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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Estate Trunk Bay holiday rentals

A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

1. 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, (200 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 HK$157
HK$1,541 total
includes taxes & fees
28 Aug - 29 Aug
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A tropical beach with clear turquoise waters, white sand, and lush greenery.

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (37 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 HK$947
HK$4,260 total
includes taxes & fees
24 Aug - 25 Aug
Villa Island Paradise
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

3. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is HK$4,900
HK$6,836 total
includes taxes & fees
23 Aug - 24 Aug
Peter Bay Gatehouse
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 HK$3,881
HK$5,760 total
includes taxes & fees
23 Aug - 24 Aug
Suite St. John at Gallows Point Resort
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

5. 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, (171 reviews)
"Place was great! Very clean and great access to Sapphire Beach."
United States
Jo S.
The price is HK$784
HK$2,560 total
includes taxes & fees
5 Sept - 6 Sept
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, palm trees, and a distant island.

6. The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (29 reviews)
"get ready to enjoy amazing views, bring your silky robe with which to enjoy the amazing breeze, very private deck, quiet and peaceful, feel like you are in a historic building with amazing architecture, great nights sleep, gorgeous views, wonderful costumer service with property manager, don't think twice book this villa"
United States
Tara C.
The price is HK$4,665
HK$8,210 total
includes taxes & fees
30 Aug - 31 Aug
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
A resort with a central pool, palm trees, and a view of the ocean.

7. 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, (503 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 HK$2,752
HK$3,096 total
includes taxes & fees
5 Sept - 6 Sept
The Westin St. John Resort Villas
A balcony with a round table and chairs, a potted plant, and a view of a sunset over a body of water.

8. 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 HK$1,874
HK$3,261 total
includes taxes & fees
1 Sept - 2 Sept
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
A wooden chair and table set against a lush green backdrop with a view of a valley and distant buildings.

9. 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 HK$1,035
HK$1,851 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Island Studio-5 Mins to Cruz Bay & Beaches
A beach with turquoise water, sandy shore, and distant mountains.

10. 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 HK$1,518
HK$2,813 total
includes taxes & fees
23 Aug - 24 Aug
Lameshur Cottage's Guest House
A balcony with a table and chairs, overlooking a coastal view with boats and mountains.

11. Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated

Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
St John
10.0 out of 10, Exceptional, (324 reviews)
"The property was close to everything. Perfect spot. People at the front lobby were wonderful. Would most certainly stay there again and recommend."
United States
Bob
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
A beach with turquoise water, sandy shore, and distant mountains.

12. 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 HK$699
HK$1,421 total
includes taxes & fees
23 Aug - 24 Aug
Flamingo Grove Glamping Site with AC
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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, (237 reviews)
"Great location. "
United States
Carolyn W.
The price is HK$847
HK$1,964 total
includes taxes & fees
27 Aug - 28 Aug
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

14. 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, (253 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is HK$549
HK$2,044 total
includes taxes & fees
3 Sept - 4 Sept
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Clear turquoise sea water with waves at the shore.

15. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (162 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is HK$866
HK$2,091 total
includes taxes & fees
23 Aug - 24 Aug
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a few boats in the distance.

16. Grande Bay SUNSWEPT Studio, Waterfront, Great Views and Reviews!

Grande Bay SUNSWEPT Studio, Waterfront, Great Views and Reviews!
Cruz Bay, St. John
9.8 out of 10, Exceptional, (190 reviews)
"Great stay! We spent so much time on the balcony admiring the beautiful view of Cruz Bay. Bed was so comfortable and the place had everything we needed. We would absolutely stay here again!"
United States
Shelly B.
Grande Bay SUNSWEPT Studio, Waterfront, Great Views and Reviews!
A clear turquoise sea with people swimming.

17. 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 HK$1,058
HK$2,233 total
includes taxes & fees
24 Aug - 25 Aug
Breathtaking Views from Sapphire Village II

18. Lazy Loft: Tiny Room Loft Queen w Pool

Lazy Loft: Tiny Room Loft Queen w Pool
St Thomas
10.0 out of 10, Exceptional, (13 reviews)
"Book the vibe inn ! You will not regret it. The host was amazing he not only put us onto the absolute best restaurants but also the best bays. The atmosphere at the vibe is so chill.. Everything you need to have a relaxing vacation. We will be back."
United States
Kimberly J.
The price is HK$768
HK$1,641 total
includes taxes & fees
23 Aug - 24 Aug
Lazy Loft: Tiny Room Loft Queen w Pool
A coastal landscape with a beach, lush greenery, and a mountain backdrop.

19. Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town

Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town
Cruz Bay, St John
10.0 out of 10, Exceptional, (14 reviews)
"Nora was an excellent host and made sure everything went smooth. Having the pool was a nice benefit. We loved how close it was to everything in Cruz Bay, and that we could walk to dinner each night. This was the perfect size for a family of four. And if you're a tennis or pickleball player, the courts are super close by."
United States
Donald
The price is HK$3,920
HK$8,150 total
includes taxes & fees
29 Aug - 30 Aug
Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

20. 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 traveller
The price is HK$784
HK$2,560 total
includes taxes & fees
4 Sept - 5 Sept
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
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

Windward Passage Hotel

Windward Passage Hotel

10/10 Excellent
"Everything was Great"
Gerald 3-night trip
Posted 2 hours ago
Windward Passage Hotel

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 are some of the best holiday rentals that Estate Trunk Bay has to offer?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This holiday home rental outside of Estate Trunk Bay is located on the beach, and has a balcony, a private garden and a BBQ 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 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.