Estate Trunk Bay Holiday Rentals from NZ$406: Search Short-Term Rentals

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Our top choices for Estate Trunk Bay holiday rentals

A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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

St. Thomas

Camierre

includes taxes & fees

25 Oct - 26 Oct

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

2. Bluebeard's Castle Resort

Charlotte Amalie

Freo

includes taxes & fees

15 Nov - 16 Nov

A coastal landscape with a beach, clear blue waters, and lush greenery.

3. Villa Island Paradise

St. John

Zach Ezekiel Azurus

includes taxes & fees

17 Oct - 18 Oct

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

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

St. Thomas

Candice D.

includes taxes & fees

20 Oct - 21 Oct

A resort with a central pool, palm trees, and a view of the ocean.

5. The Westin St. John Resort Villas

St. John

Treacy

includes taxes & fees

30 Oct - 31 Oct

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

St Thomas

angela C.

includes taxes & fees

20 Oct - 21 Oct

A clear turquoise sea with people swimming.

7. Breathtaking Views from Sapphire Village II

St Thomas

Jason

includes taxes & fees

22 Oct - 23 Oct

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

St Thomas

Quincy

includes taxes & fees

20 Oct - 21 Oct

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Top Estate Trunk Bay Hotel Reviews

Bunker Hill Hotel

10/10 Excellent

"Great place for the price"

Secret Harbour Beach Resort

8/10 Good

"The room was nice, a little outdated, but the view of the ocean made up for it. It was very clean though. There was a kitchenette, bathroom, living room and kitchen all in one space. It was all just open (except the bathroom that obviously had a door.) Make sure you really like the person you’re going with because the space is tight! The bed was so comfortable though, we slept like babies when we were there. If you want to use the pool no one tells you that it is up on a hill and you have to climb a million steps to get to it. It is not even attached to the resort itself. It is beautiful though, and huge. So if you cannot climb stairs, you can’t get to the pool. Forget asking anyone for help, they are all so hard to understand so my boyfriend and I just explored everywhere finding things. Also, the workout room is very small and barely has any equipment. Just driving around the island is terrible. First of all, you drive on the left side of the road. Secondly, drivers cut you off and flip you the bird. They are so hostile for no reason. It’s worse than driving in New York City! I recommend not leaving the resort if you don’t have to. You’re taking a chance risking your life by driving on this island! Secret Harbour is the most beautiful beach. Crystal clear water. You can see little fish swimming around your feet. The problem is there is hardly any beach frontage. It’s only a couple hundred feet, so forget those long walks on the beach. Overall a wonderful adventure!"

Bolongo Bay Beach Resort

10/10 Excellent

"This is as small property with a laid back vibe. Not your typical all inclusive resort. It is an older property and dated but that is what gives it charm. The only complaint is the small shower, but we knew about that prior to our visit. No biggie! Rooms are very clean! The staff are great and the food is hands down the best we have ever had at an all inclusive. It is not gourmet, but good food done well! No buffets here! Make sure you meet Big Dog at Iggies. If she does not put a smile on your face, no one will! Then you have Rosie, the resort dog! She is just the sweetest and adds little extra to your stay! Highly recommend Jermaine with Island Life Jeep Tour! He is great, knows the island and it's history. Your day is all customized to what you want to do! We will be back soon for sure!"

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 favorite 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 depends 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 NZ$406 per night. Entering your travel dates in the search wizard you might find 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?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This holiday home rental outside of Estate Trunk Bay is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 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 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.

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Check prices for these dates

Our top choices for Estate Trunk Bay holiday rentals

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

2. Bluebeard's Castle Resort

3. Villa Island Paradise

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

5. The Westin St. John Resort Villas

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

7. Breathtaking Views from Sapphire Village II

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

9. The Mermaid's Pearl at Sapphire Beach

10. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

11. Villa East - Panoramic waterfront view - Best location

12. Flamingo Grove Glamping Site with AC

13. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

14. Renovated Charming Studio Retreat with Stunning Caribbean Views

15. Sophisticated Beach Condo-Ocean View-Sapphire

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

17. Updated: Luxe Condo steps from Sapphire Beach!

18. Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

19. Luxurious Beachfront Condo: September-December Savings — Paradise at your toes

Find holiday rentals that suit your style

Top Estate Trunk Bay Hotel Reviews

Bunker Hill Hotel

Margaritaville Vacation Club - St. Thomas

Galleon House Hotel

Secret Harbour Beach Resort

St John Inn

The Ritz-Carlton, St. Thomas

The Westin St. John Resort Villas

Hampton by Hilton St. Thomas

Bolongo Bay Beach Resort

Find out more about Estate Trunk Bay

Frequently asked questions

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