Anna's Retreat Holidays

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Top hotels in Anna's Retreat

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is €388 per night from 11 Aug to 12 Aug
€388
11 Aug - 12 Aug
includes taxes & fees
8.4/10 Very good! (1,332 reviews)
"The beach is unique for the USVI in that it is rather protected but still offers waves, and it was easy to find loungers and seek service there. Our only challenge was traveling with my Father, who has Parkinson's Disease, and while most shuttle drivers and other staff were extremely helpful with ..."

Reviewed on 16 Jul 2026

The Westin St. Thomas Beach Resort & Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is €217 per night from 15 Aug to 16 Aug
€217
15 Aug - 16 Aug
includes taxes & fees
9/10 Wonderful! (629 reviews)
"Location was good"

Reviewed on 16 Jul 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,475 reviews)
"The room was great, the staff was pleasant, Activities were nice, but I didn't like the fact that there was only one winner per round of bingo even if 2 people called bingo at the same time just didn't seem fair to the participates. The elderly woman was told she couldn't get a prize because the ..."

Reviewed on 16 Jul 2026

Get rates
Margaritaville Vacation Club - St. Thomas
See all 3,868 properties in Anna's Retreat
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.

Stay near popular Anna's Retreat attractions

Pistarckle Theater

10.0/10 (1 review)
You can enjoy a show at Pistarckle Theater during your stay in Estate Charlotte Amalie. Stroll along the beautiful beaches in this romantic area or seek out the snorkelling spots.
See properties

What to do in Anna's Retreat

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

€103
per adult
98% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

€69
per adult
98% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
High Speed Harbor Tour from Charlotte Amalie Cruise Port

High Speed Harbor Tour from Charlotte Amalie Cruise Port

€43
per adult
92% of travellers recommend
High Speed Harbor Tour from Charlotte Amalie Cruise Port
See all activities in Anna's Retreat

Frequently asked questions

How much does an Anna's Retreat holiday package cost?
You'll find cheap prices on Expedia for your Anna's Retreat escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Anna's Retreat costs.
What are the cheapest months to go to Anna's Retreat?
September, October and November are the best times to look for cheap Anna's Retreat holiday packages. Travelling in less busy periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Anna's Retreat?
Generally, a handful of days is enough to explore the major attractions during your Anna's Retreat holiday. But if you'd like to have some time to chill out or go on day trips, consider extending your trip.
How to find the best Anna's Retreat package deals?
Landing a cheap Anna's Retreat package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Anna's Retreat package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Anna's Retreat holiday as a package?
You can enjoy significant savings on your Anna's Retreat break by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Anna's Retreat?
If you've got your Anna's Retreat travel dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Anna's Retreat?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the type of activities available will also help you decide when to escape to Anna's Retreat.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Anna's Retreat. Then, select a property that suits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to get to in Anna's Retreat. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Anna's Retreat holiday package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.