Estate Trunk Bay Vacation Rentals from ￥35,079: Search Short-Term Rentals

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Our top choices for Estate Trunk Bay vacation rentals

1. Villa Island Paradise

St. John

Zach Ezekiel Azurus

￥71,627 total

includes taxes & fees

Sep 16 - Sep 17

Outdoor pool, cabanas (surcharge), sun loungers

2. The Westin St. John Resort Villas

St. John

"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"

Shani

￥60,657 total

includes taxes & fees

Sep 27 - Sep 28

On the beach, sun loungers, beach towels

3. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

St. Thomas

Jason A.

￥32,219 total

includes taxes & fees

Sep 16 - Sep 17

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

St John

Ashley

￥36,413 total

includes taxes & fees

Sep 16 - Sep 17

5. Peter Bay Gatehouse

Maho Bay Quarter

Thomas

￥133,929 total

includes taxes & fees

Sep 19 - Sep 20

6. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

St. Thomas

JIm B.

￥32,219 total

includes taxes & fees

Sep 21 - Sep 22

7. Lameshur Cottage's Guest House

St John

Shawn C.

￥54,945 total

includes taxes & fees

Sep 17 - Sep 18

Luxury Suite Ocean View Upper 15D | View from room

8. Suite St. John at Gallows Point Resort

St. John

Sean

￥112,860 total

includes taxes & fees

Sep 15 - Sep 16

9. Cruz Bay Oasis | Walk to Beach & Restaurants

Cruz Bay

Edward J.

￥77,788 total

includes taxes & fees

Sep 29 - Sep 30

10. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

St. Thomas

Anonymous traveler

￥42,474 total

includes taxes & fees

Sep 30 - Oct 1

Beach nearby, sun loungers, beach towels

11. Flamingo Grove Glamping Site with AC

St John

John

￥27,994 total

includes taxes & fees

Sep 15 - Sep 16

12. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

St Thomas

John H.

￥36,080 total

includes taxes & fees

Sep 17 - Sep 18

13. Octopus Den Glamping Site with AC

St John

Kimberly J.

￥29,858 total

includes taxes & fees

Sep 30 - Oct 1

14. Turtle Nest Family Glamping Site with AC

St John

Carlee D.

￥44,221 total

includes taxes & fees

Sep 15 - Sep 16

15. The Captain and the Mermaid - Adventures in Paradise are waiting!

St Thomas

Dede C.

￥37,702 total

includes taxes & fees

Sep 20 - Sep 21

16. The Mermaid's Pearl at Sapphire Beach

St. Thomas

"The Mermaid’s Pearl was a comfortable fit for my son (19) and me. It is located in a quiet complex with a beautiful view from the balcony. The studio is a perfect size for two people and was very clean. We enjoyed the local restaurant (Sudi’s) and the pool just outside the front door, as well as the short walk to the Safire Beach complex (local coffee shop and eateries on the beach). We also walked into Red Hook which took about 20 minutes. Red Hook is small but has plenty of little shops and...

Melissa

￥40,174 total

includes taxes & fees

Sep 17 - Sep 18

17. St John Inn Boutique Hotel Suite w/ Kitchenette

Cruz Bay

Paul D.

￥52,401 total

includes taxes & fees

Sep 30 - Oct 1

18. Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay

Deborah

￥43,875 total

includes taxes & fees

Sep 17 - Sep 18

19. Bluebeard's Castle Resort

Charlotte Amalie

Luis

￥35,079 total

includes taxes & fees

Oct 13 - Oct 14

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

St John

Laina M.

￥63,902 total

includes taxes & fees

Sep 16 - Sep 17

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Top Estate Trunk Bay Hotel Reviews

Bunker Hill Hotel

8/10 Good

"Came in September. Apparently they are going through a drought. It's located uphill from the town center. I would say be ready for some leg cardio each day. Parking can be tough if pack bc its side street parking, if any available. Has a pool to dip in and a uphill scenary of the town."

The Westin St. John Resort Villas

10/10 Excellent

"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"

Hampton by Hilton St. Thomas

10/10 Excellent

"We really enjoyed our stay at this hotel! The room was very clean, the beds were comfortable, and the gym was super well-equipped. The breakfast, which was included with our stay, was also very good. The staff was incredibly helpful and attentive throughout our visit. The front desk even called a taxi for us, which was very convenient and greatly appreciated. Overall, we had a wonderful experience and would definitely stay here again. Highly recommended!"

The Ritz-Carlton, St. Thomas

10/10 Excellent

"The whole experience was amazing. There are so many amenities that come with your stay that it takes a few days, yes days to understand everything that is available. The staff is amazing. You can ask anyone a question about the property and they either give you the answer or know who to get you too for the answer. My favorite was the pool is open 24 hours. The night swimming was alot of fun."

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

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This vacation home rental outside of Estate Trunk Bay is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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 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.

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Check prices for these dates

Our top choices for Estate Trunk Bay vacation rentals

1. Villa Island Paradise

2. The Westin St. John Resort Villas

3. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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

5. Peter Bay Gatehouse

6. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

7. Lameshur Cottage's Guest House

8. Suite St. John at Gallows Point Resort

9. Cruz Bay Oasis | Walk to Beach & Restaurants

10. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

11. Flamingo Grove Glamping Site with AC

12. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

13. Octopus Den Glamping Site with AC

14. Turtle Nest Family Glamping Site with AC

15. The Captain and the Mermaid - Adventures in Paradise are waiting!

16. The Mermaid's Pearl at Sapphire Beach

17. St John Inn Boutique Hotel Suite w/ Kitchenette

18. Sophisticated Beach Condo-Ocean View-Sapphire

19. Bluebeard's Castle Resort

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

Find vacation rentals that suit your style

Top Estate Trunk Bay Hotel Reviews

Bunker Hill Hotel

Bluebeard's Castle Resort

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Villa Island Paradise

The Westin St. John Resort Villas

Hampton by Hilton St. Thomas

Bolongo Bay Beach Resort

St John Inn

The Ritz-Carlton, St. Thomas

Find out more about Estate Trunk Bay

Frequently asked questions

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