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, (808 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is NZ$388
includes taxes & fees
5 Oct - 6 Oct
Bluebeard's Castle Resort

2. 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 price is NZ$642
includes taxes & fees
7 Oct - 8 Oct
The Landmark Apartment

3. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,264
includes taxes & fees
13 Sept - 14 Sept
The Breeze

4. Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

Cozy stay, next to lookout and 10 minutes for Magens Bay Beach
St. Thomas
9.0 out of 10, Wonderful, (21 reviews)
"The view and apartment was amazing we will definitely be returning in the future!"
United States
Jennifer
The price is NZ$649
includes taxes & fees
7 Sept - 8 Sept
Cozy stay, next to lookout and 10 minutes for Magens Bay Beach

5. 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$273
includes taxes & fees
7 Sept - 8 Sept
Hidden Hilltop Treasure

6. Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is NZ$606
includes taxes & fees
7 Sept - 8 Sept
Villa Indigo 1BR in Private Gated Estate

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, (254 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is NZ$367
includes taxes & fees
16 Sept - 17 Sept
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

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, (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 NZ$376
includes taxes & fees
11 Sept - 12 Sept
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

9. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is NZ$568
includes taxes & fees
8 Sept - 9 Sept
The Perch at Hawk Hill

10. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is NZ$779
includes taxes & fees
9 Sept - 10 Sept
The Cottage at Villa Indigo

11. 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$558
includes taxes & fees
11 Sept - 12 Sept
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

12. 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, (238 reviews)
"Beautiful view from the room. Perfect landing pad. Close to best beaches on island and a 5 mins drive into town. Would stay again!"
United States
Abby G.
The price is NZ$428
includes taxes & fees
12 Sept - 13 Sept
The Captain and the Mermaid - Adventures in Paradise are waiting!

13. Villa at Chateau Nightwind w/ Amazing BVI Views

Villa at Chateau Nightwind w/ Amazing BVI Views
Northside
9.6 out of 10, Exceptional, (34 reviews)
"Easy check-in, clean and view as described. Our family enjoyed our stay and we'd book again. We enjoyed sunrise and sunset views on the deck each day. "
United States
Danyelle C.
The price is NZ$828
includes taxes & fees
7 Sept - 8 Sept
Villa at Chateau Nightwind w/ Amazing BVI Views

14. 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 NZ$423
includes taxes & fees
17 Sept - 18 Sept
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

15. 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, (172 reviews)
"Place was great! Very clean and great access to Sapphire Beach."
United States
Jo S.
The price is NZ$491
includes taxes & fees
9 Sept - 10 Sept
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

16. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (163 reviews)
"The Mermaid’s Pearl was a comfortable fit for my son (19) and me. It is located in a quiet complex with a beautiful view from the balcony. The studio is a perfect size for two people and was very clean. We enjoyed the local restaurant (Sudi’s) and the pool just outside the front door, as well as the short walk to the Safire Beach complex (local coffee shop and eateries on the beach). We also walked into Red Hook which took about 20 minutes. Red Hook is small but has plenty of little shops and...
United States
Melissa
The price is NZ$462
includes taxes & fees
7 Sept - 8 Sept
The Mermaid's Pearl at Sapphire Beach

17. Villa Bali - Waterfront Villa - 100% Brand New!!

Villa Bali - Waterfront Villa - 100% Brand New!!
St. Thomas, USVI
9.6 out of 10, Exceptional, (53 reviews)
"The host was incredible. The view was amazing. The villa was gorgeous and cozy. We will be back! "
United States
Austen T.
The price is NZ$675
includes taxes & fees
26 Sept - 27 Sept
Villa Bali - Waterfront Villa - 100% Brand New!!

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

Updated: Luxury Villa, Amazing Views with Pool + Generator
Nazareth
9.6 out of 10, Exceptional, (104 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
8 Sept - 9 Sept
Updated: Luxury Villa, Amazing Views with Pool + Generator

19. 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 NZ$558
includes taxes & fees
7 Sept - 8 Sept
Renovated Amazing Waterfront Escape: Balcony, Paradise At A Great Price!

20. Stunning St. Thomas Condo for Your Tropical Escape

Stunning St. Thomas Condo for Your Tropical Escape
St. Thomas
9.6 out of 10, Exceptional, (34 reviews)
"The view from the balcony was gorgeous! I appreciate the option of one queen or two twin beds in the second bedroom! Our family of 5 was very comfortable! And Kerri was very easy to contact and was great with recommendations as needed! Check in and check out were seamless!"
United States
Liz O.
The price is NZ$993
includes taxes & fees
7 Sept - 8 Sept
Stunning St. Thomas Condo for Your Tropical Escape
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.