Entire home

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

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

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

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 10604 sq m

Popular amenities

  • Beach view
  • Washer
  • Barbecue grill
  • Parking available
  • Outdoor Space

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.

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 transportation

  • Onsite parking options include a garage
  • Onsite parking
  • Car recommended

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Spices
  • Kitchen island

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bed sheets provided

Bathrooms

  • 5.5 bathrooms
  • Shower
  • Towels provided
  • Hair dryer
  • Soap

Living spaces

  • Living room
  • Dining room

Entertainment

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

Outdoor areas

  • Balcony
  • Barbecue grill
  • 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

  • Fishing nearby
  • Windsurfing nearby
  • Ecotours nearby
  • Swimming nearby
  • Power boating nearby
  • Marina nearby
  • Jet skiing nearby
  • Sailing nearby
  • Snorkeling nearby

Safety features

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

General

  • Unit size: 6500 sq ft (604 sq m)

Similar properties

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

About the neighborhood

Map
Cabes Point

What's nearby

  • Sapphire Beach - 4 min walk
  • Lindquist Beach - 16 min walk
  • Coki Point Beach - 9 min drive
  • Coral World Ocean Park - 10 min drive
  • Secret Harbour Beach - 15 min drive

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

Frequently asked questions

Does Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon have a pool?

Yes, this property has an outdoor pool.

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

No, pets are not allowed at this property.

What time is check-in at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon?

Check-out is at 10:00 AM.

Where is Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon located?

Nestled on the beach, this St. Thomas vacation home is within a 5-minute walk of Cabes Point and Sapphire Beach. Lindquist Beach and Turquoise Beach are also within 1 mi (2 km).

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

Reviews

10

Exceptional

Rating 10 - Excellent. 75 out of 78 reviews
Rating 8 - Good. 2 out of 78 reviews
Rating 6 - Okay. 1 out of 78 reviews
Rating 4 - Poor. 0 out of 78 reviews
Rating 2 - Terrible. 0 out of 78 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Richard L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

William C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Christa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Mike R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Ronald D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Deanna K., Clear Lake, Iowa

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Elizabeth H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Brenda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Lisa K., North Carolina

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Braulio O., Alexandria

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time!
Thank you for everything!
Stayed 7 nights in Apr 2023

10/10 Excellent

Paula H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Scott S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer 23
The home is beautiful and the snorkeling at the house is fantastic.
Stayed 7 nights in Jul 2023

10/10 Excellent

Cathy S., Lake Saint Louis, Missouri

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Olivia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Vacation Home
We had an amazing time at Tritons overlook. The pictures do not do it justice ! The snorkeling behind the house is some of the best on the island ! The accommodations were perfect and Dave the property manager was a huge help.
Stayed 9 nights in Jul 2020

10/10 Excellent

Wally S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Better Than Advertised
Triton’s Overlook is an amazing property that somehow exceeded our high expectations. In addition to the high end amenities throughout the house you have the best views on the island. We are already planning our next trip to this beautiful home!
Stayed 7 nights in Apr 2021

10/10 Excellent

Laura F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Walter S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Island Oasis
Triton’s Overlook is an amazing property with high end amenities throughout the house and some of the best views on the island. We were a group of 9 and you could easily never run into anyone in this sprawling estate. It is hard to decide if you want to spend your time on the private beach, in the pool or in the hot tub but you can't go wrong with any of those options. The snorkeling right in front of the house is the best on the island. I would highly recommend renting this property and we look forward to our next trip to this beautiful home!
Stayed 5 nights in Jan 2022

10/10 Excellent

Christine S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection
Tritons’s Overlook was absolutely perfect for our group of 10.. Every detail has been taken care of here, from the coffee bar in the morning to the ice makers for cocktails in the evenings. Pool and hot tub area is relaxing. 5 couples each had their own bedroom with en-suites and the house was more than spacious. The only thing better than the house were the views! Unbelievable from almost every room. Would rent this house again, without hesitation!
Stayed 5 nights in Jun 2021

10/10 Excellent

Neil N., Juneau, Alaska

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

Jordan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

6/10 Okay

Suzanne S., Newport Coast

Liked: Check-in, location
Could use more love
So, all in all we had a very lovely vacation here. It IS absolutely in perfect location! No doubt about that!! The private lagoon was the BEST part of it all. And the house has SOOO Many amenities that are great! Im not one to leave negative reviews usually. I just felt it was important to be stated. However, Not everything that is in the listing, are in working order. This was actually a HUGE Disappointment. In every single room, there were broken shades, that are electrical and do not go up. Also, way more light bulbs were out that Anyone would expect. The one of the 2 dryers did not work. The stove looks awesome, but it is very scary to use! Some of the knobs don't work, and some burners light up so high, I thought my hair caught fire! And the dishwasher doesn’t clean very well at all. (And I’m just talking about simple cleaning. Not heavy caked on food.) The inside could definitely have used more love and care. The dishes that were already in the cabinets were pretty gross. Glasses were not clean and everything we touched had to be re-washed. There were cobwebs on some of the bath towels,( as if no one had been in that house for a VERY long time.) Simple things were left behind from previous renters,( ie. Old lottery tickets from Michigan) The pool was lovely! However, the private beach, definitely also needed some more TLC. The sand didn’t look as though it had been raked in ages. And it’s not that big of an area to clean up. I’d have to say that absolutely worst part of the beach area , was the massive amount of Spider webs! They were HUGE! And Old! And EVERYWHERE! The guest house that is an option fir rental, was a disaster! It looked as though all the extra items from either home had been just thrown over on the side between the two houses. You could see inside the guest house, and there were a bunch of dishes in the sink. Almost as though someone was staying there. However, no one was supposed to be. Basically we just feel that the house management could have taken more effort to have addressed these issues before we ever arrived. They knew we were coming for at least 6 to 8 weeks beforehand. The house has soooo much beautify to offer! It just needs to be maintained better. A bit disappointing, for the price. Yet none of those things stopped us from having a wonderful time. I’m sure if those issues get fixed, it’ll be the most beautiful place around!
Stayed 7 nights in Sep 2021

10/10 Excellent

Craig B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
50th Wedding Anniversary Family Celebration
The home was perfect for our crew of 9 ranging in age from 3 to 75. It was as advertised. The pool was used early and often. Communications with the owner before our stay and with the property managers during our stay was excellent. St. Thomas, St. John and Triton's Overlook did not disappoint. If we go back to St. Thomas, we'll hope to stay at Triton's Overlook.
Stayed 7 nights in Nov 2024

10/10 Excellent

Donna& Billy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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, check-in, communication, location, listing accuracy
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, check-in, communication, location, listing accuracy
⭐️⭐️⭐️⭐️⭐️
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