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

Estate Trunk Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Estate Trunk Bay vacation rentals

Aerial view

1. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (36 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 AED 159
AED 1,926 total
includes taxes & fees
17 Aug - 18 Aug
Villa Island Paradise
Outdoor pool, cabanas (surcharge), sun loungers

2. 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, (502 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is AED 1,370
AED 1,541 total
includes taxes & fees
1 Sep - 2 Sep
The Westin St. John Resort Villas
Outdoor dining

3. Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (82 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is AED 485
AED 852 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Island Studio-5 Mins to Cruz Bay & Beaches
Beach nearby

4. 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 AED 711
AED 1,295 total
includes taxes & fees
16 Aug - 17 Aug
Lameshur Cottage's Guest House
Beach

5. Flamingo House • PALM • Sunset view • Walk to town

Flamingo House • PALM • Sunset view • Walk to town
Cruz Bay
9.8 out of 10, Exceptional, (26 reviews)
"Great view from balcony. Cooler, beach chairs and towels provided"
United States
Inga W.
The price is AED 382
AED 885 total
includes taxes & fees
17 Aug - 18 Aug
Flamingo House • PALM • Sunset view • Walk to town
Exterior

6. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (734 reviews)
"The view, the accommodation, the staff were all superb. I always stay there when I visit the Island."
United States
Janice
The price is AED 678
AED 913 total
includes taxes & fees
12 Sep - 13 Sep
Bluebeard's Castle Resort
On the beach, sun loungers, beach towels

7. 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, (175 reviews)
"Good location. "
United States
Anonymous traveler
The price is AED 220
AED 1,012 total
includes taxes & fees
16 Aug - 17 Aug
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
Luxury Suite Ocean View Upper 15D | View from room

8. 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 AED 1,818
AED 2,687 total
includes taxes & fees
15 Aug - 16 Aug
Suite St. John at Gallows Point Resort
Children's activities

9. 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 AED 826
AED 2,341 total
includes taxes & fees
5 Sep - 6 Sep
Sunset Ridge Villas Unit D
Beach nearby, sun loungers, beach towels

10. 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 AED 327
AED 662 total
includes taxes & fees
16 Aug - 17 Aug
Flamingo Grove Glamping Site with AC
On the beach, sun loungers, beach towels

11. 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, (251 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is AED 331
AED 1,048 total
includes taxes & fees
3 Sep - 4 Sep
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Outdoor dining

12. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (18 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is AED 878
AED 1,506 total
includes taxes & fees
16 Aug - 17 Aug
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
On the beach, sun loungers, beach towels

13. 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, (236 reviews)
"Nice for what we needed pool close, we didnt rent a car so be advised condo is up a big hill , if going to beach you have to walk a ways, if you have mobility issue you may need a car , Suzi bar was great every one friendly. Michael the host is very responsive."
United States
Steve
The price is AED 397
AED 920 total
includes taxes & fees
20 Aug - 21 Aug
The Captain and the Mermaid - Adventures in Paradise are waiting!
Property grounds

14. Aahana Studio 4-303S

Aahana Studio 4-303S
Cruz Bay, St. John
10.0 out of 10, Exceptional, (58 reviews)
"4th time staying here. Great experience as always!"
United States
Glenn L.
The price is AED 771
AED 2,143 total
includes taxes & fees
15 Aug - 16 Aug
Aahana Studio 4-303S
Luxury Penthouse | Balcony view

15. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (20 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is AED 2,296
AED 3,202 total
includes taxes & fees
15 Aug - 16 Aug
Peter Bay Gatehouse
Beach nearby

16. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is AED 584
AED 1,035 total
includes taxes & fees
16 Aug - 17 Aug
Turtle Nest Family Glamping Site with AC
On the beach, sun loungers, beach towels

17. 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, (199 reviews)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is AED 331
AED 1,051 total
includes taxes & fees
2 Sep - 3 Sep
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
On the beach, sun loungers, beach towels

18. 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 AED 496
AED 1,046 total
includes taxes & fees
17 Aug - 18 Aug
Breathtaking Views from Sapphire Village II
Beach nearby, sun loungers, beach towels

19. 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)
"Room was just what we needed. Easy to check in and out. Good location near Sapphire Beach and some restaurants. It is a good hill so walking back is tougher but manageable for me and my 12 year old. "
United States
Nicole C.
The price is AED 364
AED 883 total
includes taxes & fees
22 Aug - 23 Aug
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
Beach nearby, sun loungers, beach towels

20. 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, (94 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 AED 356
AED 867 total
includes taxes & fees
21 Aug - 22 Aug
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Estate Trunk Bay Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"Great trip! The staff are so helpful and friendly. Melanie, Reese, and Kendra at the Edge Bar are wonderful. My room was clean and cool. Cashless is easy. Definitely going back"
Nicole 4-night trip
Posted 3 hours ago
The Westin St. Thomas Beach Resort & Spa

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 are some of the best vacation home rentals in Estate Trunk Bay?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This vacation home rental outside of Estate Trunk Bay is located on the beach and has a balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 Virgin Islands National Park. Sapphire Beach 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.