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

Estate Trunk Bay Vacation Rentals

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Our top choices for Estate Trunk Bay vacation rentals

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very Good, (492 reviews)
"Great unit, clean, updated and comfortable. Laundry and coffee were a plus. The resort is beautifully maintained and landscaped."
United States
Lindsay
The price is P48,373
P54,419 total
includes taxes & fees
Jun 29 - Jun 30
The Westin St. John Resort Villas

The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is P13,359
P25,561 total
includes taxes & fees
Jun 29 - Jun 30
The Perch at Hawk Hill

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is P10,208
P49,290 total
includes taxes & fees
Jul 4 - Jul 5
The Breeze

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, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is P30,348
P44,856 total
includes taxes & fees
Jul 12 - Jul 13
Suite St. John at Gallows Point Resort

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is P13,359
P22,495 total
includes taxes & fees
Jul 6 - Jul 7
Villa Indigo 1BR in Private Gated Estate

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (199 reviews)
"Amazing staff and pool. Super clean. Price of restaurant and market was very high"
United States
Nasrine
The price is P54,504
P61,317 total
includes taxes & fees
Jul 15 - Jul 16
Marriott's Frenchman's Cove

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is P15,149
P26,239 total
includes taxes & fees
Jun 29 - Jun 30
The Landmark Apartment

Aqua

Aqua
3.0 star property
St. Thomas
9.2 out of 10, Wonderful, (7 reviews)
"Great location. Walkable to restaurants, taxi and coffee. Nice apartment to explore St. Thomas. Will be going back."
United States
Suzanne
The price is P13,739
P24,464 total
includes taxes & fees
Jul 6 - Jul 7
Aqua

St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is P39,238
P75,628 total
includes taxes & fees
Jul 10 - Jul 11
St Thomas Cliffside Villa With Pool & Hot Tub!

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is P3,624
P34,277 total
includes taxes & fees
Jun 29 - Jun 30
Villa Island Paradise

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"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 P16,498
P27,874 total
includes taxes & fees
Jul 2 - Jul 3
The Cottage at Villa Indigo

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.4 out of 10, Good, (6 reviews)
"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."
United States
William Eric
The price is P9,215
P20,485 total
includes taxes & fees
Jul 10 - Jul 11
Shibui Cove

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (30 reviews)
"The apartment had an amazing view. It was clean and well prepared prior to our arrival. I look forward to our next visit."
United States
Lynda
The price is P10,429
P18,906 total
includes taxes & fees
Jul 4 - Jul 5
Little Indigo Apartments

Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is P15,560
P41,240 total
includes taxes & fees
Jul 3 - Jul 4
Sunset Ridge Villas Unit D

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (20 reviews)
"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 P38,318
P53,454 total
includes taxes & fees
Jul 11 - Jul 12
Peter Bay Gatehouse
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

Find out more about Estate Trunk Bay

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Frequently asked questions

Can I find vacation rentals in Estate Trunk Bay?

Yes, we offer vacation rentals close to well known points of interest in Estate Trunk Bay, or you can choose a more remote option if you'd like a relaxing place to 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. Bolongo Bay and Cinnamon Bay are a couple of places you'll find in the larger area.

What are vacation rentals like in Estate Trunk Bay?

Vacation rentals are privately owned properties you can book for a short or long stay in Estate Trunk Bay. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.