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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Estate Trunk Bay holiday rentals

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (932 reviews)
"Staff, Food, everything was great!"
United States
Puthearin
The price is ฿6,233
฿7,713 total
includes taxes & fees
30 Nov - 1 Dec
Bluebeard's Castle Resort
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 ฿3,029
฿17,048 total
includes taxes & fees
2 Nov - 3 Nov
Villa Island Paradise
A resort with a central pool, palm trees, and a view of the ocean.

3. 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, (512 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is ฿13,207
฿14,858 total
includes taxes & fees
17 Nov - 18 Nov
The Westin St. John Resort Villas
A room with a TV, wicker furniture, and a view of the ocean.

4. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is ฿21,787
฿30,803 total
includes taxes & fees
2 Nov - 3 Nov
Suite St. John at Gallows Point Resort
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

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"We had a great time at the Westin St. Thomas. The multiple pools, pool and seaside dining options, and the breathtaking views were everything we had hoped for. We had a great stay and will be back!"
Brandy 5-night trip
Posted 1 hour ago
The Westin St. Thomas Beach Resort & Spa

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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  • Enter your travel dates to view the best deals on holiday rentals in Estate Trunk Bay while they last

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 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.