Submitted: Jul 16, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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Nearest Airport
4 Miles
Cyril E. King (STT)
Nearest Barpub
1 Miles
Sibs on the Mountain
Nearest Ferry
4 Miles
Water Island- Crown Bay
Nearest Golf
3 Miles
Mahogany Run
Nearest Restaurant
1 Miles
Sibs On The Mountain
Nearest Beach
1 Miles
Hull Bay
Car: necessary

The property is located very close (walking distance) to The St. Peter Great House and Botanical Gardens ( as well as zip-lining at Tree Limin' Extreme (


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $300
Cleaning Fee- 2 people $100
Cleaning 3 - 6 People $150
Tax Rate 12.5%

Each additional person after 4 guests will have an additional charge of $25.00 per person per night

50 % deposit to hold the reservation and the balance 30 days prior to arrival with the refundable security check
Cleaning fee is $100.00 for 2 people, for 4 - 6 guests - $150.00

Rental agreement is sent as soon as booking is confirmed

100% refund for cancellation 60 days prior to arrival

Manager's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.

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