Anna's Retreat Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Anna's Retreat

Tillett Gardens Guest House
Tillett Gardens Guest House
3 out of 5
4126 Annas Retreat, St. Thomas, VI
7.4/10 Good! (10 reviews)
"Tillett Gardens was perfect for a week in St Thomas. The two restaurants on property are great!"

Reviewed on 7 Aug,2024

Tillett Gardens Guest House
Margaritaville Vacation Club - St. Thomas
Margaritaville Vacation Club - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is S$923 per night from 25 Feb to 26 Feb
S$923
includes taxes & fees
25 Feb - 26 Feb
8/10 Very Good! (1,794 reviews)
"Checked the boxes.. Would have been nice to be able to do room charges the bar and restaurant"

Reviewed on 16 Feb,2025

Margaritaville Vacation Club - St. Thomas
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 S$442 per night from 28 Feb to 1 Mar
S$442
includes taxes & fees
28 Feb - 1 Mar
6.8/10 (1,411 reviews)
"Affordable"

Reviewed on 17 Feb,2025

Windward Passage Hotel
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 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.

What to do in Anna's Retreat

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.