Photo by Dorothy Schmidt
Search Holiday Rentals in Anna's Retreat
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Anna's Retreat holiday rentals
Villa in St. John
Villa Island Paradise9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
Tyler
The price is ฿4,847
฿24,011 total
includes taxes & fees
6 Jan - 7 Jan 2026
Condo resort in St. Thomas
Marriott's Frenchman's Cove9.0 out of 10, Wonderful, (189)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
Ron
The price is ฿31,663
฿35,621 total
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment in St. Thomas
Beachfront Villas at Crystal Cove9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property.
"
Erik
Holiday Home in St. Thomas
The Cottage at Villa Indigo8.8 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 "
Oronde
The price is ฿8,082
฿13,785 total
includes taxes & fees
13 Jan - 14 Jan 2026
Apartment in St. Thomas
Little Indigo Apartments8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
Ramie
The price is ฿5,985
฿10,439 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment in St. Thomas
Shibui Cove10.0 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. "
Adam R
The price is ฿5,873
฿11,855 total
includes taxes & fees
1 Jan - 2 Jan 2026
Aparthotel in St. Thomas
The Landmark Apartment8.8 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."
Mercy
The price is ฿7,274
฿12,844 total
includes taxes & fees
28 Dec - 29 Dec
Apartment in St. Thomas
Villa Indigo 1BR in Private Gated Estate9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
John
The price is ฿6,015
฿10,476 total
includes taxes & fees
5 Jan - 6 Jan 2026
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.
Find holiday rentals that suit your style
Villas
Condos
Save an average of 15% on thousands of hotels when you're signed in
Top Anna's Retreat Hotel Reviews
Emerald Beach Resort
10/10 Excellent
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:
- View our selection of featured holiday rentals in Anna's Retreat
- Use the map to find apartments and other holiday homes in the Anna's Retreat neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Anna's Retreat while they last
Look no further and take a look at our great range of rental properties in Anna's Retreat!
