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Find hotels in Anna's Retreat from ￥14,630

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Dec 24 - Dec 25
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Dec 25 - Dec 26
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Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Anna's Retreat hotels

Exterior
Villa Island Paradise

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 ￥21,495
￥114,667 total
includes taxes & fees
Dec 25 - Dec 26
Villa Island Paradise
Honeymoon Suite, 1 Bedroom | Living area | 45-inch TV with satellite channels, DVD player
Peter Bay Gatehouse

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 ￥139,727
￥191,398 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Peter Bay Gatehouse
Terrace/patio
St John Inn

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
Terrace/patio
Shibui Cove

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 ￥29,507
￥59,564 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Shibui Cove
Exterior
Cruz Bay Boutique Hotel

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 ￥45,852
￥51,584 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cruz Bay Boutique Hotel
View from property
Suite St. John at Gallows Point Resort

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 ￥124,115
￥169,254 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Suite St. John at Gallows Point Resort
Front of property - evening/night
Midtown Guest House

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 ￥16,393
￥18,443 total
includes taxes & fees
Dec 28 - Dec 29
Midtown Guest House
Deluxe Apartment, 1 Queen Bed with Sofa bed, Harbor View, Slope side, Apt#2 | Private kitchen | Full-size fridge, microwave, oven, stovetop
Little Indigo Apartments

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 ￥30,069
￥52,447 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Little Indigo Apartments
Swim-up bar
The Saint Resort

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 ￥83,368
￥109,401 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The Saint Resort
Outdoor pool, cabanas (surcharge), sun loungers
The Westin St. John Resort Villas

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 ￥113,811
￥128,038 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Westin St. John Resort Villas
Aerial view
Beachfront Villas at Crystal Cove

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
Deluxe Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Villa Indigo 1BR in Private Gated Estate

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 ￥30,223
￥52,635 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Villa Indigo 1BR in Private Gated Estate
Property grounds
Sunset Gardens Guesthouse

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 ￥16,396
￥20,084 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sunset Gardens Guesthouse
Lobby
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas
3.0 star property
Havensight
9.0 out of 10, Wonderful, (41)
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 ￥53,000
￥64,096 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton by Hilton St. Thomas
Aerial view
The Hideaway Hull Bay

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 ￥91,818
￥126,830 total
includes taxes & fees
Jan 24 - Jan 25, 2026
The Hideaway Hull Bay
Reception
Hotel 1829

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 ￥52,164
￥63,900 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hotel 1829
Lounge
Galleon House Hotel

Galleon House Hotel

Galleon House Hotel
3.0 star property
St. Thomas
7.8 out of 10, Good, (1001)
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 ￥11,943
￥14,630 total
includes taxes & fees
Dec 28 - Dec 29
Galleon House Hotel
Outdoor pool
Buoy Haus Beach Resort St. Thomas, Autograph Collection

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 ￥156,901
￥195,267 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Buoy Haus Beach Resort St. Thomas, Autograph Collection
Outdoor pool
Mafolie Hotel

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 ￥27,767
￥35,161 total
includes taxes & fees
Dec 28 - Dec 29
Mafolie Hotel
Property entrance
The Landmark Apartment

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 ￥32,322
￥59,897 total
includes taxes & fees
Jan 24 - Jan 25, 2026
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

Pistarckle Theater

You can enjoy a show at Pistarckle Theater on your trip to Estate Charlotte Amalie. Stroll along the waterfront in this romantic area, or seek out the snorkeling spots.
See properties

Learn more about Anna's Retreat

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

See all hotels in 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

Emerald Beach Resort

Emerald Beach Resort

10/10 Excellent
"Great location very close to the airport with an excellent beachfront setting. The beach is quiet in the mornings and again in the afternoons after the cruise ships leave. It’s clean and perfect for walking. The on-site restaurant is conveniently located and serves great food and cocktails. Rooms are clean and have excellent views. "
Deborah 1-night trip
Posted 3 days ago
Emerald Beach Resort

More cheap stays in Anna's Retreat

Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

8305 Contant St. Thomas St. Thomas
The price is ￥16,396 per night from Jan 1 to Jan 2
￥16,396
￥20,084 total
Jan 1 - Jan 2, 2026
includes taxes & fees
6.8/10 (266 reviews)

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.
What are some of the best vacation rentals in Anna's Retreat?
Beautiful views, walk to Secret Harbour Beach: Visitors like this Anna's Retreat vacation home rental. It is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. See all 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's the best hotel to stay near the beach in Anna's Retreat?
2 Ritz Carlton Club Resort & Spa St. Thomas is a top beachfront resort with in-room kitchens and laundry facilities, and it's located close to Pineapple Beach. See more stays near the beach in Anna's Retreat.
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.