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

Estate Carolina Vacation Rentals

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Our top choices for Estate Carolina vacation 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 CA $176
CA $774 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $496
CA $558 total
includes taxes & fees
Nov 1 - Nov 2
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 CA $225
CA $407 total
includes taxes & fees
Oct 19 - Oct 20
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, (903 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is CA $261
CA $323 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $126
CA $258 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $274
CA $509 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $912
CA $1,290 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $57
CA $311 total
includes taxes & fees
Oct 23 - Oct 24
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 CA $126
CA $258 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $156
CA $377 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $424
CA $1,074 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $223
CA $444 total
includes taxes & fees
Oct 22 - Oct 23
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 CA $707
CA $1,255 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $57
CA $310 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $338
CA $588 total
includes taxes & fees
Oct 24 - Oct 25
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 CA $286
CA $749 total
includes taxes & fees
Oct 31 - Nov 1
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 CA $146
CA $347 total
includes taxes & fees
Oct 20 - Oct 21
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.
The price is CA $509
CA $1,004 total
includes taxes & fees
Oct 25 - Oct 26
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, (61 reviews)
"Very clean. Great location. Helpful property manager. Great value for the money. Good sunset views. Very convenient to restaurants!"
United States
Charlene Z.
The price is CA $297
CA $826 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $566
CA $1,259 total
includes taxes & fees
Oct 24 - Oct 25
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Estate Carolina. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Estate Carolina?

Yes, we give you a choice of vacation rentals near well known attractions in Estate Carolina, or you can choose a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Estate Carolina?

"Someday Soon" Has Arrived!: Visitors like this Estate Carolina vacation home rental. It is located in the mountains and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Estate Carolina?

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

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 larger area.

What are vacation rentals like in Estate Carolina?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Estate Carolina. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.