A coastal landscape with lush green hills, a bay with boats, and scattered buildings.

Estate Carolina Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Estate Carolina holiday rentals

Aerial view

1. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (38 reviews)
"Such an amazing place to stay at St. Johns. Very clean, comfortable and cool. Balcony was exceptional and they had snorkeling gear which was so cool! Will definitely return. This was our 2nd time at st . John's"
United States
Angelo
The price is S$653
includes taxes & fees
30 Aug - 31 Aug
Villa Island Paradise
Outdoor pool, pool cabanas (surcharge), pool loungers

2. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (503 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is S$502
includes taxes & fees
11 Sept - 12 Sept
The Westin St. John Resort Villas
Exterior

3. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (775 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is S$290
includes taxes & fees
27 Sept - 28 Sept
Bluebeard's Castle Resort
Children’s activities

4. Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is S$799
includes taxes & fees
5 Sept - 6 Sept
Sunset Ridge Villas Unit D
Balcony view

5. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is S$1,108
includes taxes & fees
2 Sept - 3 Sept
Peter Bay Gatehouse
View from room

6. Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is S$934
includes taxes & fees
30 Aug - 31 Aug
Suite St. John at Gallows Point Resort
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 Carolina Hotel Reviews

Bolongo Bay Beach Resort

Bolongo Bay Beach Resort

10/10 Excellent
"All inclusive was definitely worth it. Staff were so helpful. Swim gear to borrow on site was a nice plus!"
Kayla 5-night trip
Posted 9 hours ago
Bolongo Bay Beach Resort

Frequently asked questions

Can I find holiday rentals in Estate Carolina?

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

How many holiday rentals are there in Estate Carolina?

Choose from 44 Expedia holiday rentals in Estate Carolina for a memorable holiday.

What can I see and do in Estate Carolina?

Virgin Islands National Park and Ajax Peak are a couple of lovely local spots to get outside and enjoy nature. Trunk Bay and Sapphire Beach are other popular places to visit in the area.

What are holiday rentals like in Estate Carolina?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Carolina. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip.