A coastal landscape with a clear blue sea, green hills, and scattered buildings.

Anna's Retreat Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Anna's Retreat vacation rentals

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (784 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is P11,489
P14,218 total
includes taxes & fees
Sep 29 - Sep 30
Bluebeard's Castle Resort
A living room with a sofa, chairs, a lamp, and a painting on the wall.

2. The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is P13,847
P24,917 total
includes taxes & fees
Sep 1 - Sep 2
The Landmark Apartment
A balcony with two wicker chairs and a small round table, surrounded by a white railing, overlooking a lush green landscape with hills in the background.

3. Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is P12,888
P22,175 total
includes taxes & fees
Sep 1 - Sep 2
Villa Indigo 1BR in Private Gated Estate
A tropical beach with clear turquoise waters, white sand, and lush greenery.

4. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (38 reviews)
"Such an amazing place to stay at St. Johns. Very clean, comfortable and cool. Balcony was exceptional and they had snorkeling gear which was so cool! Will definitely return. This was our 2nd time at st . John's"
United States
Angelo
The price is P6,792
P32,922 total
includes taxes & fees
Sep 28 - Sep 29
Villa Island Paradise
A balcony with a view of a coastal town, a table, and a chair.

5. Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (30 reviews)
"The apartment had an amazing view. It was clean and well prepared prior to our arrival. I look forward to our next visit."
United States
Lynda
The price is P10,591
P19,333 total
includes taxes & fees
Sep 1 - Sep 2
Little Indigo Apartments
A resort with a central pool, palm trees, and a view of the ocean.

6. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very Good, (504 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is P21,854
P24,586 total
includes taxes & fees
Sep 13 - Sep 14
The Westin St. John Resort Villas
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

7. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (205 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is P39,163
P44,059 total
includes taxes & fees
Sep 2 - Sep 3
Marriott's Frenchman's Cove
A bedroom with a bed, a nightstand, a lamp, and a view through a door.

8. Aqua

Aqua
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (8 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is P13,953
P25,034 total
includes taxes & fees
Oct 1 - Oct 2
Aqua
A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

9. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is P16,755
P28,517 total
includes taxes & fees
Sep 1 - Sep 2
The Cottage at Villa Indigo
Two people seated at a table with a view of the sea and greenery.

10. Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.4 out of 10, Good, (6 reviews)
"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."
United States
William Eric
The price is P4,542
P14,961 total
includes taxes & fees
Sep 4 - Sep 5
Shibui Cove
A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

11. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is P10,718
P21,397 total
includes taxes & fees
Sep 1 - Sep 2
The Perch at Hawk Hill
A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

12. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is P8,190
P46,571 total
includes taxes & fees
Sep 13 - Sep 14
The Breeze
A room with a TV, wicker furniture, and a view of the ocean.

13. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is P30,820
P45,746 total
includes taxes & fees
Sep 1 - Sep 2
Suite St. John at Gallows Point Resort
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

14. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very Good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is P38,914
P54,286 total
includes taxes & fees
Sep 1 - Sep 2
Peter Bay Gatehouse
A coastal resort with multiple buildings, a swimming pool, and boats in the background.

15. Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is P13,548
P39,103 total
includes taxes & fees
Sep 5 - Sep 6
Sunset Ridge Villas Unit D
A swimming pool with lounge chairs and a view of the ocean.

16. St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is P39,848
P70,535 total
includes taxes & fees
Sep 4 - Sep 5
St Thomas Cliffside Villa With Pool & Hot Tub!
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 Anna's Retreat Hotel Reviews

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"⭐⭐⭐⭐⭐ We had a wonderful experience! The amenities were excellent, clean, and well maintained, making our stay comfortable and enjoyable. The customer service was outstanding from beginning to end. Everyone was friendly, welcoming, and always willing to help. A special thank you to Brittany, the manager, who went above and beyond to make sure our stay was pleasant and that we had everything we needed. Her professionalism, kindness, and attention to detail truly made a difference. You can tell she genuinely cares about her guests and their experience. We really enjoyed our stay and would definitely recommend this place to anyone looking for great amenities, excellent customer service, and a welcoming atmosphere. We look forward to coming back! ⭐️⭐️⭐️⭐️⭐️"
Derick Damian Cortez 5-night trip
Posted 2 hours ago
The Westin St. Thomas Beach Resort & Spa

Find out more about Anna's Retreat

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Frequently asked questions

Can I find vacation rentals in Anna's Retreat?

Yes, you can find vacation rentals close to the most popular local attractions in Anna's Retreat, or you can select a more remote option if you're looking for a relaxing stay.

How many vacation rentals will I find in Anna's Retreat?

Expedia has 14 vacation rentals for your stay in Anna's Retreat.

What’s there to see and do in Anna's Retreat?

Cultural attractions include Pistarckle Theater, whereas Virgin Islands National Park is a spot to enjoy nature. Other popular places to visit in the area include Sapphire Beach and Trunk Bay.

What’s a vacation rental in Anna's Retreat like?

A vacation rental is a private property you can book for a few weeks or just a few days in Anna's Retreat. Vacation rentals offer amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.