Anna's Retreat Holidays from £871

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Your Annas Retreat Holiday

From its highlights to its hidden delights, this city is best explored with a Annas Retreat holiday package. Book a hotel in Belle Vue, which is great for views, underwater activities and watersports. Make your trip to Annas Retreat even more enjoyable by going sightseeing. Magens Bay Beach, Coki Point Beach and Blackbeards Castle are some of the top attractions you'll want to explore. Whoever you're heading away with and whatever your budget, your ultimate Annas Retreat holiday is just clicks away with Expedia.

Top Anna's Retreat Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Bunker Hill Hotel

Bunker Hill Hotel

£871
per person
23 Sept - 30 Sept
found 8 hours ago
Return direct flight included
London (LHR) to St. Thomas (STT)
8.2/10 Very good! (1,089 reviews)
I live this place! Close to sites and great breakfast! A lot of stairs but great view too :)

Reviewed on 22 Aug 2026

At Home in the Tropics

At Home in the Tropics

£1,295
per person
15 Nov - 22 Nov
found 1 day ago
Return direct flight included
London (LON) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.

Reviewed on 3 Aug 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

£1,265
per person
15 Nov - 22 Nov
found 1 day ago
Return direct flight included
London (LON) to St. Thomas (STT)
8/10 Very good! (2,511 reviews)
Clean and comfortable with everything we needed at the resort for a great stay.

Reviewed on 23 Aug 2026

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

£5,154
per person
15 Nov - 22 Nov
found 7 hours ago
Return direct flight included
London (LGW) to St. Thomas (STT)
8.4/10 Very good! (1,399 reviews)
PLEASE READ BEFORE YOUR STAY We stayed here for 6 days, and honestly, for how expensive this resort was, I cannot believe how poorly we were treated by the majority of the staff. About 90% of our interactions left us feeling like we were inconveniencing them simply by asking a question, purchasing water, or requesting assistance. Our room stayed at 74 degrees for our entire stay, and the air conditioning barely worked. For the price we paid, that was completely unacceptable. Another thing to be aware of is that the food options close extremely early, around 6 PM, so if you’re someone who likes to eat later in the evening, you’ll likely need to leave the resort to find food. There was also very poor communication regarding charges. Every time we ordered food or drinks, we handed over our card expecting to pay at the time of purchase. Instead, the charges were repeatedly put on our room without anyone explaining that they weren’t actually charging the card. We had no idea what was being charged to our room until checkout. Overall, I did enjoy my vacation and appreciated the beautiful surroundings, but I would never stay at this resort again. The prices are extremely high, and when you’re spending that much money on a vacation, you expect to be treated with kindness and basic courtesy. A huge part of a relaxing vacation is the experience created by the staff, and unfortunately, that was one of the biggest disappointments of our stay. Beautiful resort, but the service and o

Reviewed on 23 Aug 2026

Bluebeard's Castle Resort

Bluebeard's Castle Resort

£1,183
per person
15 Nov - 22 Nov
found 1 day ago
Return direct flight included
London (LON) to St. Thomas (STT)
9/10 Wonderful! (747 reviews)

Annas Retreat Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Sapphire Beach, Trunk Bay and Coki Point Beach

Top hotels in Anna's Retreat

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
£277
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (1,416 reviews)
"PLEASE READ BEFORE YOUR STAY We stayed here for 6 days, and honestly, for how expensive this resort was, I cannot believe how poorly we were treated by the majority of the staff. About 90% of our interactions left us feeling like we were inconveniencing them simply by asking a question, purchasing ..."

Reviewed on 23 Aug 2026

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

Bluebeard's Castle Resort

1331 Estate Taarneberg Charlotte Amalie Saint Thomas
£167
22 Sept - 23 Sept
includes taxes & fees
Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,533 reviews)
"Clean and comfortable with everything we needed at the resort for a great stay."

Reviewed on 23 Aug 2026

Get rates
Margaritaville Vacation Club - St. Thomas
See all 3,903 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

Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

£83
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

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

£59
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

£71
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
See all activities in Anna's Retreat

Frequently asked questions

How much does an Annas Retreat travel package cost?
Live it up in Annas Retreat from as low as £871. Choose from a great selection of rental cars, hotels and flights to suit your travel style. Land even more discounts when you add some sightseeing activities to your package.
If I'm not able to travel, can I cancel my Annas Retreat travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Annas Retreat travel package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Anna's Retreat?
If you love getting an amazing deal, combine your bookings into an Anna's Retreat holiday package. Whether you need hotels, flights, activities or rental cars, you can book them all in one place. You'll have ample choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotels across the globe to pick from. Fly with who you prefer, stay anywhere you like and save a packet — now that's the ideal getaway!
Does Expedia offer Book Now, Pay Later Anna's Retreat holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Take a look at these flexible payment options:
  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's manageable monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: If you want to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.
Where should I stay in Annas Retreat?
With lots to explore in Annas Retreat, we recommend you secure a room in a hotel near its attractions. Coki Point Beach, Blackbeards Castle and Magens Bay Beach are some good ones to add to your itinerary.
What are the top hotels in Annas Retreat?
Get your trip off to an excellent start by booking a room at Windward Passage Hotel. It's one of most sought-after hotels in Annas Retreat. Another option is Bunker Hill Hotel.
How far in advance should I book my Annas Retreat holiday?
It can be hard to know exactly when is the perfect time to book your Annas Retreat holiday. But generally the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels nearly a year prior to your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are unbeatable bargains announced on Expedia every single day.
What does an Expedia Annas Retreat travel package include?
That depends entirely on you. You can select from a range of Annas Retreat bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your dream Annas Retreat break looks like, get set to save!
What should I know before booking an Annas Retreat travel package?
So many places to explore, so many things to do. With a package, you can cross more of them off your list. Combine your hotels, rental cars and flights and score big savings.
Can I choose my airline with an Annas Retreat Expedia travel package?
You can. We have more than 550 partner airlines globally, so go with the carrier that best suits your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.