A coastal town with numerous sailboats anchored in the bay, surrounded by lush green hills and a clear blue sky.

Estate Wintberg Holiday Rentals

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Our top choices for Estate Wintberg holiday rentals

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (912 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is NZ$402
includes taxes & fees
19 Nov - 20 Nov
Bluebeard's Castle Resort

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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is NZ$361
includes taxes & fees
25 Oct - 26 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

3. 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 NZ$361
includes taxes & fees
22 Oct - 23 Oct
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

4. 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 clean and safe place to stay"
United States
angela C.
The price is NZ$413
includes taxes & fees
23 Oct - 24 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!

5. 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$476
includes taxes & fees
23 Oct - 24 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

6. 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$453
includes taxes & fees
22 Oct - 23 Oct
The Mermaid's Pearl at Sapphire Beach

7. 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$545
includes taxes & fees
22 Oct - 23 Oct
Breathtaking Views from Sapphire Village II

8. 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$553
includes taxes & fees
3 Nov - 4 Nov
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

9. 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$404
includes taxes & fees
22 Oct - 23 Oct
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

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 NZ$720
includes taxes & fees
11 Nov - 12 Nov
Villa East - Panoramic waterfront view - Best location

11. 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$465
includes taxes & fees
9 Nov - 10 Nov
Updated: Luxe Condo steps from Sapphire Beach!

12. 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$581
includes taxes & fees
22 Oct - 23 Oct
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

13. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,493
includes taxes & fees
22 Oct - 23 Oct
The Breeze

14. 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 NZ$409
includes taxes & fees
29 Oct - 30 Oct
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

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$494
includes taxes & fees
23 Oct - 24 Oct
Sophisticated Beach Condo-Ocean View-Sapphire

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 NZ$914
includes taxes & fees
31 Oct - 1 Nov
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

17. Hidden Hilltop Treasure

Hidden Hilltop Treasure
St. Thomas
9.8 out of 10, Exceptional, (46 reviews)
"Home was nice. "
United States
Anna L.
The price is NZ$283
includes taxes & fees
23 Oct - 24 Oct
Hidden Hilltop Treasure

18. 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$491
includes taxes & fees
29 Oct - 30 Oct
Renovated Charming Studio Retreat with Stunning Caribbean Views

19. 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
9.8 out of 10, Exceptional, (206 reviews)
"Greetings from St Thomas Capitol of the United States Virgin Islands. 90 Days Residency Required to become a United States Virgin Islands Citizen. USVI 5% IRS Corporate Tax rate on All World-Wide income without City or State Taxes just Open a Headquarters Expedia....."
United States
Kevin
The price is NZ$476
includes taxes & fees
28 Oct - 29 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

20. Updated: Luxury Villa, Amazing Views with Pool + Generator

Updated: Luxury Villa, Amazing Views with Pool + Generator
Nazareth
9.6 out of 10, Exceptional, (105 reviews)
"Room was amazing and Shawn was very responsive. The view was awesome as well as the access to the restaurant and beaches on site. Will definitely be looking to rebook this trip again in the near future! "
United States
Brad R.
The price is NZ$502
includes taxes & fees
9 Nov - 10 Nov
Updated: Luxury Villa, Amazing Views with Pool + Generator
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 Wintberg Hotel Reviews

Find out more about Estate Wintberg

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 Wintberg 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 Wintberg. 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 Wintberg. Seeing all the best attractions is bound to make you fall in love with Estate Wintberg. 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 Wintberg short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Estate Wintberg?

Yes, there are holiday rentals close to the most popular sights in Estate Wintberg, 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 Wintberg has to offer?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This holiday home rental outside of Estate Wintberg 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 will I find in Estate Wintberg?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Estate Wintberg stay.

What’s there to see and do in Estate Wintberg?

Get outdoors into nature at a spot like Virgin Islands National Park, or visit other top attractions such as Sapphire Beach. Caribbean Genealogy Library and Yacht Haven Grande Marina are a couple of places you'll find in the wider area.

What’s a holiday rental in Estate Wintberg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Wintberg. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.