A beach with clear turquoise water, sandy shore, palm trees, and distant mountains.

Estate Trunk Bay Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Estate Trunk Bay holiday rentals

A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

1. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (256 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is HK$392
HK$1,846 total
includes taxes & fees
10 Oct - 11 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A coastal landscape with a beach, clear blue waters, and lush greenery.

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is HK$508
HK$3,719 total
includes taxes & fees
11 Oct - 12 Oct
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

3. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is HK$392
HK$1,846 total
includes taxes & fees
9 Oct - 10 Oct
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

4. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St Thomas
9.6 out of 10, Exceptional, (174 reviews)
"Excellent location and very nice place to visit and Sudi's Bar/restaurant is the place to be and the whole staff is Excellent and the food is delicious and reminds you of Cheers 😎."
United States
Quincy
The price is HK$628
HK$2,370 total
includes taxes & fees
9 Oct - 10 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

5. The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (243 reviews)
"Stayed for two and had a great time. Location was close to many tourist spots, hiking, shopping, and entertainments."
United States
Dede C.
The price is HK$777
HK$1,886 total
includes taxes & fees
9 Oct - 10 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!
A clear turquoise sea with people swimming.

6. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is HK$1,059
HK$2,204 total
includes taxes & fees
28 Oct - 29 Oct
Breathtaking Views from Sapphire Village II
A beach with turquoise water, sandy shore, and distant mountains.

7. Flamingo Grove Glamping Site with AC

Flamingo Grove Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is HK$699
HK$1,430 total
includes taxes & fees
9 Oct - 10 Oct
Flamingo Grove Glamping Site with AC
A beach with clear turquoise water, sandy shore, and buildings in the background.

8. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (128 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is HK$746
HK$1,843 total
includes taxes & fees
10 Oct - 11 Oct
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

9. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (887 reviews)
"Good place to stay especially during off season"
United States
Jason
The price is HK$1,448
HK$1,792 total
includes taxes & fees
6 Nov - 7 Nov
Bluebeard's Castle Resort
A beach with palm trees, clear blue sky, and a calm sea.

10. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (96 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is HK$746
HK$1,843 total
includes taxes & fees
12 Oct - 13 Oct
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A beach with clear turquoise water, sandy shore, and buildings in the background.

11. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (142 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is HK$981
HK$2,367 total
includes taxes & fees
9 Oct - 10 Oct
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A resort with a central pool, palm trees, and a view of the ocean.

12. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is HK$2,755
HK$3,099 total
includes taxes & fees
21 Oct - 22 Oct
The Westin St. John Resort Villas
A beach with clear turquoise water and waves.

13. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is HK$830
HK$2,052 total
includes taxes & fees
11 Oct - 12 Oct
The Mermaid's Pearl at Sapphire Beach
A living room with a sofa, a coffee table, a TV, and a view of the ocean through a sliding door.

14. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (99 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is HK$699
HK$1,977 total
includes taxes & fees
12 Oct - 13 Oct
Updated: Luxe Condo steps from Sapphire Beach!
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

15. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is HK$918
HK$2,242 total
includes taxes & fees
9 Oct - 10 Oct
Sophisticated Beach Condo-Ocean View-Sapphire
A restaurant with outdoor seating, palm trees, and a mountain in the background.

16. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Great for a short stay!"
United States
Kimberly J.
The price is HK$699
HK$1,430 total
includes taxes & fees
9 Oct - 10 Oct
Octopus Den Glamping Site with AC
A beach with clear turquoise water, a sandy shore, and a distant view of a hill with buildings.

17. Luxury Beachside Escape with Private Pool and Generator!

Luxury Beachside Escape with Private Pool and Generator!
St Thomas
9.4 out of 10, Exceptional, (38 reviews)
"Enjoyed my stay! "
United States
Eric B.
The price is HK$1,091
HK$2,716 total
includes taxes & fees
1 Nov - 2 Nov
Luxury Beachside Escape with Private Pool and Generator!
A beach with clear turquoise water, gentle waves, and distant islands.

18. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (160 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is HK$1,589
HK$4,157 total
includes taxes & fees
10 Oct - 11 Oct
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
A beach with turquoise water, sandy shore, and distant mountains.

19. Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is HK$1,519
HK$2,823 total
includes taxes & fees
10 Oct - 11 Oct
Lameshur Cottage's Guest House
A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

20. Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
Saint Thomas
9.2 out of 10, Wonderful, (65 reviews)
"Cozy and romantic room with an excellent air conditioner. "
United States
Matt R.
The price is HK$629
HK$2,535 total
includes taxes & fees
14 Oct - 15 Oct
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Estate Trunk Bay Hotel Reviews

Bluebeard's Castle Resort

Bluebeard's Castle Resort

10/10 Excellent
"Nice property with beautiful views of the harbor. Close to shopping and different excursions. We enjoyed staying here and would stay again."
Amanda M 6-night trip
Posted 10 hours ago
Bluebeard's Castle Resort

Find out more about Estate Trunk Bay

Search for holiday rentals in Estate Trunk Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Trunk Bay using one of the methods below:

  • View our selection of featured holiday rentals in Estate Trunk Bay
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Look no further and take a look at our great range of rental properties in Estate Trunk Bay!

Frequently asked questions

Can I find holiday rentals in Estate Trunk Bay?

Yes, there are holiday rentals close to the most popular sights in Estate Trunk Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Trunk Bay has to offer?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This holiday home rental outside of Estate Trunk Bay is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Estate Trunk Bay?

Get outdoors into nature at a spot like Trunk Bay, or visit other top attractions such as Sapphire Beach. Cinnamon Bay and Gibney Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Estate Trunk Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Trunk Bay. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.