Holiday Rentals in Estate Trunk Bay

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Our top choices for Estate Trunk Bay holiday rentals

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.
The price is €336
includes taxes & fees
1 May - 2 May
Lameshur Cottage's Guest House

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (34 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
The price is €296
includes taxes & fees
30 Apr - 1 May
Family Glamping Site with AC

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.0 out of 10, Wonderful, (28 reviews)
"Nice villa, it was close to the center and the ferry dock. Lots to do and we really enjoyed our stay! "
United States
Bardha
The price is €491
includes taxes & fees
29 Apr - 30 Apr
Villa Island Paradise

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (50 reviews)
"One of my favorite vrbo stays, place felt very serene and relaxing, if you love being immersed in nature I would definitely book this place."
United States
Ishjah S.
The price is €214
includes taxes & fees
26 Apr - 27 Apr
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

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
The price is €205
includes taxes & fees
1 May - 2 May
Lameshur Bay Glamping Site with AC

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (34 reviews)
"Perfect overnight location for us. the unit is as described, the owner was responsive as we did need to contact her with a question. We were able to walk to the beach where there were restaurants and bars to enjoy :) "
United States
Darcy
The price is €246
includes taxes & fees
13 May - 14 May
Breathtaking Views from Sapphire Village II

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
Maho Bay Quarter
9.6 out of 10, Exceptional, (34 reviews)
"Property was excellent for a couple, exactly as described. Host was welcoming and everything was clean and in order. Location is great - a very short walk to Trunk Bay. We have stayed on St John many times and this property is perfect for two people."
United States
Erik R.
The price is €1,066
includes taxes & fees
17 May - 18 May
The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (7 reviews)
"rooms are new and very clean. host was present when we arrived and lives on site. nice shared kitchen area with fridge, sink, grill, dishs etc."
United States
Jim H.
The price is €201
includes taxes & fees
1 May - 2 May
Salt Pond Bay Glamping Site With AC

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
The price is €366
includes taxes & fees
5 May - 6 May
The Landmark Apartment

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, (858 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is €103
includes taxes & fees
7 May - 8 May
Flamboyan on the Bay Resort and Villas

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
9.6 out of 10, Exceptional, (7 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.
Sapphire Beachfront, Step Right to the Beach, WIFI, Central AC, Great Views

Luxury Beachside Escape with Private Pool and Generator!

Luxury Beachside Escape with Private Pool and Generator!
St Thomas
9.4 out of 10, Exceptional, (35 reviews)
"Great location and fantastic communication. "
United States
Mike J.
The price is €334
includes taxes & fees
7 May - 8 May
Luxury Beachside Escape with Private Pool and Generator!

Magens Bay - dining - POOL - Incredible views

Magens Bay - dining - POOL - Incredible views
St. Thomas
9.8 out of 10, Exceptional, (81 reviews)
"The house met every expectation. Meghan was terrific when we had a question. we all had a fabulous stay. I would really recommend this house for a holiday. However be aware there are a lot of stairs. Loved the luggage and grocery lift."
United States
Cheryl M.
The price is €1,397
includes taxes & fees
26 Apr - 27 Apr
Magens Bay - dining - POOL - Incredible views

Ocean and Magens Bay View NorthStar Escape

Ocean and Magens Bay View NorthStar Escape
St. Thomas
10.0 out of 10, Exceptional, (21 reviews)
"The host Jamila was amazing. She is available if you need anything. The condo was very clean and in great condition. We would recommend highly as our stay was wonderful. Thank you Jamila"
United States
Jeff M.
The price is €344
includes taxes & fees
10 May - 11 May
Ocean and Magens Bay View NorthStar Escape

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
The price is €234
includes taxes & fees
5 May - 6 May
Sophisticated Beach Condo-Ocean View-Sapphire

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, (238 reviews)
"The place was spotless "
United States
Harvey A
The price is €224
includes taxes & fees
3 May - 4 May
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (32 reviews)
"Very clean and easy to navigate. Beds were comfortable and the unit was quiet. Gorgeous view. Nice to be next to iggys and the bolongo restaurant"
United States
Kelly
The price is €562
includes taxes & fees
14 May - 15 May
Stunning St. Thomas Condo for Your Tropical Escape

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!
St Thomas
10.0 out of 10, Exceptional, (95 reviews)
"What an amazing home! We absolutely loved staying here, and would definitely come back. The host was so responsive and answered all questions so quickly. The views are stunning! "
United States
Niki G.
Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Luxurious Beachfront Condo: May- August Savings!!! Paradise at your toes!

Luxurious Beachfront Condo: May- August Savings!!! Paradise at your toes!
St Thomas
9.8 out of 10, Exceptional, (248 reviews)
"Great location on island and best unit at resort. Unit was very well stocked and had everything you would need for your vacation. Host and housekeeper were very helpful and friendly. "
United States
Melanie A.
The price is €377
includes taxes & fees
28 Apr - 29 Apr
Luxurious Beachfront Condo: May- August Savings!!! Paradise at your toes!

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, (156 reviews)
"Great stay"
United States
Mauricio R.
The price is €281
includes taxes & fees
15 May - 16 May
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

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, apart-hotels, 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 €103 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?

The Cottage at Villa Indigo: This holiday home rental outside Estate Trunk Bay is located in the mountains, and offers a private garden, Netflix and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

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. Magens Bay 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.