Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Top rated by guests
Front of House
kitchen
Gas stove with electric oven
Large dining area
Ariel view
review stars
10Outstanding
(102 Ratings)
"This property is gorgeous! The views are amazing. Both in indoor space and outdoor spaces made it absolutely perfect for our family get-together! Everything was clean and in good repair, informatio..."
Evelyn P.
Don't miss out! Price and availability may change
10 / 10
Outstanding(102 Ratings)

House in Caribbean

10 guests · 5 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Named because of it's magnificent views, Triton's Overlook is situated right on the water's edge and offers stunning,unobstructed views of the Caribbean Sea, nine islands including the British Virgin Islands, and St John. Triton's Overlook, a former local estate known as Villa Maitland, has undergone an extensive renovation over the past few years. While much of the house is new, nods to the past still abound-from the massive mahogany doors , to the old West Indies parquet floor in the Master Bedroom. And with large glass windows and doors spanning across the open-concept home, you can take in the unbelievable views and enjoy the gentle breeze from the couch, or even while working in the kitchen. From the comfort of the Overlook Family Room and porch look for large yachts passing thru Pillsbury Sound on their way to St John or look below thru the clear Caribbean water for sea rays, dolphins and fish swimming by . There is always something to look for. Our photos barely do it justice!
The fully optioned gourmet kitchen includes a dishwasher, five burner gas stove with dual-oven, microwave, toaster, and Keurig. Plenty of space for all the "cooks" in the group !
The Theater Room, just off of the main living area, offers a 75” high definition SmartTV with surround sound in a enclosed setting for twelve to enjoy a special show or movie.
All five bedrooms feature en-suite bathrooms and King size beds. Four bedrooms have "down island views". The Master Bedroom and two others are located off of the main living area. The master bedroom is palatial, offering a full view of the Caribbean from the comfort of a king size Sleep Number bed. It also includes a large walk-in-closet with a bathroom featuring an open floor shower big enough for two (gotta save water). A second bedroom also offers a Sleep Number king size bed, an ocean view and opens up to a private balcony. A third bedroom offers a king size bed high open ceiling and a view of the water overlooking gorgeous grounds.This room is convenient to the main living area and makes a perfect Au Pair suite. Two bedrooms on the lower level offer the same ocean view as above, and open up to a private ground level porch for easy access to the pool and grounds. ( Great for those late night swims ).
The downstairs entertainment area includes a wet bar,large curved high definition Smart TV and a large bar top for games, eating, drinking or just gathering to talk or meet to plan the day's activities. The sliding glass doors open directly to the pool deck.
The house is fully air conditioned and has a large generator to power the entire house in case of power outages during your stay. Internet is available through the house and pool area for those who need to stay connected. For those music lovers Sonos services the pool deck, lower level activity room, theater room, foyer/dining room and master bedroom. All TV’s are Smart TV’s with Net Flix, Amazon Prime and Utube.

NEED MORE BEDROOMS ? GUEST HOUSE CAN ADD UP TO TWO MORE BEDROOMS:
The property also features a separate two bedroom guest house , Triton’s Hideaway, which is only rented with the house. The spacious master bedroom features a king size bed with large en-suite bathroom. The second bedroom is a loft bedroom with a king size bed and private bathroom. Downstairs, which is on level with the pool deck and grounds, features a family room, a full bathroom, and kitchen all with direct water view. The guest house is fully air conditioned, has its own generator, Wi-Fi and Smart TV’s. When renting the main house you can rent the Guest House’s Master Bedroom alone as an additional separate bedroom or the full house. Your choice. The guest house is not included in the price for the house so please ask for a quote adding the Guest house. The Guest House is only available as additional accommodations when renting the full property. We never rent the guest house out to a different party. The entire property is only available to you. ADDING TRITON’S HIDEAWAY, ( the guest house ) to TRITON’S OVERLOOK CAN INCREASE THE NUMBER OF GUESTS FROM 10 TO 12, OR 14.

Triton's Overlook is conveniently located about one mile outside of Red Hook on the East End of St. Thomas. Red Hook offers many restaurants and bars, shopping, groceries, a marina, and the ferry to St. John and the British Virgin Islands. Many tours and charters are also booked out of Red Hook. What makes Triton's Overlook so special and unique is that there are so many areas to escape to your "own space", whether inside the house or outside on the expansive, lush grounds. It's more than just a house, it's a experience that very few can match. With over one acre of enclosed grounds, fruit and palm trees, and other tropical flowering plants there is always something new to see every day. Enjoy the breeze under the palm trees and sea grapes on your own private beach area, step directly and swim in you own lagoon, snorkel on the coral reef right in front of the house, or lay out at the pool. Once you've arrived at Triton's Overlook, the rest is up to you !
In addition to Triton’s Overlook we have owned the adjacent property, Caribbean Castaway since 2006. If you find Triton’s Overlook booked for the dates you requested or are interested in booking the two properties together, (for a total of 13 bedrooms) accommodating up to 26 guests in beds with their own bathroom. check out Caribbean Castaway, property #320776.


Amenities at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Non-smoking
No pets allowed
Family friendly

Map of Caribbean


Ratings and reviews

10 / 10
Outstanding(102 Ratings)
10 / 10Outstanding·Apr 2026
This property is gorgeous! The views are amazing. Both in indoor space and outdoor spaces made it absolutely perfect for our family get-together! Everything was clean and in good repair, information was complete, communication with owner and property manager all good.
10 / 10Outstanding·Apr 2026
The house had everything and more! It was absolutely gorgeous and better than we could have imagined.
10 / 10Outstanding·Mar 2026
This location is stunning! The house was perfect for our group of 4 adults and 3 children. Everyone had their own space. The pool was well used during our “downtime”. The kitchen is well equipped for cooking large meals. I would love to return!
10 / 10Outstanding·Feb 2026
We had a great time staying at the Triton! We had a group of 10 adults and there was plenty of space for everyone. The kitchen is beautiful and well equipped. Our host had a large fruit basket, juice and other breakfast items when we arrived. This was very much appreciated as our flight was delayed and we didn't have time to get to the grocery store.We enjoyed coffee in the morning overlooking the ocean. The TVs in the theatre room and downstairs family room were great for watching movies and sports. We weren't able to snorkel by the house due to the weather/wind, but took a snorkeling excursion and saw beautiful fish, coral, barracuda, sea turtles and even a stingray. The pool area had enough chairs for everyone along with sunshine and music to relax and enjoy!The location of the Triton was perfect for our group. Close to several great beaches, close to the ferry to St John, a short drive to restaurants in Red Hook, and we even walked to dinner at Pangea Terra Table.Joanne was wonderful to work with through the booking process and was very responsive to our questions and planning our trip. Dawn and Dave are the property managers and they were also great to work with! They sent information prior to our arrival and met us at the house to answer any questions. Our group would definitely recommend staying at the Triton!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.