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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Estate Trunk Bay holiday rentals

Luxury Suite Ocean View Upper 15D | View from room
Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is 16.968.015 ₫
23.883.599 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Suite St. John at Gallows Point Resort
On the beach, snorkelling
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (187)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is 22.597.713 ₫
25.422.427 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Marriott's Frenchman's Cove
Aerial view
Villa Island Paradise

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.0 out of 10, Wonderful, (6)
"Loved beautiful view. Everything close by"
United States
Vickie
The price is 4.156.611 ₫
20.444.454 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Villa Island Paradise
Luxury Penthouse | Balcony view
Peter Bay Gatehouse

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (19)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
The price is 23.544.765 ₫
32.251.593 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Peter Bay Gatehouse
Aerial view
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (148)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove
Front of property
Bettyes Villa

Bettyes Villa

Bettyes Villa
4.0 star property
Charlotte Amalie
The price is 18.941.040 ₫
40.302.324 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Bettyes Villa
Terrace/patio
Shibui Cove

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is 4.972.023 ₫
10.036.779 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Shibui Cove
Cottage | 2 bedrooms, premium bedding, down duvets, pillow-top beds
The Cottage at Villa Indigo

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is 6.842.451 ₫
11.670.378 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
The Cottage at Villa Indigo
Apartment, Ocean View | Living area
The Breeze St Thomas

The Breeze St Thomas

The Breeze St Thomas
2.0 star property
St. Thomas
The price is 7.629.030 ₫
13.291.612 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Breeze St Thomas
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio
Little Indigo Apartments

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is 5.066.728 ₫
8.837.442 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Little Indigo Apartments
Deluxe Apartment | Balcony
Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is 5.092.772 ₫
8.869.346 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Villa Indigo 1BR in Private Gated Estate
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu
The Landmark Apartment

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is 6.158.206 ₫
10.874.032 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The Landmark Apartment
Cottage | 1 bedroom, iron/ironing board, free WiFi
Cottage at West 7 Palms

Cottage at West 7 Palms

Cottage at West 7 Palms
2.0 star property
St. Thomas
Cottage at West 7 Palms
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

Secret Harbour Beach Resort

Secret Harbour Beach Resort

10/10 Excellent
"Gorgeous beach and great rooms. Will return!!"
Ines 4-night trip
Posted 2 days ago
Secret Harbour Beach Resort

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.