Estate Wintberg Vacation Rentals from CA $317: Short-Term Rentals for 2026

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Our top choices for Estate Wintberg 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

Charlotte Amalie

Luis

CA $317 total

includes taxes & fees

Oct 12 - Oct 13

A balcony with two wicker chairs and a small round table, surrounded by a white railing, overlooking a lush green landscape with hills in the background.

2. Villa Indigo 1BR in Private Gated Estate

St. Thomas

Trent

CA $494 total

includes taxes & fees

Sep 14 - Sep 15

A living room with a sofa, chairs, a lamp, and a painting on the wall.

3. The Landmark Apartment

St. Thomas

Eileen

CA $524 total

includes taxes & fees

Oct 13 - Oct 14

A balcony with a view of a coastal town, a table, and a chair.

4. Little Indigo Apartments

St. Thomas

Lynda

CA $419 total

includes taxes & fees

Sep 14 - Sep 15

A room with two wicker chairs with blue cushions, a small table with a vase, and a door with a keyhole.

5. The Perch at Hawk Hill

St. Thomas

CA $477 total

includes taxes & fees

Sep 14 - Sep 15

A bedroom with a bed, a nightstand, a lamp, and a view through a door.

6. Aqua

St. Thomas

Paola

CA $558 total

includes taxes & fees

Oct 1 - Oct 2

A spacious living area with a sofa, dining table, and chairs, overlooking a scenic ocean view.

7. The Breeze

ST Thomas

CA $1,031 total

includes taxes & fees

Sep 14 - Sep 15

A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

8. Marriott's Frenchman's Cove

St. Thomas

Cathryn

CA $982 total

includes taxes & fees

Sep 14 - Sep 15

A room with a TV, wicker furniture, and a view of the ocean.

9. Suite St. John at Gallows Point Resort

St. John

Sean

CA $1,019 total

includes taxes & fees

Sep 14 - Sep 15

A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

10. The Cottage at Villa Indigo

St. Thomas

Oronde

CA $635 total

includes taxes & fees

Sep 14 - Sep 15

A tropical beach with clear turquoise waters, white sand, and lush greenery.

11. Villa Island Paradise

St. John

Angelo

CA $683 total

includes taxes & fees

Sep 29 - Sep 30

Two people seated at a table with a view of the sea and greenery.

12. Shibui Cove

St. Thomas

William Eric

CA $333 total

includes taxes & fees

Sep 16 - Sep 17

A swimming pool with lounge chairs and a view of the ocean.

13. St Thomas Cliffside Villa With Pool & Hot Tub!

St. Thomas

CA $1,571 total

includes taxes & fees

Sep 18 - Sep 19

A resort with a central pool, palm trees, and a view of the ocean.

14. The Westin St. John Resort Villas

St. John

"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"

Shani

CA $548 total

includes taxes & fees

Sep 26 - Sep 27

A coastal resort with multiple buildings, a swimming pool, and boats in the background.

15. Sunset Ridge Villas Unit D

St. John

Jessica

A balcony with a table, chairs, and a view of a turquoise sea and green hills.

16. Peter Bay Gatehouse

Maho Bay Quarter

Thomas

CA $1,209 total

includes taxes & fees

Sep 19 - Sep 20

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Top Estate Wintberg Hotel Reviews

Bunker Hill Hotel

10/10 Excellent

"Staff was very helpful and breakfast was delicious"

The Westin St. John Resort Villas

10/10 Excellent

"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. The rooms were excellent and resturants too. Ferry service and crew were great too. Great stay for a family of 5!"

Hampton by Hilton St. Thomas

10/10 Excellent

"We really enjoyed our stay at this hotel! The room was very clean, the beds were comfortable, and the gym was super well-equipped. The breakfast, which was included with our stay, was also very good. The staff was incredibly helpful and attentive throughout our visit. The front desk even called a taxi for us, which was very convenient and greatly appreciated. Overall, we had a wonderful experience and would definitely stay here again. Highly recommended!"

The Ritz-Carlton, St. Thomas

10/10 Excellent

"The whole experience was amazing. There are so many amenities that come with your stay that it takes a few days, yes days to understand everything that is available. The staff is amazing. You can ask anyone a question about the property and they either give you the answer or know who to get you too for the answer. My favorite was the pool is open 24 hours. The night swimming was alot of fun."

Secret Harbour Beach Resort

10/10 Excellent

"We loved staying here! Exactly what we were looking for and exceeded expectations. The cove and beach were gorgeous. This side of the island is protected from the wind so it was stunning when the other side of the island was getting hit with rough waves and seaweed. There’s a small reef right off the beach so it was so easy to snorkel. The restaurant onsite was amazing and the bar was awesome just footsteps from our room. The staff were so nice and helped with calling taxis. We came in the off season so the beach was not packed at all and it felt like we had found a little slice of paradise that not many people knew about. The room was so clean and it was awesome to have a little kitchen with a full fridge. It was an easy taxi from the airport and you’re so close to red hook to jump on the ferry to St John. We definitely will be staying here again and would recommend to friends and family!"

Find out more about Estate Wintberg

Everything you need to know about Estate Wintberg 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 Wintberg 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 Wintberg vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Wintberg vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Wintberg. 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 Wintberg 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 Wintberg vacation rentals we have selected for you start as low as CA $317 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estate Wintberg rentals

At Expedia, we put the best Estate Wintberg 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 Wintberg 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 Wintberg 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 Wintberg. 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 Wintberg?

Yes, you can find vacation rentals close to popular attractions in Estate Wintberg, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Estate Wintberg has to offer?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: Visitors like this Estate Wintberg vacation home rental. It 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 will I find in Estate Wintberg?

With 7 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Estate Wintberg like?

A vacation rental is a private property you can book for a few weeks or just a few days in Estate Wintberg. Vacation rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Estate Wintberg vacation rentals

1. Bluebeard's Castle Resort

2. Villa Indigo 1BR in Private Gated Estate

3. The Landmark Apartment

4. Little Indigo Apartments

5. The Perch at Hawk Hill

6. Aqua

7. The Breeze

8. Marriott's Frenchman's Cove

9. Suite St. John at Gallows Point Resort

10. The Cottage at Villa Indigo

11. Villa Island Paradise

12. Shibui Cove

13. St Thomas Cliffside Villa With Pool & Hot Tub!

14. The Westin St. John Resort Villas

15. Sunset Ridge Villas Unit D

16. Peter Bay Gatehouse

Find vacation rentals that suit your style

Top Estate Wintberg Hotel Reviews

Bunker Hill Hotel

The Westin St. John Resort Villas

Hampton by Hilton St. Thomas

Margaritaville Vacation Club - St. Thomas

Bolongo Bay Beach Resort

Buoy Haus Beach Resort St. Thomas, Autograph Collection

St John Inn

The Ritz-Carlton, St. Thomas

Secret Harbour Beach Resort

Find out more about Estate Wintberg

Frequently asked questions

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