Estate Trunk Bay Vacation Rentals

Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Estate Trunk Bay vacation rentals

Beach nearby

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
$394 nightly
The price is $425
May 1 - May 2
Total with taxes and fees
Lameshur Cottage's Guest House
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.8 out of 10, Excellent, (22 reviews)
"Everything was clean and well appointed."
United States
Josh
$600 nightly
The price is $668
Apr 29 - Apr 30
Total with taxes and fees
Villa Island Paradise
Exterior

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (854 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
$98 nightly
The price is $109
May 7 - May 8
Total with taxes and fees
Flamboyan on the Bay Resort and Villas
Beach nearby, sun loungers, beach towels

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (29 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
$232 nightly
The price is $250
Apr 13 - Apr 14
Total with taxes and fees
Lameshur Bay Glamping Site with AC
Beach nearby

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (33 reviews)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
$325 nightly
The price is $351
Apr 30 - May 1
Total with taxes and fees
Family Glamping Site with AC
Property grounds

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (5 reviews)
"Very clean"
United States
James
$232 nightly
The price is $250
Apr 15 - Apr 16
Total with taxes and fees
Salt Pond Bay Glamping Site With AC
On the beach, sun loungers, beach towels

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, (236 reviews)
"The place was spotless "
United States
Harvey A
$216 nightly
The price is $221
Apr 13 - Apr 14
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
On the beach, sun loungers, beach towels

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, (165 reviews)
"Great location"
United States
Aleric
$280 nightly
The price is $289
Apr 15 - Apr 16
Total with taxes and fees
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
9.0 out of 10, Wonderful, (17 reviews)
"Yes it was very clean and staff was very helpful"
United States
Fran
$363 nightly
The price is $390
Apr 16 - Apr 17
Total with taxes and fees
The Landmark Apartment
Beach

Studio Double @ WorldMark Elysian Beach Resort

Studio Double @ WorldMark Elysian Beach Resort
St Thomas
9.6 out of 10, Exceptional, (4 reviews)
"Facilities were nice and check in easy. We enjoyed our stay."
United States
Joe L.
$466 nightly
The price is $466
Apr 15 - Apr 16
Total with taxes and fees
Studio Double @ WorldMark Elysian Beach Resort
Terrace/patio

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (38 reviews)
"Clean, comfortable and conveniently located to beach, ferry and restaurants."
United States
Deborah
$262 nightly
The price is $279
May 5 - May 6
Total with taxes and fees
Sophisticated Beach Condo-Ocean View-Sapphire
Property grounds

Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches

Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches
St John
10.0 out of 10, Exceptional, (30 reviews)
"We had a wonderful time at this property! The space was better than I expected even from pictures and the view is breathtaking! The host was also extremely helpful and overall could not have asked for anything more!!"
United States
Victoria E.
$567 nightly
The price is $628
May 6 - May 7
Total with taxes and fees
Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches
Beach nearby, sun loungers, beach towels

Luxury Beachside Escape with private pool, generator n great WiFi!

Luxury Beachside Escape with private pool, generator n great WiFi!
St Thomas
9.4 out of 10, Exceptional, (33 reviews)
"Host was available to provide help when needed. The place was incredible, and probably the best location I've stayed at to date. Absolutely perfect, the golden standard. "
United States
Shelby M.
$352 nightly
The price is $391
May 7 - May 8
Total with taxes and fees
Luxury Beachside Escape with private pool, generator n great WiFi!
On the beach, sun loungers, beach towels

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (108 reviews)
"Had a nice view "
United States
Erwin
$268 nightly
The price is $285
Apr 13 - Apr 14
Total with taxes and fees
Breathtaking Views from Sapphire Village
Terrace/patio

Regatta’s Island Time Getaway

Regatta’s Island Time Getaway
St Thomas
9.2 out of 10, Wonderful, (13 reviews)
"Perfect for a couple. Has everything you need for a comfortable stay. Quiet in the evenings for good nights sleep. Looking forward to returning. "
United States
Frank
$355 nightly
The price is $355
Apr 24 - Apr 25
Total with taxes and fees
Regatta’s Island Time Getaway
Outdoor dining

Villa at Chateau Nightwind w/ Amazing BVI Views

Villa at Chateau Nightwind w/ Amazing BVI Views
Northside
9.6 out of 10, Exceptional, (29 reviews)
"Probably one of the coolest vrbo’s we ever stayed in, despite a hurricane coming through we were still able to make the most of it and had an amazing time. Would definitely book this spot again."
United States
Andrew P.
$608 nightly
The price is $642
Apr 17 - Apr 18
Total with taxes and fees
Villa at Chateau Nightwind w/ Amazing BVI Views
Outdoor pool

Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views

Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views
St Thomas
9.4 out of 10, Exceptional, (6 reviews)
"The location was perfect as we were able to visit many beaches with the Jeep that we rented then would end our day at this beautiful condo on the beach. Snorkeling at Sapphire beach was amazing. "
United States
Mike W.
$463 nightly
The price is $494
Apr 15 - Apr 16
Total with taxes and fees
Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views
Luxury Penthouse | Balcony view

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (19 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
$782 nightly
The price is $875
May 6 - May 7
Total with taxes and fees
Peter Bay Gatehouse
Outdoor dining

NEW Ocean and Magens Bay View NorthStar Escape

NEW Ocean and Magens Bay View NorthStar Escape
St. Thomas
10.0 out of 10, Exceptional, (21 reviews)
"We enjoyed our stay here and highly recommend it!"
United States
Steven W.
$373 nightly
The price is $395
May 10 - May 11
Total with taxes and fees
NEW Ocean and Magens Bay View NorthStar Escape
Property grounds

Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi

Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi
St Thomas
9.8 out of 10, Exceptional, (77 reviews)
"The townhouse was beautiful but the thing that stole the show was the million dollar views from the house, just amazing! Michael, the host, is so informative and really cares about his guests having a wonderful time, that’s evident!!! It was our first time in St Thomas and def won’t b the last! Thank you so much Michael!!!"
United States
Anne P.
$446 nightly
The price is $475
Apr 10 - Apr 11
Total with taxes and fees
Sapphire Beachfront Renovated Villa 1200 SF! - Free Wi-Fi
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
"Great price! Breakfast was wonderful and so wss the staff!"
Krystle 3-night trip
Posted 2 hours ago
Bunker Hill Hotel

Find out more about Estate Trunk Bay

Everything you need to know about Estate Trunk Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Trunk Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Trunk Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Estate Trunk Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $109 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 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?

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook : This vacation home rental outside of Estate Trunk Bay is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Cinnamon Bay 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.