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Our top choices for Anna's Retreat holiday rentals

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 ฿4,847
฿24,011 total
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Island Paradise

Condo resort in St. Thomas

Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (189)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is ฿31,663
฿35,621 total
includes taxes & fees
4 Jan - 5 Jan 2026
Marriott's Frenchman's Cove

Apartment in St. Thomas

Beachfront Villas at Crystal Cove
4.0 star property
9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

Holiday Home in St. Thomas

The Cottage at Villa Indigo
3.0 star property
8.8 out of 10, Excellent, (15)
"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 ฿8,082
฿13,785 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Cottage at Villa Indigo

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
฿10,439 total
includes taxes & fees
1 Jan - 2 Jan 2026
Little Indigo Apartments

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 ฿5,873
฿11,855 total
includes taxes & fees
1 Jan - 2 Jan 2026
Shibui Cove

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 ฿7,274
฿12,844 total
includes taxes & fees
28 Dec - 29 Dec
The Landmark Apartment
3.5 star property
9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is ฿6,015
฿10,476 total
includes taxes & fees
5 Jan - 6 Jan 2026
Villa Indigo 1BR in Private Gated Estate
4.0 star property
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is ฿24,703
฿33,687 total
includes taxes & fees
11 Jan - 12 Jan 2026
Suite St. John at Gallows Point Resort
3.0 star property
8.0 out of 10, Very good, (12)
"Room was great. Beach was very good"
United States
Jeff
The price is ฿7,132
฿14,638 total
includes taxes & fees
8 Jan - 9 Jan 2026
Crystal Cove Beachfront Pool Tennis

Aparthotel in St. Thomas

The Breeze St Thomas
2.0 star property
The price is ฿8,110
฿14,596 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Breeze St Thomas

Cottage in St. Thomas

Cottage at West 7 Palms
2.0 star property
Cottage at West 7 Palms

Apartment in Maho Bay Quarter

Peter Bay Gatehouse
4.0 star property
8.4 out of 10, Very good, (19)
"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 ฿27,810
฿38,095 total
includes taxes & fees
23 Jan - 24 Jan 2026
Peter Bay Gatehouse

Villa in Charlotte Amalie

Bettyes Villa
4.0 star property
The price is ฿22,373
฿47,604 total
includes taxes & fees
11 Jan - 12 Jan 2026
Bettyes Villa
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 Anna's Retreat Hotel Reviews

Find out more about Anna's Retreat

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

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Frequently asked questions

Can I find holiday rentals in Anna's Retreat?

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

How many holiday rentals will I find in Anna's Retreat?

Expedia has 15 holiday rentals for your stay in Anna's Retreat.

What’s there to see and do in Anna's Retreat?

Cultural attractions include Pistarckle Theater, whereas Virgin Islands National Park is a spot to enjoy nature. Other popular places to visit in the area include Sapphire Beach and Trunk Bay.

What’s a holiday rental in Anna's Retreat like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Anna's Retreat. Holiday rentals offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.