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25 Dec - 26 Dec
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26 Dec - 27 Dec
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26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Estate Dorothea holiday rentals

Exterior
Flamboyan on the Bay Resort and Villas

Condo resort in St. Thomas

Flamboyan on the Bay Resort and Villas
3.5 star property
8.6 out of 10, Excellent, (807)
"location nice pool "
United States
Gary
The price is ฿5,566
฿6,818 total
includes taxes & fees
2 Jan - 3 Jan 2026
Flamboyan on the Bay Resort and Villas
Property entrance
The Landmark Apartment

Aparthotel in St. Thomas

The Landmark Apartment
2.5 star property
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is ฿7,275
฿12,846 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Landmark Apartment
Exterior
Villa Island Paradise

Villa in St. John

Villa Island Paradise
4.0 star property
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is ฿4,759
฿23,831 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa Island Paradise
Terrace/patio
The Breeze St Thomas

Aparthotel in St. Thomas

The Breeze St Thomas
2.0 star property
The price is ฿9,012
฿15,702 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Breeze St Thomas
Deluxe Apartment, 1 Queen Bed with Sofa bed, Harbor View, Slope side, Apt#2 | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Little Indigo Apartments

Apartment in St. Thomas

Little Indigo Apartments
3.5 star property
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is ฿5,985
฿10,440 total
includes taxes & fees
1 Jan - 2 Jan 2026
Little Indigo Apartments
Terrace/patio
Shibui Cove

Apartment in St. Thomas

Shibui Cove
2.0 star property
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is ฿5,874
฿11,857 total
includes taxes & fees
1 Jan - 2 Jan 2026
Shibui Cove
View from property
Suite St. John at Gallows Point Resort

Aparthotel in St. John

Suite St. John at Gallows Point Resort
4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is ฿24,706
฿33,692 total
includes taxes & fees
11 Jan - 12 Jan 2026
Suite St. John at Gallows Point Resort
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 Dorothea Hotel Reviews

Olga's Fancy

Olga's Fancy

10/10 Excellent
"Staff very friendly. Room clean. Located in a nice, quiet spot of the island, but still close to several restaurants."
John T 1-night trip
Posted 4 days ago
Olga's Fancy

Find out more about Estate Dorothea

Search for holiday rentals in Estate Dorothea on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Dorothea using one of the methods below:

  • View our selection of featured holiday rentals in Estate Dorothea
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  • Enter your travel dates to view the best deals on holiday rentals in Estate Dorothea while they last

Look no further and take a look at our great range of rental properties in Estate Dorothea!

Frequently asked questions

Can I find a holiday rental in Estate Dorothea?

Yes, there are holiday rentals close to the most popular sights in Estate Dorothea, 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 Dorothea has to offer?

The Cottage at Villa Indigo: This holiday home rental outside of Estate Dorothea 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’s there to see and do in Estate Dorothea?

Get outdoors into nature at a spot like Sapphire Beach, or visit other top attractions such as Trunk Bay. Lindbergh Bay and Magens Bay are a couple of places you'll find in the wider area.

What’s a holiday rental in Estate Dorothea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Dorothea. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.