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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Anna's Retreat vacation rentals

A modern living room with a grey sectional sofa, a small side table with a lamp, and a glass coffee table.

1. Relaxed Island Living Cottage

Relaxed Island Living Cottage
Annas Retreat
The price is ￥17,795
￥23,183 total
includes taxes & fees
Oct 9 - Oct 10
Relaxed Island Living Cottage
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

2. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (887 reviews)
"Good place to stay especially during off season"
United States
Jason
The price is ￥29,156
￥36,081 total
includes taxes & fees
Nov 6 - Nov 7
Bluebeard's Castle Resort
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

3. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 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 ￥88,423
￥99,475 total
includes taxes & fees
Oct 16 - Oct 17
Marriott's Frenchman's Cove
A room with a TV, wicker furniture, and a view of the ocean.

4. 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 ￥94,117
￥134,904 total
includes taxes & fees
Oct 9 - Oct 10
Suite St. John at Gallows Point Resort
A resort with a central pool, palm trees, and a view of the ocean.

5. 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, (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"
United States
Shani
The price is ￥55,458
￥62,390 total
includes taxes & fees
Oct 22 - Oct 23
The Westin St. John Resort Villas
A coastal landscape with a beach, clear blue waters, and lush greenery.

6. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is ￥10,012
￥74,673 total
includes taxes & fees
Oct 11 - Oct 12
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

7. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (256 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is ￥7,900
￥37,170 total
includes taxes & fees
Oct 11 - Oct 12
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

8. Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is ￥7,900
￥37,170 total
includes taxes & fees
Oct 9 - Oct 10
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A clear turquoise sea with people swimming.

9. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is ￥21,330
￥44,379 total
includes taxes & fees
Oct 28 - Oct 29
Breathtaking Views from Sapphire Village II
A beach with clear turquoise water and waves.

10. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is ￥16,716
￥41,321 total
includes taxes & fees
Oct 11 - Oct 12
The Mermaid's Pearl at Sapphire Beach
A living room with a sofa, chairs, a lamp, and a painting on the wall.

11. 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 Landmark Apartment
An aerial view of a coastal area with a beach, clear turquoise waters, and a small island with buildings.

12. Stylish Beach Condo located on Sapphire Beach

Stylish Beach Condo located on Sapphire Beach
Smith Bay
9.0 out of 10, Wonderful, (25 reviews)
"Great place to crash before heading over to St. John for our week stay. Loved that restaurants and coffee shops were in walking distance. Sapphire beach was stunning and enjoyed an evening swim there before dinner. The room was decorated beautifully and very comfortable. Would stay here again!"
United States
Jess N.
The price is ￥21,614
￥48,964 total
includes taxes & fees
Oct 14 - Oct 15
Stylish Beach Condo located on Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

13. The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (243 reviews)
"Stayed for two and had a great time. Location was close to many tourist spots, hiking, shopping, and entertainments."
United States
Dede C.
The price is ￥15,642
￥37,980 total
includes taxes & fees
Oct 9 - Oct 10
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water, sandy shore, and buildings in the background.

14. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (142 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is ￥19,750
￥47,658 total
includes taxes & fees
Oct 9 - Oct 10
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beach with clear turquoise water, palm trees, and a distant mountain.

15. Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!

Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!
Cruz Bay
10.0 out of 10, Exceptional, (190 reviews)
"Loved the location and will stay there again"
United States
Mark L.
The price is ￥79,090
￥140,385 total
includes taxes & fees
Nov 3 - Nov 4
Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!
A beach with clear turquoise water, gentle waves, and distant islands.

16. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (160 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is ￥31,995
￥83,691 total
includes taxes & fees
Oct 10 - Oct 11
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
A beach with palm trees, sun loungers, and a building in the background.

17. Beach Resort Walk-Out Patio with St. John Views

Beach Resort Walk-Out Patio with St. John Views
St Thomas
10.0 out of 10, Exceptional, (101 reviews)
"Great location"
United States
Jacqueline
The price is ￥33,180
￥73,668 total
includes taxes & fees
Oct 14 - Oct 15
Beach Resort Walk-Out Patio with St. John Views
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

18. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is ￥18,486
￥45,130 total
includes taxes & fees
Oct 9 - Oct 10
Sophisticated Beach Condo-Ocean View-Sapphire
A beach with palm trees, clear blue sky, and a calm sea.

19. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (96 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is ￥15,010
￥37,111 total
includes taxes & fees
Oct 18 - Oct 19
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A marina with multiple boats docked, a clear blue sky, and a distant view of a mountainous landscape.

20. Renovated Charming Studio Retreat with Stunning Caribbean Views

Renovated Charming Studio Retreat with Stunning Caribbean Views
St Thomas
9.8 out of 10, Exceptional, (22 reviews)
"it was excellent!"
United States
Sam F.
The price is ￥20,382
￥45,820 total
includes taxes & fees
Oct 14 - Oct 15
Renovated Charming Studio Retreat with Stunning Caribbean Views
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

Bluebeard's Castle Resort

Bluebeard's Castle Resort

10/10 Excellent
"Nice property with beautiful views of the harbor. Close to shopping and different excursions. We enjoyed staying here and would stay again."
Amanda M 6-night trip
Posted 7 hours ago
Bluebeard's Castle Resort

Find out more about Anna's Retreat

Search for holiday rentals in Anna's Retreat on Expedia! You can easily find your home rentals, villas, holiday apartments in Anna's Retreat using one of the methods below:

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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.

What's the top vacation rental in Anna's Retreat?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: You might want to consider this vacation home rental near Anna's Retreat, which is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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

Expedia has 13 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. Sapphire Beach and Caribbean Genealogy Library are a couple of places you'll find in the larger area.

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.