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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Estate Annas Retreat holiday rentals

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, (857 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is 2.582.875 ₫
3.164.021 ₫ total
includes taxes & fees
7 May - 8 May
Flamboyan on the Bay Resort and Villas
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.0 out of 10, Wonderful, (27 reviews)
"Everything was clean and well appointed."
United States
Josh
The price is 2.523.977 ₫
16.853.927 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Villa Island Paradise
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
The price is 6.505.764 ₫
11.268.334 ₫ total
includes taxes & fees
5 May - 6 May
The Landmark Apartment
Luxury Penthouse | Balcony view

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 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
The price is 19.615.105 ₫
23.047.880 ₫ total
includes taxes & fees
6 May - 7 May
Peter Bay Gatehouse
Terrace/patio

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
6.6 out of 10, (4 reviews)
"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 2.953.065 ₫
7.566.854 ₫ total
includes taxes & fees
5 May - 6 May
Shibui Cove
Cottage | 2 bedrooms, premium bedding, down duvets, pillow-top beds

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is 6.375.219 ₫
11.101.269 ₫ total
includes taxes & fees
13 May - 14 May
The Cottage at Villa Indigo
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.0 out of 10, Very good, (28 reviews)
"Kitchen utensils were basic but got the job done! "
United States
Jackson
The price is 4.478.563 ₫
8.119.139 ₫ total
includes taxes & fees
5 May - 6 May
Little Indigo Apartments
Villa (3 Bedrooms) | Interior

St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is 16.113.348 ₫
32.299.891 ₫ total
includes taxes & fees
28 Apr - 29 Apr
St Thomas Cliffside Villa With Pool & Hot Tub!
Deluxe Apartment | Balcony

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (32 reviews)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is 5.418.113 ₫
9.270.088 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Villa Indigo 1BR in Private Gated Estate
Luxury Suite Ocean View Upper 15D | View from room

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, (100 reviews)
"Beautiful property, with unbelievable views! Easy walk to town! Staff was friendly and helpful! Would absolutely stay here again! "
United States
Kristen
The price is 15.139.175 ₫
21.738.012 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Suite St. John at Gallows Point Resort
Outdoor pool, pool cabanas (surcharge), pool loungers

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very good, (480 reviews)
"Very nice property. Grocery store within 10 minute walk was very convenient. "
United States
Edward
The price is 19.193.841 ₫
21.593.085 ₫ total
includes taxes & fees
6 May - 7 May
The Westin St. John Resort Villas
Luxury Apartment, 1 Bedroom, Sea Facing | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

Aqua

Aqua
3.0 star property
St. Thomas
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is 5.900.329 ₫
10.505.864 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Aqua
Family Apartment, Ocean View | Terrace/patio

The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is 6.374.251 ₫
11.757.807 ₫ total
includes taxes & fees
23 Apr - 24 Apr
The Perch at Hawk Hill
On the beach, snorkelling

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (196 reviews)
"Beautiful pool and beach. Great view from the villa. "
United States
Daniel
The price is 22.616.611 ₫
25.443.819 ₫ total
includes taxes & fees
5 May - 6 May
Marriott's Frenchman's Cove
Apartment (0 Bedroom) | Interior

Saint Thomas Condo w/ Ocean Views, Walk to Beach!

Saint Thomas Condo w/ Ocean Views, Walk to Beach!
3.0 star property
St. Thomas
6.0 out of 10, (2 reviews)
"The bed in this unit is a double, and the mattress was soft and caused us to move to the “deep valley”. We were very happy that our stay was 2 nights and not 10! "
United States
george
The price is 3.212.138 ₫
8.604.844 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Saint Thomas Condo w/ Ocean Views, Walk to Beach!
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 Annas Retreat Hotel Reviews

Bluebeard's Castle Resort

Bluebeard's Castle Resort

10/10 Excellent
"Great location - close to shops downtown, not on the beach but only short cab away. Rooms were basic but clean and spacious. Bar and restaurant was great - views are amazing and food was really good. Would definitely recommend."
Emily 4-night trip
Posted 6 hours ago
Bluebeard's Castle Resort

Frequently asked questions

Can I find a holiday rental in Estate Annas Retreat?

Yes, there are holiday rentals close to the most popular sights in Estate Annas Retreat, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Estate Annas Retreat?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Estate Annas Retreat stay.

What can I see and do in Estate Annas Retreat?

Get outdoors into nature at a spot like Sapphire Beach, or visit other top attractions such as Magens Bay Beach. In the wider area, you’ll find Trunk Bay and Coki Point Beach.

What are holiday rentals like in Estate Annas Retreat?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Annas Retreat. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.