Default HTG hotel image

Estate Annas Retreat Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Estate Annas 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, (759 reviews)
"Great entertainment in the evenings and the pool bar area is wonderful"
United States
Shannon
The price is ￥29,331
￥36,297 total
includes taxes & fees
Sep 21 - Sep 22
Bluebeard's Castle Resort
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

2. 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, (253 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is ￥11,127
￥41,290 total
includes taxes & fees
Sep 3 - Sep 4
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

3. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St Thomas
9.6 out of 10, Exceptional, (171 reviews)
"Place was great! Very clean and great access to Sapphire Beach."
United States
Jo S.
The price is ￥15,895
￥52,056 total
includes taxes & fees
Sep 7 - Sep 8
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

4. 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, (200 reviews)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is ￥3,179
￥31,234 total
includes taxes & fees
Aug 28 - Aug 29
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

5. 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, (237 reviews)
"Great location. "
United States
Carolyn W.
The price is ￥17,167
￥39,817 total
includes taxes & fees
Aug 27 - Aug 28
The Captain and the Mermaid - Adventures in Paradise are waiting!
Clear turquoise sea water with waves at the shore.

6. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (161 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is ￥17,549
￥42,235 total
includes taxes & fees
Aug 23 - Aug 24
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

7. Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
Saint Thomas
9.2 out of 10, Wonderful, (64 reviews)
"Cozy and romantic room with an excellent air conditioner. "
United States
Matt R.
The price is ￥17,669
￥57,530 total
includes taxes & fees
Aug 24 - Aug 25
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
A clear turquoise sea with people swimming.

8. 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 ￥21,458
￥45,281 total
includes taxes & fees
Aug 24 - Aug 25
Breathtaking Views from Sapphire Village II
A tropical beach with clear turquoise waters, white sand, and lush greenery.

9. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (37 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is ￥18,760
￥85,806 total
includes taxes & fees
Aug 24 - Aug 25
Villa Island Paradise
A beach with clear turquoise water, sandy shore, and buildings in the background.

10. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (128 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is ￥16,373
￥38,926 total
includes taxes & fees
Sep 3 - Sep 4
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A beach with palm trees, clear blue sky, and a calm sea.

11. 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, (95 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 ￥15,736
￥38,049 total
includes taxes & fees
Aug 23 - Aug 24
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A marina with multiple sailboats docked, surrounded by greenery and a clear blue sky.

12. St. Thomas USVI - 1 Bedroom Condo - Sapphire Village - Beach and Pool Access

St. Thomas USVI - 1 Bedroom Condo - Sapphire Village - Beach and Pool Access
St Thomas
10.0 out of 10, Exceptional, (4 reviews)
"Luana’s condo is beautiful! She has all you need for beach gear and cooking supplies. The view was amazing and the walk to the beach was very easy.will stay again!"
United States
chris r.
The price is ￥26,227
￥55,474 total
includes taxes & fees
Sep 21 - Sep 22
St. Thomas USVI - 1 Bedroom Condo - Sapphire Village - Beach and Pool Access
A wooden deck with outdoor furniture, including chairs and a table, under a large umbrella.

13. Hidden Hilltop Treasure

Hidden Hilltop Treasure
Charlotte Amalie
9.6 out of 10, Exceptional, (45 reviews)
"Home was nice. "
United States
Anna L.
The price is ￥14,162
￥25,371 total
includes taxes & fees
Aug 25 - Aug 26
Hidden Hilltop Treasure
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 ￥18,280
￥45,840 total
includes taxes & fees
Aug 24 - Aug 25
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

15. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (43 reviews)
"Swell"
United States
Chelsea
The price is ￥19,632
￥41,321 total
includes taxes & fees
Sep 1 - Sep 2
Sophisticated Beach Condo-Ocean View-Sapphire
A beach with clear turquoise water, rocky shore, and a wooden walkway leading to beach chairs.

16. Villa East - Panoramic waterfront view - Best location

Villa East - Panoramic waterfront view - Best location
6600 Estate Smith Bay, East End
9.6 out of 10, Exceptional, (52 reviews)
"Room was very clean and the staff at the resort were very helpful and friendly. The view was incredible!"
United States
Konner
Villa East - Panoramic waterfront view - Best location
A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

17. Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!

Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!
Saint Thomas, USVI
8.6 out of 10, Excellent, (49 reviews)
"Easy short stay. Room was clean. But note the “futon” is an air bed and there were no extra sheets for it."
United States
Catherine F.
The price is ￥17,485
￥56,369 total
includes taxes & fees
Sep 21 - Sep 22
Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

18. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.6 out of 10, Exceptional, (175 reviews)
"Good location. "
United States
Anonymous traveler
The price is ￥15,895
￥51,897 total
includes taxes & fees
Sep 5 - Sep 6
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A pool area with a gazebo, palm trees, and a sunset sky.

19. Premium Oceanfront Sapphire Beach Resort & Marina

Premium Oceanfront Sapphire Beach Resort & Marina
st thomas
8.8 out of 10, Excellent, (50 reviews)
"Room very clean, bed super soft and sheets very clean. Plenty of towels. Great property."
United States
Jason W.
The price is ￥19,886
￥52,396 total
includes taxes & fees
Aug 23 - Aug 24
Premium Oceanfront Sapphire Beach Resort & Marina
A coastal landscape with a beach, clear blue waters, and lush green hills.

20. Million Dollar Views: Walk to Beach, Pools, and Restaurant

Million Dollar Views: Walk to Beach, Pools, and Restaurant
Nazareth
9.8 out of 10, Exceptional, (206 reviews)
"Great host, beautiful property! All around a very pleasant stay and very professional host!"
United States
Keaton R.
The price is ￥19,885
￥54,163 total
includes taxes & fees
Aug 29 - Aug 30
Million Dollar Views: Walk to Beach, Pools, and Restaurant
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Estate Annas Retreat Hotel Reviews

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

10/10 Excellent
"R"
Gareth 13-night trip
Posted 7 hours ago
Margaritaville Vacation Club - St. Thomas

Find out more about Estate Annas Retreat

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

  • View our selection of featured holiday rentals in Estate Annas Retreat
  • Use the map to find apartments and other holiday homes in the Estate Annas Retreat neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Estate Annas Retreat while they last

Look no further and take a look at our great range of rental properties in Estate Annas Retreat!

Frequently asked questions

Can I find a vacation rental in Estate Annas Retreat?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Estate Annas Retreat, or you can select a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Estate Annas Retreat has to offer?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: Visitors like this Estate Annas Retreat vacation home rental. It is located on the beach and has a balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Estate Annas Retreat?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Estate Annas Retreat stay.

What can I see and do in Estate Annas Retreat?

Get outdoors into nature at a spot like Sapphire Beach, or visit other top attractions such as Trunk Bay. In the larger area, you’ll find Virgin Islands National Park and Coki Point Beach.

What are vacation rentals like in Estate Annas Retreat?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Estate Annas Retreat. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.