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Dec 15 - Dec 16
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Dec 16 - Dec 17
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Estate Annas Retreat hotels

Aerial view
Villa Island Paradise

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.0 out of 10, Wonderful, (6)
"Loved beautiful view. Everything close by"
United States
Vickie
The price is NT$4,929
NT$24,242 total
includes taxes & fees
Dec 17 - Dec 18
Villa Island Paradise
Luxury Penthouse | Balcony view
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 NT$27,919
NT$38,243 total
includes taxes & fees
Dec 17 - Dec 18
Peter Bay Gatehouse
Garden
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
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 NT$10,411
NT$11,712 total
includes taxes & fees
Dec 29 - Dec 30
Cruz Bay Boutique Hotel
Courtyard
Midtown Guest House

Midtown Guest House

Midtown Guest House
3.0 star property
St. Thomas
8.2 out of 10, Very Good, (273)
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.
"Convenient location. Very helpful host!"
United States
Glenda
The price is NT$3,275
NT$3,685 total
includes taxes & fees
Dec 17 - Dec 18
Midtown Guest House
Luxury Suite Ocean View Upper 15D | View from room
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 NT$20,120
NT$28,320 total
includes taxes & fees
Dec 17 - Dec 18
Suite St. John at Gallows Point Resort
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio
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 NT$6,008
NT$10,479 total
includes taxes & fees
Dec 23 - Dec 24
Little Indigo Apartments
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 NT$5,896
NT$11,901 total
includes taxes & fees
Dec 29 - Dec 30
Shibui Cove
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, (148)
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
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, (450)
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$21,181
NT$23,828 total
includes taxes & fees
Dec 17 - Dec 18
The Westin St. John Resort Villas
Basic Apartment, 1 Bedroom | Premium bedding, individually decorated, individually furnished
Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

Sunset Gardens Guesthouse
2.5 star property
St. Thomas
7.0 out of 10, Good, (266)
"Yes clean room and friendly staff "
United States
Terrance
The price is NT$3,790
NT$4,643 total
includes taxes & fees
Dec 17 - Dec 18
Sunset Gardens Guesthouse
Deluxe Apartment | Balcony
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 NT$6,039
NT$10,517 total
includes taxes & fees
Jan 5 - 2026/1/6
Villa Indigo 1BR in Private Gated Estate
Outdoor pool, sun loungers
Galleon House Hotel

Galleon House Hotel

Galleon House Hotel
3.0 star property
St. Thomas
7.8 out of 10, Good, (1003)
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$2,386
NT$2,923 total
includes taxes & fees
Dec 20 - Dec 21
Galleon House Hotel
On the beach, white sand, beach bar
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 NT$11,474
NT$17,588 total
includes taxes & fees
Dec 19 - Dec 20
The Hideaway Hull Bay
Garden
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 NT$10,423
NT$12,768 total
includes taxes & fees
Dec 18 - Dec 19
Hotel 1829
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
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, (142)
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$22,304
NT$28,613 total
includes taxes & fees
Dec 17 - Dec 18
Buoy Haus Beach Resort St. Thomas, Autograph Collection
Lobby
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas
3.0 star property
Havensight
9.2 out of 10, Wonderful, (40)
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$8,416
NT$10,177 total
includes taxes & fees
Dec 22 - Dec 23
Hampton by Hilton St. Thomas
Free daily continental breakfast
Mafolie Hotel

Mafolie Hotel

Mafolie Hotel
3.0 star property
St. Thomas
8.6 out of 10, Excellent, (1005)
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$4,464
NT$5,802 total
includes taxes & fees
Dec 22 - Dec 23
Mafolie Hotel
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu
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 NT$7,302
NT$12,894 total
includes taxes & fees
Dec 20 - Dec 21
The Landmark Apartment
Front of property
Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel

Two Sandals – A Boutique Hotel
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (469)
"Breakfast was great and our hostess was the best and cooked us an authentic Dominican breakfast!!! "
United States
REBECCA
The price is NT$8,801
NT$11,656 total
includes taxes & fees
Dec 17 - Dec 18
Two Sandals – A Boutique 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.
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Top Estate Annas Retreat Hotel Reviews

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

10/10 Excellent
"Great room "
Hugo 2-night trip
Posted 22 hours ago
Hampton by Hilton St. Thomas

More cheap stays in Estate Annas Retreat

Sunset Gardens Guesthouse

Sunset Gardens Guesthouse

8305 Contant St. Thomas St. Thomas
The price is NT$3,790 per night from Dec 17 to Dec 18
NT$3,790
NT$4,643 total
Dec 17 - Dec 18
includes taxes & fees
6.8/10 (266 reviews)

Frequently asked questions

What's the best place to stay in Estate Annas Retreat?
Margaritaville Vacation Club - St. Thomas, located 1.2 mi (2 km) from the heart of Estate Annas Retreat, is a top choice for your stay based on our traveler data. Other good options for your trip to the area are The Westin St. Thomas Beach Resort & Spa and Emerald Beach Resort. See all available top hotels, or vacation rentals in Estate Annas Retreat.
If I need to cancel my hotel reservation in Estate Annas Retreat, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Estate Annas Retreat.
Where can I learn more about changing or cancelling my trip to Estate Annas Retreat?
To access more information about updating your trip to Estate Annas Retreat or cancelling it, go to https://www.expedia.com/service/.
What are some hotels with pools in Estate Annas 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 offer an onsite pool. View all hotels with pools in Estate Annas Retreat.
What's it like to stay in Estate Annas Retreat?
Those traveling to Estate Annas Retreat are sure to enjoy the sights to see and things to do. Top sights around the area include Sapphire Beach and Trunk Bay. In Estate Annas Retreat, there are 20 hotels and other accommodations to choose from. Find out more about Estate Annas Retreat.
What should I do while I'm visiting Estate Annas Retreat?
Notable places to visit in the surrounding area include Sapphire Beach and Trunk Bay. You'll also find Coki Point Beach and Wyndham Sugar Bay Beach in the area. Check out what more to see and do in Expedia's Estate Annas Retreat guide.
What's the seasonal weather like in Estate Annas 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 Estate Annas Retreat is 40 inches.

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