Anna's Retreat Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Anna's Retreat Vacation Packages

Anna's Retreat Hotel Deals

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is ₩363,956 per night from Aug 25 to Aug 26
₩363,956
₩409,451 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (2,186 reviews)
"The resort itself was super clean, the pools were fantastic, and staff were extremely helpful and friendly. The main issue was the beach. They advertise this beautiful beach at the resort, but it is small and it was closed because it was covered with seaweed. According to the locals we spoke with, ..."

Reviewed on Aug 20, 2025

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is ₩397,860 per night from Sep 21 to Sep 22
₩397,860
₩562,486 total
Sep 21 - Sep 22
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Nice couple of days away. Restaurants at hotel okay and no other options around."

Reviewed on Aug 20, 2025

The Westin St. Thomas Beach Resort & Spa
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is ₩236,256 per night from Aug 23 to Aug 24
₩236,256
₩289,414 total
Aug 23 - Aug 24
includes taxes & fees
7/10 Good! (1,383 reviews)
Emergency Use Very Accomodating
"Our flight got cancelled at Airport and Windward Passage was there to save the day. Rooms were simple, yet clean. Staff was very caring and although the neighborhood was decent, the property was helpful."

Reviewed on Aug 18, 2025

Windward Passage Hotel
See all 3,709 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.

Frequently asked questions

How much does an Anna's Retreat vacation 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 vacation 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 vacation packages. Traveling 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 vacation. 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 customize 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 traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Anna's Retreat vacation as a package?
You can enjoy significant savings on your Anna's Retreat break by booking a tailored vacation 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 vacation 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 traveling on a whim.
How to plan a trip to Anna's Retreat?

  1. Choose when to travel: Check your calendar and get packing. Your favorite 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 personalized Anna's Retreat vacation package.

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