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Estate Annas Retreat Holiday Rentals

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Our top choices for Estate Annas Retreat holiday rentals

1. Relaxed Island Living Cottage

Relaxed Island Living Cottage
Annas Retreat
The price is NZ$261
includes taxes & fees
28 Oct - 29 Oct
Relaxed Island Living Cottage

2. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (898 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is NZ$408
includes taxes & fees
15 Nov - 16 Nov
Bluebeard's Castle Resort

3. 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 NZ$410
includes taxes & fees
23 Oct - 24 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is NZ$410
includes taxes & fees
16 Oct - 17 Oct
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

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, (243 reviews)
"Great for a view - if you’re looking for proper beachfront accommodation, look elsewhere, but everything about the room and stay were great."
United States
Cody S.
The price is NZ$418
includes taxes & fees
16 Oct - 17 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!

6. 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 NZ$539
includes taxes & fees
24 Oct - 25 Oct
Breathtaking Views from Sapphire Village II

7. 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 NZ$457
includes taxes & fees
17 Oct - 18 Oct
The Mermaid's Pearl at Sapphire Beach

8. 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, (174 reviews)
"Excellent location and very nice place to visit and Sudi's Bar/restaurant is the place to be and the whole staff is Excellent and the food is delicious and reminds you of Cheers 😎."
United States
Quincy
The price is NZ$528
includes taxes & fees
19 Oct - 20 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

9. 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 NZ$692
includes taxes & fees
11 Nov - 12 Nov
Villa East - Panoramic waterfront view - Best location

10. 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 NZ$587
includes taxes & fees
20 Oct - 21 Oct
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

11. 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 NZ$530
includes taxes & fees
19 Oct - 20 Oct
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

12. 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 NZ$588
includes taxes & fees
16 Oct - 17 Oct
Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!

13. 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 NZ$471
includes taxes & fees
9 Nov - 10 Nov
Updated: Luxe Condo steps from Sapphire Beach!

14. 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 NZ$973
includes taxes & fees
31 Oct - 1 Nov
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

15. 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 NZ$500
includes taxes & fees
21 Oct - 22 Oct
Sophisticated Beach Condo-Ocean View-Sapphire

16. 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)
"Great stay as always. "
United States
John H.
The price is NZ$419
includes taxes & fees
20 Oct - 21 Oct
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

17. 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)
"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 NZ$414
includes taxes & fees
29 Oct - 30 Oct
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

18. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,511
includes taxes & fees
16 Oct - 17 Oct
The Breeze

19. Luxury Beachside Escape with Private Pool and Generator!

Luxury Beachside Escape with Private Pool and Generator!
St Thomas
9.4 out of 10, Exceptional, (38 reviews)
"Enjoyed my stay! "
United States
Eric B.
The price is NZ$594
includes taxes & fees
1 Nov - 2 Nov
Luxury Beachside Escape with Private Pool and Generator!

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 NZ$508
includes taxes & fees
17 Oct - 18 Oct
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 Estate Annas Retreat Hotel Reviews

Find out more about Estate Annas Retreat

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estate Annas Retreat holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Estate Annas Retreat. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estate Annas Retreat. Seeing all the best attractions is bound to make you fall in love with Estate Annas Retreat. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estate Annas Retreat short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Estate Annas Retreat?

Yes, there are holiday rentals close to the most popular sights in Estate Annas Retreat, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Annas Retreat has to offer?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This holiday home rental outside of Estate Annas Retreat is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Estate Annas Retreat?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Caribbean Genealogy Library and Wyndham Sugar Bay Beach.

What are holiday rentals like in Estate Annas Retreat?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Annas Retreat. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.