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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Estate Trunk Bay holiday rentals

A beach with clear turquoise water, trees, and a sandy shore.

1. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
The price is AU$740
includes taxes & fees
25 Nov - 26 Nov
Beachfront Villas at Crystal Cove
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

2. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (967 reviews)
"All around great place"
United States
Hector
The price is AU$262
includes taxes & fees
18 Nov - 19 Nov
Bluebeard's Castle Resort
A resort with a central pool, multiple lounge areas, and a beach with sun loungers.

3. 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, (517 reviews)
"The ferry that the Westin provides was awesome. Everyone was very friendly"
United States
Jean
The price is AU$603
includes taxes & fees
28 Nov - 29 Nov
The Westin St. John Resort Villas
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

4. 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, (259 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is AU$388
includes taxes & fees
23 Nov - 24 Nov
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

5. 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, (246 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is AU$462
includes taxes & fees
14 Nov - 15 Nov
The Captain and the Mermaid - Adventures in Paradise are waiting!
A clear turquoise sea with people swimming.

6. 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 AU$432
includes taxes & fees
17 Nov - 18 Nov
Breathtaking Views from Sapphire Village II
A coastal landscape with a beach, clear blue waters, and lush greenery.

7. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is AU$846
includes taxes & fees
18 Nov - 19 Nov
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

8. 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, (204 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is AU$390
includes taxes & fees
22 Nov - 23 Nov
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a sailboat in the distance.

9. 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 AU$1,074
includes taxes & fees
14 Nov - 15 Nov
Suite St. John at Gallows Point Resort
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

10. 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, (177 reviews)
"Good location. "
United States
Anonymous traveller
The price is AU$477
includes taxes & fees
17 Nov - 18 Nov
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, rocky shoreline, and distant mountains.

11. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is AU$474
includes taxes & fees
19 Nov - 20 Nov
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water and white sand.

12. 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, (97 reviews)
"Safire Condos and beach are great. Host were amazing, promptly responding to any messages. Short 5 minute walk to one of the best beaches, clean, not crowded, and outstanding food and drink options."
United States
Chamberlain
The price is AU$398
includes taxes & fees
18 Nov - 19 Nov
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A beach with clear turquoise water and white sand.

13. 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, (130 reviews)
"Super clean, hotness responsive. Would highly recommend"
United States
Nolan Y.
The price is AU$395
includes taxes & fees
16 Nov - 17 Nov
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A beach with palm trees, clear blue sky, and calm sea.

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

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (145 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is AU$548
includes taxes & fees
19 Nov - 20 Nov
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beach with turquoise water, sandy shore, and distant mountains.

15. Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (143 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is AU$492
includes taxes & fees
14 Nov - 15 Nov
Lameshur Cottage's Guest House
A beach with clear turquoise water, sandy shore, and distant mountains.

16. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (160 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is AU$903
includes taxes & fees
18 Nov - 19 Nov
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
A covered outdoor seating area with wicker furniture, a bar, and a yellow building.

17. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful experience with clean and comfortable room."
United States
Peiming
The price is AU$302
includes taxes & fees
20 Nov - 21 Nov
Octopus Den Glamping Site with AC
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

18. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (46 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is AU$456
includes taxes & fees
15 Nov - 16 Nov
Sophisticated Beach Condo-Ocean View-Sapphire
A round table with chairs on a balcony overlooking a turquoise sea and lush green hills.

19. 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 AU$1,534
includes taxes & fees
14 Nov - 15 Nov
Peter Bay Gatehouse
A beach with clear turquoise water, palm trees, and a sandy shore.

20. 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, (326 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
The price is AU$1,125
includes taxes & fees
25 Nov - 26 Nov
Grande Bay: Sugar N' Spice: Studio Condo Great Views & Reviews; Newly Renovated
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

Bunker Hill Hotel

Bunker Hill Hotel

10/10 Excellent
"Everything went well and people are friendly"
Justino 3-night trip
Posted 3 hours ago
Bunker Hill Hotel

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$262 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?

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.