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

Holiday Rentals in Estate Carolina

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Our top choices for Estate Carolina holiday rentals

1. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is €434
includes taxes & fees
20 Oct - 21 Oct
Villa Island Paradise

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, (509 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is €351
includes taxes & fees
1 Nov - 2 Nov
The Westin St. John Resort Villas

3. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (41 reviews)
"Everything was wonderful. Very communicative and welcoming . We all enjoyed our time we stayed at"
United States
Brad D
The price is €260
includes taxes & fees
18 Oct - 19 Oct
Turtle Nest Family Glamping Site with AC

4. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (900 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is €203
includes taxes & fees
15 Nov - 16 Nov
Bluebeard's Castle Resort

5. Flamingo Grove Glamping Site with AC

Flamingo Grove Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is €208
includes taxes & fees
8 Nov - 9 Nov
Flamingo Grove Glamping Site with AC

6. Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is €324
includes taxes & fees
21 Oct - 22 Oct
Lameshur Cottage's Guest House

7. 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 €811
includes taxes & fees
19 Oct - 20 Oct
Suite St. John at Gallows Point Resort

8. 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 €199
includes taxes & fees
23 Oct - 24 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

9. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Great for a short stay!"
United States
Kimberly J.
The price is €164
includes taxes & fees
21 Oct - 22 Oct
Octopus Den Glamping Site with AC

10. 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 €236
includes taxes & fees
18 Oct - 19 Oct
The Mermaid's Pearl at Sapphire Beach

11. St. John Escape 4-304

St. John Escape 4-304
St. John
10.0 out of 10, Exceptional, (130 reviews)
"Absolutely amazing condo and everything you could imagine is there waiting on you. Clean, spacious, up to date and best view of Cruz Bay! Unbelievable vacation and great place to stay."
United States
Zach G.
The price is €694
includes taxes & fees
18 Oct - 19 Oct
St. John Escape 4-304

12. 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 €283
includes taxes & fees
25 Oct - 26 Oct
Breathtaking Views from Sapphire Village II

13. Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!

Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!
Cruz Bay
10.0 out of 10, Exceptional, (190 reviews)
"Loved the location and will stay there again"
United States
Mark L.
The price is €801
includes taxes & fees
3 Nov - 4 Nov
Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!

14. 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 €203
includes taxes & fees
18 Oct - 19 Oct
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

15. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (20 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is €374
includes taxes & fees
24 Oct - 25 Oct
Sunset Hideaway Suite - Oceanview/central to Cruz Bay

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 €470
includes taxes & fees
31 Oct - 1 Nov
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

17. 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 €222
includes taxes & fees
20 Oct - 21 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!

18. Grande Bay SUNSWEPT 1 BR waterfront

Grande Bay SUNSWEPT 1 BR waterfront
Cruz Bay
10.0 out of 10, Exceptional, (225 reviews)
"Excellent communication really made our first trip to St. John easy! Loved that they provided a Jeep to rent, free beach chairs and a backpack cooler. The pool was nice for the kids to hang out with other kids late in the afternoons after getting back from the beach! We had a blast and highly recommend Sunswept at Grande Bay!"
United States
Justin W.
Grande Bay SUNSWEPT 1 BR waterfront

19. Aahana Studio 4-303S

Aahana Studio 4-303S
Cruz Bay, St. John
10.0 out of 10, Exceptional, (60 reviews)
"Very clean. Great location. Helpful property manager. Great value for the money. Good sunset views. Very convenient to restaurants!"
United States
Charlene Z.
Aahana Studio 4-303S

20. Blue Chair Dream 1-102

Blue Chair Dream 1-102
Cruz Bay
9.4 out of 10, Exceptional, (20 reviews)
"Most convenient location to town and restaurants. "
United States
Rachel C.
The price is €812
includes taxes & fees
24 Oct - 25 Oct
Blue Chair Dream 1-102
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

Find out more about Estate Carolina

Everything you need to know about Estate Carolina holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Carolina holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Carolina holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Estate Carolina holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Carolina. 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 Carolina holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Carolina holiday rentals we have selected for you start as low as €203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estate Carolina rentals

At Expedia, we put the best Estate Carolina holiday 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 Carolina 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 Carolina holiday.

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 Carolina. 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 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.

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

"Someday Soon" Has Arrived!: This highly rated holiday home rental in Estate Carolina is located in the mountains, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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. Mamey Peak and Sapphire Beach are a couple of places you'll find in the wider 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.