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
10 July - 12 July
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Estate Trunk Bay holiday rentals

Outdoor pool, pool cabanas (surcharge), pool loungers

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 Westin St. John Resort Villas
Family Apartment, Ocean View | Terrace/patio

The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is AU$562
includes taxes & fees
29 June - 30 June
The Perch at Hawk Hill
Deluxe House, Ocean View | Living area

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is AU$1,139
includes taxes & fees
4 July - 5 July
The Breeze
Luxury Suite Ocean View Upper 15D | View from room

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 AU$1,061
includes taxes & fees
12 July - 13 July
Suite St. John at Gallows Point Resort
Deluxe Apartment | Balcony

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 AU$520
includes taxes & fees
9 July - 10 July
Villa Indigo 1BR in Private Gated Estate
On the beach, snorkelling

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 AU$1,450
includes taxes & fees
15 July - 16 July
Marriott's Frenchman's Cove
City Apartment, 3 Bedrooms, Kitchen, City View | Living room

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 AU$608
includes taxes & fees
30 June - 1 July
The Landmark Apartment
Luxury Apartment, 1 Bedroom, Sea Facing

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 AU$551
includes taxes & fees
9 July - 10 July
Aqua
Villa (3 Bedrooms) | Interior

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 AU$1,789
includes taxes & fees
2 July - 3 July
St Thomas Cliffside Villa With Pool & Hot Tub!
Aerial view

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 AU$804
includes taxes & fees
29 June - 30 June
Villa Island Paradise
Cottage

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 AU$659
includes taxes & fees
2 July - 3 July
The Cottage at Villa Indigo
Terrace/patio

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 AU$484
includes taxes & fees
10 July - 11 July
Shibui Cove
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio

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 AU$438
includes taxes & fees
4 July - 5 July
Little Indigo Apartments
Children’s activities

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 AU$975
includes taxes & fees
3 July - 4 July
Sunset Ridge Villas Unit D
Luxury Penthouse | Balcony view

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 AU$1,264
includes taxes & fees
11 July - 12 July
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

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

10/10 Excellent
"Based on the most recent reviews I was very nervous. Upon arrival to the resort we were pleasantly surprised! Yes there is seaweed- there may be a scent but we didn’t let it ruin the trip (it’s really not that bad people) the resort was gorgeous. Johnny met us with our delicious margaritas and Celeste helped us with our check in. They even let us check in early! Neil gave us a fun ride up to our room, he gave us some recommendations on coffee shops and restaurants, and even carried in all of our luggage and groceries to the room. Tia and Rochelle were so helpful and responsive via text (they even brought up laundry detergent for us). We did two sails from the resort (the sunset cruise, and the snorkel cat) which I would tell ANYONE to sign up because they were so much fun! Be sure to head up to the license to chill pool- the view is amazing and the bartender was great! The resort is heavy walking- rides are available but we found walking to and from the room was just fine. You gotta walk off the rum somehow! Overall a great stay- we would stay here again and recommend to family and friends!"
Bailee 4-night trip
Posted 4 hours ago
Margaritaville Vacation Club - St. Thomas

Find out more about Estate Trunk Bay

Everything you need to know about Estate Trunk Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Trunk Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estate Trunk Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estate Trunk Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Trunk Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Trunk Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Trunk Bay holiday rentals we have selected for you start as low as AU$361 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estate Trunk Bay rentals

At Expedia, we put the best Estate Trunk Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Estate Trunk Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estate Trunk Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Trunk Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: This holiday home rental outside of Estate Trunk Bay is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

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 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.