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Estate Annas Retreat Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Estate Annas 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 CA $232
CA $292 total
includes taxes & fees
Nov 6 - Nov 7
Relaxed Island Living Cottage
A living room with a sofa, a dining table, and curtains.

2. Lush mountain views in a quiet area on island. Only 20 mins to Magens Beach.

Lush mountain views in a quiet area on island. Only 20 mins to Magens Beach.
Saint Thomas
10.0 out of 10, Exceptional, (1 review)
"Need tue location in the Expedia's app"
United States
Jennifer
The price is CA $168
CA $353 total
includes taxes & fees
Nov 5 - Nov 6
Lush mountain views in a quiet area on island. Only 20 mins to Magens Beach.
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

3. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (924 reviews)
"My go to staycation spot on St. Thomas"
United States
Akira
The price is CA $257
CA $318 total
includes taxes & fees
Nov 26 - Nov 27
Bluebeard's Castle Resort
A coastal resort with beachfront villas, a golf course, and lush greenery.

4. 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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is CA $28
CA $273 total
includes taxes & fees
Oct 29 - Oct 30
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beachfront hotel with multiple buildings, a sandy beach, and rocky shoreline.

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, (244 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is CA $139
CA $331 total
includes taxes & fees
Oct 31 - Nov 1
The Captain and the Mermaid - Adventures in Paradise are waiting!
A swimming pool with lounge chairs and thatched umbrellas.

6. 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, (203 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is CA $84
CA $344 total
includes taxes & fees
Nov 6 - Nov 7
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A table set with plates, cutlery, and glasses, overlooking a marina with boats and a clear sky.

7. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (99 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is CA $150
CA $385 total
includes taxes & fees
Nov 9 - Nov 10
Updated: Luxe Condo steps from Sapphire Beach!
A poolside area with lounge chairs and tables, a pool, and surrounding greenery.

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 CA $221
CA $440 total
includes taxes & fees
Oct 30 - Oct 31
Breathtaking Views from Sapphire Village II
A beachside restaurant with a view of the sea and mountains.

9. 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, (177 reviews)
"Good location. "
United States
Anonymous traveller
The price is CA $126
CA $440 total
includes taxes & fees
Nov 1 - Nov 2
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A wooden deck with lounge chairs and a pool, overlooking a body of water with boats and a mountainous backdrop.

10. 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
The price is CA $139
CA $549 total
includes taxes & fees
Nov 12 - Nov 13
Villa East - Panoramic waterfront view - Best location
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

11. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is CA $148
CA $367 total
includes taxes & fees
Oct 31 - Nov 1
The Mermaid's Pearl at Sapphire Beach
An outdoor seating area with wooden tables and chairs, a covered patio, and a sandy beach in the background.

12. 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 CA $164
CA $400 total
includes taxes & fees
Oct 31 - Nov 1
Sophisticated Beach Condo-Ocean View-Sapphire
A balcony with a glass table and wicker chairs, overlooking a scenic landscape with hills and a body of water.

13. 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, (129 reviews)
"Super clean, hotness responsive. Would highly recommend"
United States
Nolan Y.
The price is CA $190
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

14. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is CA $125
CA $981 total
includes taxes & fees
Oct 30 - Oct 31
The Breeze
A pool area with lounge chairs, palm trees, and a view of the ocean.

15. 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, (97 reviews)
"Safire Condos and beach are great. Host were amazing, promptly responding to any messages. Short 5 minute walk to one of the best beaches, clean, not crowded, and outstanding food and drink options."
United States
Chamberlain
The price is CA $133
CA $326 total
includes taxes & fees
Oct 29 - Oct 30
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A clear blue pool with lounge chairs and palm trees, surrounded by a stone wall and a view of the ocean.

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 CA $284
CA $742 total
includes taxes & fees
Oct 31 - Nov 1
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
A balcony with a herringbone floor, a wicker chair, a small table, and a view of a coastal area with palm trees and a boat.

17. 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, (65 reviews)
"Cozy and romantic room with an excellent air conditioner. "
United States
Matt R.
The price is CA $197
CA $560 total
includes taxes & fees
Oct 30 - Oct 31
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
A coastal landscape with clear turquoise waters, a sandy beach, and lush green hills.

18. Million Dollar Views: Beach, Pools, Restaurant + Generator

Million Dollar Views: Beach, Pools, Restaurant + Generator
Nazareth
9.6 out of 10, Exceptional, (208 reviews)
"The condo was easy to find and check into. It’s noteworthy that it’s on ground level, so someone with mobility issues doesn’t have to carry luggage up or down stairs. The place was very well equipped with a great bed, lots of towels, folding chairs for the beach and snorkeling equipment. I would definitely recommend getting a rental car though. Parking was right in front of the condo, so very convenient. The only thing that was an issue for me were the 3 swimming pools, because you had to climb...
United States
Susanne
The price is CA $195
CA $505 total
includes taxes & fees
Nov 21 - Nov 22
Million Dollar Views: Beach, Pools, Restaurant + Generator
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

19. 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 CA $884
CA $994 total
includes taxes & fees
Oct 29 - Oct 30
Marriott's Frenchman's Cove
A wooden deck with two Adirondack chairs facing a large body of water and a distant island.

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

Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!
St. Thomas
8.8 out of 10, Excellent, (39 reviews)
"Property was a bit “tired” but restaurants on site were great"
United States
Rebecca K.
The price is CA $239
CA $614 total
includes taxes & fees
Nov 7 - Nov 8
Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!
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

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

10/10 Excellent
"Very nice hotel, staff was amazing and the food options were great. Just wish we had more activities options and free shuttle to some of the popular places."
Regine 6-night trip
Posted 8 hours ago
The Westin St. Thomas Beach Resort & Spa

Find out more about Estate Annas Retreat

Everything you need to know about Estate Annas Retreat vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Annas Retreat vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estate Annas Retreat vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Estate Annas Retreat vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Annas Retreat. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Annas Retreat vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Annas Retreat vacation rentals we have selected for you start as low as CA $318 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estate Annas Retreat rentals

At Expedia, we put the best Estate Annas Retreat vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Estate Annas Retreat rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estate Annas Retreat vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Annas Retreat. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: You might want to consider this vacation home rental near Estate Annas 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 are there in Estate Annas Retreat?

With 6 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?

While you're exploring the area, Sapphire Beach and Coki Point Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Caribbean Genealogy Library and Wyndham Sugar Bay 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.