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

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December 2024
January 2025

Photo gallery for Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Interior
Outdoor pool
Exterior
Lobby
Fridge, microwave, oven, stovetop

Reviews

10 out of 10

Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 10604 sq m

Popular amenities

  • Beach view
    Beach view
  • Parking available
    Parking available
  • Washer
    Washer
  • Pool
    Pool
  • Barbecue grill
    Barbecue grill
  • Outdoor space
    Outdoor space

Explore the area

Map
Cabes Point
  • Sapphire Beach
    4 min walk
  • Lindquist Beach
    16 min walk
  • Turquoise Beach
    9 min drive
  • St. Thomas (SPB-St. Thomas Seaplane Base)
    23 min drive

Room options

About the area

Red Hook

When you stay at this vacation home in St. Thomas, you'll be on the beach, a 1-minute drive from Sapphire Beach and 9 minutes from Coki Point Beach. .This beach vacation home is 5.6 mi (9.1 km) from Virgin Islands National Park and 6.5 mi (10.5 km) from Magens Bay Beach.

What's nearby

  • Sapphire Beach - 4 min walk - 0.4 km
  • Lindquist Beach - 16 min walk - 1.4 km
  • Coki Point Beach - 9 min drive - 3.7 km
  • Coral World Ocean Park - 10 min drive - 3.9 km
  • Secret Harbour Beach - 10 min drive - 3.8 km

Getting around

  • St. Thomas (SPB-St. Thomas Seaplane Base) - 23 min drive

Restaurants

  • ‪Jimmy Buffett’s Margaritaville - ‬6 min drive
  • ‪Sapphire Beach Bar - ‬14 min walk
  • ‪Tarpon’s Table - ‬3 min drive
  • ‪Five O'Clock Somewhere Bar - ‬6 min drive
  • ‪Sun & Sea Bar And Grill - ‬6 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

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, ice maker, 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.

Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony or patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Netflix and a DVD player are provided for your entertainment.
Relax on the private beach or enjoy other recreational amenities such as an outdoor pool. This vacation home also features concierge services and barbecue grills.
Guests will find features like wireless internet access and onsite parking.

Property manager

Joanne Hux

Languages

English

Property amenities

Beach

  • Private beach
  • Beach towels

Pool/Spa

  • Private pool
  • Outdoor pool
  • Fence around the pool

Internet

  • WiFi available

Parking and transport

  • On-site parking options include a garage
  • On-site parking
  • Car recommended

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Paper towels
  • Kitchen island
  • Spices

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathrooms

  • 5.5 bathrooms
  • Shower
  • Soap
  • Towels provided
  • Hairdryer

Living spaces

  • Living room
  • Dining room

Entertainment

  • Smart TV with cable/satellite service
  • Netflix
  • Streaming services
  • DVD player
  • Stereo
  • Books

Outdoor areas

  • Balcony
  • Barbecue
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine and dryer

Work spaces

  • Printer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • On the waterfront
  • Near a health or beauty spa
  • Near a hospital

Things to do

  • Birdwatching nearby
  • Swimming nearby
  • Scuba diving nearby
  • Ecotours nearby
  • Sailing nearby
  • Windsurfing nearby
  • Marina nearby
  • Snorkelling nearby
  • Horse riding nearby

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • Unit size: 6500 sq ft (604 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transportation to and from this property

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

Reviews

10

Exceptional

Rating 10 - Excellent. 69 out of 72 reviews" "
Rating 8 - Good. 2 out of 72 reviews" "
Rating 6 - Okay. 1 out of 72 reviews" "
Rating 4 - Poor. 0 out of 72 reviews" "
Rating 2 - Terrible. 0 out of 72 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Donna& Billy S.

Liked: Cleanliness
Absolutely excellent!
First of all, I would like To thank the owners for sharing your beautiful home with the greatest view. I could not have asked for anything better. The kitchen had everything we needed. The beds were comfortable. We loved having our own beach. The pool was great. This place is top-notch. Thank you again.
Stayed 7 nights in Oct 2024

10/10 Excellent

Tom C.

Liked: Cleanliness
Breathtakingly beautiful Villa!
Breathtakingly beautiful Villa with great Amenities. HOUSE IS HUGE! plenty of room for 8. Loved it!
Stayed 9 nights in Aug 2024

10/10 Excellent

Clint F.

Liked: Cleanliness
⭐️⭐️⭐️⭐️⭐️
Best Vacation EVER. There were 10 of us in the main house (8 adults and 2 teenagers) and 1 adult in the guest house master bedroom. There was ample space for us to all sprawl out and do our own thing during the day and regroup in the evenings. The views are simply breathtaking. We had incredible weather all week and took full advantage of the pool, private beach and snorkeling cove. Red Hook offered everything we needed off-property (market, restaurants Etc.) which was convenient. The property managers were very friendly and helpful. We were all sad to see the week come to an end and agreed that this vacation will be hard to beat. Thank you for sharing your piece of paradise with us!
Stayed 7 nights in Jul 2024

8/10 Good

Catherine F.

Liked: Cleanliness
Ferry Island Getaway
Stayed 7 nights in May 2024

10/10 Excellent

Lisa D.

Liked: Cleanliness
Amazing week
Spent an amazing week in this beautiful property celebrating my 50th birthday with 10 of my best friends. House was amazing with plenty of space for everyone.
Stayed 7 nights in Jun 2024

10/10 Excellent

barbara s.

Liked: Cleanliness
The Best
Beautiful villa room for all! Location to other beaches & excursions was easy. Pool was a big hit.. especially after beach days..lots of nighttime swimming.. would definitely recommend to friends & family..
Stayed 7 nights in Jun 2024

10/10 Excellent

Angela M.

Liked: Cleanliness
Fabulous week
We had a wonderful week at Triton’s Overlook. It’s a beautiful, clean, spacious house with so many extras. The large kitchen was perfect for our group of 10 and has everything you would need. We spent lots of time in the pool and on the deck. Several of the kids snorkeled right off the property. The rooms were all clean and spacious, and they all had lovely views of the Caribbean. The theater room was perfect for a family movie night. We were able to take a short walk over to Sapphire Beach for a change of pace. We spent two days exploring the waters around the islands. We snorkeled, hiked, and spent time at Scott beach which has some of the clearest waters I’ve ever seen. The kids did a cliff jump on the other side of Thatch Cay which is the island you can see just north of the house. There were rolling power outages for a few days, but it didn’t affect us since the home has a generator. The property managers were very helpful with any questions we had. If you get the chance, stay here- you won’t regret it!
Stayed 7 nights in May 2024

10/10 Excellent

William C.

Liked: Cleanliness
Everything was great!
All was as described and was perfect for our group of 9. Beautiful views and a wonderful property that was clean, had tons of space, and everything you need for a home away from home. Thank you!
Stayed 7 nights in Mar 2024

10/10 Excellent

Richard L.

Liked: Cleanliness
great place
killer house and location and great for a large family with kids or a couple of families with kids
Stayed 7 nights in Mar 2024

10/10 Excellent

Brenda W.

Liked: Cleanliness
Beautiful property
The pictures do not do this property justice. It is so beautiful inside and out. All the high end finishes and decorating was very pleasing to the eye. Beds were comfortable and we had everything we needed. A few of the remote blinds didn’t work which obstructed our view a bit from the kitchen but we did not let that get in our way of having a fabulous time. Thank you for sharing your piece of paradise with us! The Weidner Family
Stayed 7 nights in Mar 2024

10/10 Excellent

Christa C.

Liked: Cleanliness
88th birthday celebration
Loved the house, beach and lagoon. The view was amazing. Enjoyed visiting several beaches on the Virgin Islands.
Stayed 7 nights in Feb 2024

10/10 Excellent

Lisa K., North Carolina

Liked: Cleanliness
Beautiful secluded getaway
Gorgeous home and views of all the islands. Our group of 9 had an amazing stay at Tritons Overlook. Plenty of space for gathering together or looking for a little alone time. Close to Sapphire Beach (beautiful beach and restaurants) and Marina ( Sunshine Charters will pick you up there for excursions) as well as over the hill from Red Hook( great restaurants). House manager was there when needed and we needed for nothing. Don’t delay and book your stay.
Stayed 7 nights in Jan 2024

10/10 Excellent

Deanna K., Clear Lake, Iowa

Liked: Cleanliness
Absolutely Fabulous House
Our family of 8 (all adults) stayed for 1 week. House is exactly as described. Beautiful location, great snorkeling, pool & beach area were perfect for hanging out and relaxing. It was a wonderful setting for a family vacation. HIGHLY RECOMMEND!!!!!
Stayed 7 nights in Dec 2023

10/10 Excellent

Laura F.

Liked: Cleanliness
Dream Vacation Repeat
We stayed at this property 10 years ago when it was Villa Maitland. It was spectacular then and is even more beautiful now with all the wonderful updates. My family was so excited to be able to repeat this trip. This was a gift to my adult children this year. This house is perfect for an all adult family. Plenty of room to spread out. We also included a few friends who rented the guest house. I would highly recommend this home. The owner was very responsive during the rental process and the property managers were extremely responsive and knowledgeable about the property. This home and location should be on everyone’s bucket list. Thank you for sharing your home with my family.
Stayed 7 nights in Nov 2023

10/10 Excellent

Scott S.

Liked: Cleanliness
Summer 23
The home is beautiful and the snorkeling at the house is fantastic.
Stayed 7 nights in Jul 2023

10/10 Excellent

Elizabeth H.

Liked: Cleanliness
Great for group stay!
House was roomy enough for our group to stay. Beautiful living rooms on the main floor and having multiple fridges, multiple trash cans, and ice-maker was a huge plus. Hosts and property management were easy to communicate with and helpful throughout our stay. Biggest bonus was the little beach and amazing snorkeling in the backyard
Stayed 7 nights in Jun 2023

10/10 Excellent

Ronald D.

Liked: Cleanliness
Had a great time
Place was amazing. Enjoyed the stay and the property managers were on top of everything.
Stayed 7 nights in Jun 2023

10/10 Excellent

Mike R.

Liked: Cleanliness
Excellent home to spend 10 days
A beautiful house and property. Best location we have rented for vacation. Pictures and descriptions on the VRBO website does not do it justice. Management meet our expectations with flying colors. We are planning next years trip for 2 weeks
Stayed 10 nights in May 2023

10/10 Excellent

Braulio O., Alexandria

Liked: Cleanliness
We had a wonderful time!
Thank you for everything!
Stayed 7 nights in Apr 2023

10/10 Excellent

Jordan S.

Liked: Cleanliness
Great Stay
This is a fantastic property and UNBEATABLE LOCATION! We were a party of 7, including 3 teenagers and our 8 yo twin boys. Honestly, the house was probably overboard for a family of our size, but my teenagers won’t complain about having their own rooms and king size beds! It’s an older home, but remodeling over the years has kept it from feeling dated. The common areas are enormous and beautifully furnished. The views from the living room and all the bedrooms are stunning. The kitchen is well stocked and there’s lots of items left from previous guests; we utilized the coffee and some of the booz, but preferred to pick up what we needed from Moe’s in Redhook when we got there. The theatre room was a great place for the twins to watch TV, either early in the mornings or before bed after a long day in the sun. The pool and lagoon are as awesome as all the previous reviews indicate, however, we didn’t utilize them as much as most might because we were out and about every day. We snorkeled from the lagoon once, but it was pretty windy and the waters were a little rough compared to all the other beaches (8) we went. My wife and I had coffee and fruit at the pool every morning which was delightful, and the twins had a hay day finding and observing all the iguanas around the house! Dave and Dawn were great… responsive to the few things we had to ask about, and they left us a bottle of rum, juices and a fruit basket to kick off our stay! Thank you for the hospitality!
Stayed 7 nights in Mar 2023

10/10 Excellent

Cathy S., Lake Saint Louis, Missouri

Liked: Cleanliness
Friends Vacation!
This house is amazing!! Plenty of room for everyone and very convenient location to Redhook for restaurants, shopping and bars!! Had a wonderful time and can’t wait to visit again!! Dawn and Dave were wonderful for any questions we had!!
Stayed 7 nights in Mar 2023

10/10 Excellent

Paula H.

Liked: Cleanliness
Family vacation
We had a great time and the house was big, beautiful and perfect for us. We each had our own space but could come together for food, cards or just hanging by the pool and beach.
Stayed 7 nights in Mar 2023

10/10 Excellent

Neil N., Juneau, Alaska

Liked: Cleanliness
Big and Beautiful
Our family of eight stayed at this property over Christmas and New Years. The Smith Bay Estate is near Sapphire Beach and Red Hook and so it is convenient to most everything you need on St. Thomas. The check-in process was great. Stores were closing early on Christmas eve and thanks to the owner, we were able to utilize the garage fridge to store items while we went to the airport to gather family members. The property itself is gorgeous. It sits right on the water and the unit was well-equipped with items in the pantry (foods and spices) and there were plenty of plates, utensils, and cookware to meet your culinary needs. There were two large refrigerators, two trash receptacles, two washers and two dryers, and even an ice maker. The living, dining, and bedroom areas were spacious and comfortable. Towels were big and plentiful and it was easy to fall into vacation mode while staying here. Some of the best snorkeling on the island is right out front of the property. The current was sometimes strong so do take precautions before venturing out. There were many hard and soft corals, lots of fish, and we even spotted nudibranch (sea slugs) on the fan coral. If you are considering a destination with a large family, Smith Bay Estate is a solid contender.
Stayed 9 nights in Dec 2022

10/10 Excellent

shawn d.

Liked: Cleanliness
So. Much. Space.
We were 2 families with all adult children. This house was perfect for us. The owner and property were amazing and very responsive.
Stayed 7 nights in Dec 2022

10/10 Excellent

ANDREW B.

Liked: Cleanliness
Awesome!
This is a fantastic property. I don't think I could have picked a better one. We did some touring of the islands and beaches but very much enjoyed just hanging out at the pool and private beach. The kitchen was very well equipped and we ate out only once at Pangea which is right next door.
Stayed 7 nights in Dec 2022