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Our top choices for Anna's Retreat hotels

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.2 out of 10, Wonderful, (7)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is NT$4,821
NT$24,138 total
includes taxes & fees
Jan 7 - 2026/1/8
Villa Island Paradise

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very Good, (19)
This St. John apartment combines comfort with convenience, offering a fully equipped kitchen and washer/dryer in each unit. Relax on your private balcony or patio after exploring nearby Trunk Bay and Sapphire Beach. Free WiFi and parking enhance the experience.

"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
The price is NT$28,141
NT$38,548 total
includes taxes & fees
Jan 23 - 2026/1/24
Peter Bay Gatehouse

St John Inn

St John Inn
3.0 star property
St. John
9.2 out of 10, Wonderful, (414)
Set along Virgin Islands National Park, this St. John hotel offers an inviting outdoor pool surrounded by lush gardens. Enjoy complimentary breakfast, WiFi and parking while exploring nearby Trunk Bay and Sapphire Beach.

"Breakfast was ok. Room service sometimes forgot to bring clean towels and clean the room but overall was a pleasant experience. Staff is really friendly and helpful."
United States
Marwan
St John Inn

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
10.0 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. "
United States
Adam R
The price is NT$5,943
NT$11,996 total
includes taxes & fees
Jan 1 - 2026/1/2
Shibui Cove

Cruz Bay Boutique Hotel

Cruz Bay Boutique Hotel
3.0 star property
St. John
9.6 out of 10, Exceptional, (319)
Discover American cuisine at Dave and Jerry's Steak after exploring Virgin Islands National Park just steps away. Free breakfast and WiFi enhance your island experience, with Trunk Bay and Sapphire Beach nearby for adventures.

"Roomstatus and staff excellent!"
United States
Dean
The price is NT$10,494
NT$11,806 total
includes taxes & fees
Dec 29 - Dec 30
Cruz Bay Boutique Hotel

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.6 out of 10, Excellent, (95)
Immerse in tropical splendor at this beachfront retreat near Cruz Bay and Virgin Islands National Park. Enjoy the outdoor pool, 2 bars, and private beach access. Apartments feature full kitchens and balconies for ultimate relaxation.

"Amazing property and helpful staff. "
United States
Joseph
The price is NT$24,997
NT$34,088 total
includes taxes & fees
Jan 11 - 2026/1/12
Suite St. John at Gallows Point Resort

Midtown Guest House

Midtown Guest House
3.0 star property
St. Thomas
8.2 out of 10, Very Good, (275)
Enjoy the warm atmosphere of this St. Thomas retreat near Magens Bay and Sapphire Beach. Savor Caribbean cuisine at Big Taste Cafe, relax on the terrace, or unwind at the bar after exploring the island's natural beauty.

"The room was amazing. Room service was on point. Staff very genuine. "
United States
Gizelle
The price is NT$3,302
NT$3,714 total
includes taxes & fees
Dec 26 - Dec 27
Midtown Guest House

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.4 out of 10, Very Good, (22)
Enjoy island living at these St. Thomas apartments just a short drive from stunning Magens Bay and Sapphire beaches. Each unit includes a full kitchen, laundry facilities, free WiFi and parking for stress-free Caribbean adventures.

"Amazing views, very nice people"
United States
Ramie
The price is NT$6,056
NT$10,563 total
includes taxes & fees
Jan 1 - 2026/1/2
Little Indigo Apartments

The Saint Resort

The Saint Resort
3.0 star property
St. John
9.6 out of 10, Exceptional, (26)
Surrounded by Virgin Islands National Park, this resort offers 2 restaurants and outdoor pools where relaxation meets tropical charm. Indulge in deep-tissue massages at the spa while enjoying easy access to nearby Trunk Bay and Sapphire Beach.

"Great location. Beautiful rooms. Great dinner spot and bar. Above and beyond staff !! "
United States
Jeni
The price is NT$16,564
NT$21,779 total
includes taxes & fees
Jan 19 - 2026/1/20
The Saint Resort

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very Good, (451)
Bask in Caribbean elegance at this luxury beach resort near Virgin Islands National Park. Enjoy 2 restaurants, a kid's club, and 4 tennis courts. After swimming in the outdoor pool, relax in loungers or explore nearby Trunk Bay.

"Clean , safe and fantastic staff!"
United States
Matthew
The price is NT$22,922
NT$25,787 total
includes taxes & fees
Jan 9 - 2026/1/10
The Westin St. John Resort Villas

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (150)
Enjoy the warm Caribbean air at this waterfront hideaway with direct access to Sapphire Beach. Cool off in the outdoor pool, play a match at the tennis court, and grab drinks from one of 2 beach bars. Apartments feature kitchens and luxurious jetted tubs.

"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (26)
Perched in St. Thomas with easy access to Magens Bay and Bolongo Bay, this apartment offers a peaceful retreat with a garden and terrace. Enjoy the fully equipped kitchen and explore nearby hiking trails before relaxing with complimentary WiFi.

"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is NT$6,087
NT$10,601 total
includes taxes & fees
Jan 14 - 2026/1/15
Villa Indigo 1BR in Private Gated Estate

Sunset Gardens Guesthouse

Sunset Gardens Guesthouse
2.5 star property
St. Thomas
7.0 out of 10, Good, (269)
"Yes clean room and friendly staff "
United States
Terrance
The price is NT$3,820
NT$4,680 total
includes taxes & fees
Dec 28 - Dec 29
Sunset Gardens Guesthouse

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas
3.0 star property
Havensight
9.0 out of 10, Wonderful, (43)
Located in St. Thomas, this hotel offers an outdoor pool, fitness center, and complimentary breakfast to start your day. Just a short drive from Sapphire Beach and Magens Bay, guests can enjoy free WiFi and parking for convenient island exploration.

"Love it here, second time staying here and really love it "
United States
Julianna
The price is NT$10,674
NT$12,909 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton by Hilton St. Thomas

The Hideaway Hull Bay

The Hideaway Hull Bay
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (54)
Unwind at this coastal farm stay featuring an outdoor pool and beach bar, all with easy access to pristine Magens Bay Beach. Free WiFi and parking add convenience while nearby Bolongo Bay offers additional exploration opportunities.

"It was AMAZING! Super cute & the host was super helpful & we hope to visit again!!!"
United States
Chad L
The price is NT$18,438
NT$25,469 total
includes taxes & fees
Jan 24 - 2026/1/25
The Hideaway Hull Bay

Hotel 1829

Hotel 1829
3.5 star property
St. Thomas
9.8 out of 10, Exceptional, (8)
Enjoy Caribbean relaxation at this hotel with an outdoor pool and massage services. Dine at the restaurant or unwind at the bar. Located near Sapphire Beach and Magens Bay, with free WiFi and parking for island adventures.

"Very welcoming, staff was friendly and helpful "
United States
Christian
The price is NT$10,391
NT$12,729 total
includes taxes & fees
Dec 28 - Dec 29
Hotel 1829

Galleon House Hotel

Galleon House Hotel
3.0 star property
St. Thomas
7.8 out of 10, Good, (1002)
Set in St. Thomas with stunning vistas, this quiet B&B features an outdoor pool, garden, and relaxing terrace. Just 15 minutes from Magens Bay Beach, with easy access to shopping and nightlife on main street.

"Nice for budget "
United States
Abiskar
The price is NT$2,410
NT$2,953 total
includes taxes & fees
Dec 30 - Dec 31
Galleon House Hotel

Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection
3.5 star property
St. Thomas
9.4 out of 10, Exceptional, (143)
Caribbean waves lap this beach resort's private shoreline, where the outdoor pool and Salt Shack restaurant create the perfect island retreat. Only 3.5 mi from the airport with shuttle service and just minutes from Bolongo Bay and Magens Bay Beach.

"Location and beach was the best. If you want a romantic getaway this is the place for you."
United States
Philip Eloy Castilla
The price is NT$31,600
NT$39,327 total
includes taxes & fees
Jan 4 - 2026/1/5
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Mafolie Hotel

Mafolie Hotel
3.0 star property
St. Thomas
8.6 out of 10, Excellent, (1000)
Perched above St. Thomas, this hotel offers panoramic island vistas from the outdoor pool and restaurant. Just 15 minutes from Magens Bay Beach with free breakfast, WiFi and parking, it provides a peaceful retreat near popular Sapphire Beach.

"Mafoli is an amazing hotel"
United States
Debra
The price is NT$5,565
NT$7,046 total
includes taxes & fees
Dec 29 - Dec 30
Mafolie Hotel

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.8 out of 10, Excellent, (15)
This business-friendly aparthotel offers international cuisine at Ideal Restaurant (Roti) for lunch. Enjoy convenient amenities including free WiFi, parking, and daily housekeeping. Located near popular attractions like Sapphire Beach and just 2 minutes from St. Thomas Seaplane Base.

"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."
United States
Mercy
The price is NT$7,360
NT$12,997 total
includes taxes & fees
Dec 28 - Dec 29
The Landmark Apartment
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.
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Stay near popular Anna's Retreat attractions

Learn more about Anna's Retreat

Venture to sights like Virgin Islands National Park and Pistarckle Theater as you discover Anna's Retreat.

Make sure to have a towel ready to warm up after entering the cold water in st. Thomas! #lifeatexpedia #bvsblue
Photo by Dorothy Schmidt
Open Photo by Dorothy Schmidt

Top Anna's Retreat Hotel Reviews

More cheap stays in Anna's Retreat

Find out more about Anna's Retreat

Top reasons to visit Anna's Retreat

  • Outdoor Adventures: Anna's Retreat is perfect for those who enjoy hiking, golfing, and exploring scenic trails.
  • Stunning Beaches: Discover beautiful beaches and picturesque bays, ideal for relaxation and water activities.
  • Cultural Experiences: Engage with the local culture through historic sites, vibrant neighborhoods, and community events.
  • Family-Friendly Atmosphere: The area caters to families with various activities and accommodations suited for all ages.
  • Relaxing Getaway: Anna's Retreat offers a serene environment, perfect for unwinding and enjoying the tropical scenery.

Find great hotels near Anna's Retreat

In Anna's Retreat, St. Thomas, visitors can explore a variety of accommodation options, including resorts and hotels perfect for adventure seekers and families alike. Enjoy a comfortable stay with choices ranging from cozy apartments to scenic retreats. Whether you're looking for a beach vacation experience or a peaceful getaway, the hotels in Anna's Retreat offer essential amenities to enhance your stay.

  • Margaritaville Vacation Club - St. Thomas: Embrace the laid-back island lifestyle at Margaritaville Vacation Club, a vibrant 4-star hotel located only 3.2km from Anna's Retreat. This property caters to adventurous travelers and the LGBTQIA community, offering a welcoming atmosphere. Guests can enjoy direct beach access and a variety of thrilling activities like sailing, fishing, and kayaking. The unique tropical theme and lively ambiance make it an ideal choice for those seeking both relaxation and excitement during their stay.
  • Bolongo Bay Beach Resort: Nestled in a picturesque setting, Bolongo Bay Beach Resort is a charming 3-star resort just 3.2km from Anna's Retreat. This nature-themed getaway is perfect for adventure enthusiasts and beach lovers alike. With direct access to a stunning beach, guests can partake in exciting activities such as ziplining, windsurfing, and snorkeling. The resort's focus on outdoor recreation and its lush surroundings create an inviting environment for travelers looking to connect with nature while enjoying the beautiful Caribbean scenery.
  • Sugar Bay Resort and Spa: Experience luxury and family-friendly amenities at Sugar Bay Resort and Spa, a 3.5-star hotel located 3.2km from Anna's Retreat. This resort is designed for those seeking a lavish beach escape with children in tow. Offering direct access to the beach, the property provides a variety of services tailored for families, including a children's club and designated play areas. Guests can unwind in elegant accommodations while enjoying a wealth of activities, making it a perfect destination for a memorable family vacation.

Where to stay in Anna's Retreat

Experience the serene beauty of Anna's Retreat, St. Thomas, a perfect getaway for those seeking a tropical retreat. Enjoy outdoor adventures and breathtaking scenery while exploring nearby beaches and lush landscapes. This family-friendly destination offers romantic excursions and a peaceful atmosphere, making it an ideal spot for relaxation. Don’t miss the chance to discover charming neighborhoods and vibrant local culture, ensuring an unforgettable vacation in this awesome location.

  • St. Thomas: Nestled in the Caribbean, St. Thomas is a vibrant district known for its breathtaking beaches and lush landscapes. As the gateway to the U.S. Virgin Islands, it offers a rich travel experience throughout the year, with peak visitor numbers in March, July, and September. Here, you can indulge in outdoor adventures like golfing at scenic courses or relaxing on family-friendly beaches. The island's charm lies in its stunning bays and the inviting atmosphere of its resorts, making it an ideal destination for beach lovers and outdoor enthusiasts alike.
  • Estate Annas Retreat: Located just 483m from Anna's Retreat, Estate Annas Retreat is a quaint village that embodies the serene spirit of island living. Visitors flock here for its year-round appeal, with peak seasons in March and the summer months. The village offers easy access to beautiful beaches and outdoor activities, including golf at nearby courses. The picturesque setting, characterized by stunning coastal views and family-friendly environments, makes it a perfect spot for those seeking relaxation and nature.
  • Estate Charlotte Amalie: A mere 805m from Anna's Retreat, Estate Charlotte Amalie is an inviting village that draws travelers with its unique blend of education and leisure. With steady visitor numbers throughout the year, this area peaks in March and the summer months. While exploring the beaches and engaging in outdoor activities, you can also appreciate the local educational institutions and bay views. Estate Charlotte Amalie is an excellent choice for those looking to immerse themselves in a vibrant community while enjoying the lush scenery of St. Thomas.

Things to do in and around Anna's Retreat

Anna's Retreat, St. Thomas, offers a perfect blend of outdoor activities and scenic beauty. Enjoy a round of golf at local courses or relax at a nearby resort. For a bit of adventure, explore friendly hiking trails and catch an exciting aqua show. This destination is ideal for those seeking a mix of relaxation and adventure in a picturesque setting.

Shopping

For a delightful shopping experience in Anna's Retreat, visit Market Square East, only 1.1km away, offering a vibrant city atmosphere. You can also check out Havensight Mall, 3.2km away, which features entertainment and family-friendly vibes. If you're up for a drive, explore St. John Spice, located 9.7km away.

Recreation

Mahogany Run Golf Course offers a scenic golfing experience with stunning views and a vibrant outdoor atmosphere, just 3.2km from Anna's Retreat. For sports enthusiasts, Lionel Roberts Stadium provides an energetic vibe, also located 3.2km away. For relaxation, The Self Centre, 11.3km away, focuses on wellness and rejuvenation.

Adventure

Experience breathtaking views at the Skyride to Paradise Point, a scenic cable car ride 3.2km from Anna's Retreat. For a thrilling outdoor adventure, embark on the St John Eco Hike & Snorkel Adventure or explore the beautiful Lind Point Trail, both located 9.7km away, showcasing stunning scenery.

Nightlife

Enjoy a movie night at Caribbean Cinemas US VI Market Square, just 1.3km away, or immerse yourself in culture at Pistarckle Theater nearby. For a unique experience, visit Magic Ice Gallery, a lively drinking pub 4.8km from Anna's Retreat, blending entertainment with a romantic atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Anna's Retreat

To save money on your vacation to Anna's Retreat, visit during the off-peak months of September to November for lower accommodation rates. Utilize free activities like Coki Point Beach and Lindquist Beach, and consider budget-friendly transport options such as scooters. Book your hotel about a month in advance, and look for last-minute deals on Expedia. Tuesdays typically offer the lowest rates, while Sundays are the priciest. Combine your hotel stay with flights and activities for added savings, and filter for eco-friendly options to promote sustainability while saving.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Anna's Retreat are September to November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Anna's Retreat about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Anna's Retreat is Tuesday. The most expensive day to stay in Anna's Retreat is Sunday.
  • Find cheap hotels on Expedia: Expedia’s search tool makes it easy for you to choose your budget, desired location, and additional preferences. You can sort the results to display prices from lowest to highest, ensuring you find the most affordable hotel options first. Additionally, you have the ability to filter your search by hotel type—selecting the Eco-certified option will highlight sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay at Anna's Retreat with your flights and activities through an Expedia package deal.

Find the best attractions near Anna's Retreat

Anna's Retreat offers a perfect getaway for outdoor enthusiasts and beach lovers. Visitors can explore stunning beaches, picturesque bays, and historic castles. The area caters to those seeking cultural experiences and outdoor adventures. While visiting, don’t miss the chance to discover the charm of St. Thomas, making your vacation a memorable blend of relaxation and exploration.

  • Bolongo Bay: Experience the serene beauty of Bolongo Bay, just 3.2km from Anna's Retreat. This stunning bay offers outdoor activities, picturesque beach scenery, and a perfect spot to relax and soak up the sun.
  • Coki Point Beach: Just 3.2km away, Coki Point Beach is a vibrant destination known for its lively atmosphere and crystal-clear waters. It's ideal for swimming, snorkeling, and enjoying a classic day at the beach.
  • Yacht Haven Grande Marina: Located 3.2km from Anna's Retreat, this marina is a hub of adventure. Enjoy outdoor activities, explore luxury yachts, or dine at waterfront restaurants while taking in the breathtaking views of the Caribbean.

Best time to go to Anna's Retreat

The best time to visit Anna's Retreat is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. March is its coolest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No RainMostly SunnyAverageAverage
February77.9°F (25.5°C)No RainMostly SunnyAverageAverage
March77.5°F (25.3°C)No RainMostly SunnySlightly HighSlightly High
April78.6°F (25.9°C)No RainMostly SunnyAverageSlightly High
May80.2°F (26.8°C)Light RainMostly CloudyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
August82.8°F (28.2°C)Light RainMostly SunnySlightly HighAverage
September83.3°F (28.5°C)Light RainMostly SunnySlightly LowSlightly Low
October82.9°F (28.3°C)Light RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudySlightly LowSlightly Low
December79.7°F (26.5°C)No RainMostly SunnyAverageSlightly High

The nearest major airports for your trip to Anna's Retreat

When visiting Anna's Retreat in St. Thomas, you have several airport options. The main airport is St. Thomas (STT-Cyril E. King), situated 8.0km away, with nearby accommodations like The Westin St. Thomas Beach Resort & Spa, 4.8km from the airport, and The Ritz-Carlton, 12.9km away. For those flying into Christiansted (STX-Henry E. Rohlsen), located 48.0km away, consider staying at Carambola Beach Resort, 8.0km from the airport. Additionally, St. Thomas (SPB-St. Thomas Seaplane Base) is 4.8km from Anna's Retreat, with hotels like Margaritaville Vacation Club, 8.0km away. Each hotel offers various transportation services to these airports.

Frequently asked questions

What's the best place for a stay in Anna's Retreat?
Located 1.5 mi (2.5 km) from the heart of Anna's Retreat, Margaritaville Vacation Club - St. Thomas is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are The Westin St. Thomas Beach Resort & Spa and Emerald Beach Resort. See all available top hotels, or vacation rentals in Anna's Retreat.
If I need to cancel my hotel reservation in Anna's Retreat, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Anna's Retreat.
Where can I learn more about changing or cancelling my trip to Anna's Retreat?
For more details about picking new dates or cancelling your trip to Anna's Retreat, head over to our customer service page.
What are some accommodations with pools in Anna's Retreat?
Margaritaville Vacation Club - St. Thomas: Hotel, 8-minute walk from Coki Point Beach. Features 2 pool bars, 2 outdoor pools, and a health club. The Westin St. Thomas Beach Resort & Spa and Emerald Beach Resort are two additional hotels that feature an onsite pool. View all hotels with pools in Anna's Retreat.
What is the best spa hotel in Anna's Retreat?
Tillett Gardens Guest House is a top spa hotel featuring a hair salon, a bar, and a restaurant. Enjoy a facial, body scrub, or detox wrap at the onsite spa. See all spa hotels in Anna's Retreat.
What is staying in Anna's Retreat like?
Visitors are sure to enjoy all that Anna's Retreat has to offer. Top sights around the area include Sapphire Beach and Trunk Bay. In Anna's Retreat, there are 45 hotels and other accommodations to choose from. Find out more about Anna's Retreat.
What are the top places to visit in Anna's Retreat?
A couple of favorite places to visit are Virgin Islands National Park and Pistarckle Theater. You'll also find Sapphire Beach and Trunk Bay in the area. Check out what more to see and do in Expedia's Anna's Retreat guide.
What's the seasonal weather like in Anna's Retreat?
The hottest months are usually September and August with an average temp of 83°F, while the coldest months are March and February with an average of 78°F. Average annual precipitation for Anna's Retreat is 40 inches.