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

Estate Carolina Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Estate Carolina vacation rentals

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

1. 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, (507 reviews)
"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!"
United States
Shani
$351 nightly
The price is $395
Oct 21 - Oct 22
Total with taxes and fees
The Westin St. John Resort Villas
A room with a TV, wicker furniture, and a view of the ocean.

2. 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
$775 nightly
The price is $853
Oct 8 - Oct 9
Total with taxes and fees
Suite St. John at Gallows Point Resort
A coastal landscape with a beach, clear blue waters, and lush greenery.

3. 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
$429 nightly
The price is $483
Oct 11 - Oct 12
Total with taxes and fees
Villa Island Paradise
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

4. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (883 reviews)
"Good place to stay especially during off season"
United States
Jason
$203 nightly
The price is $228
Nov 6 - Nov 7
Total with taxes and fees
Bluebeard's Castle Resort
A beach with turquoise water, sandy shore, and distant mountains.

5. 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.
$336 nightly
The price is $360
Oct 10 - Oct 11
Total with taxes and fees
Lameshur Cottage's Guest House
A beach with turquoise water, sandy shore, and distant mountains.

6. 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
$171 nightly
The price is $182
Oct 8 - Oct 9
Total with taxes and fees
Flamingo Grove Glamping Site with AC
A beach with clear turquoise water, palm trees, and a distant mountain.

7. 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.
$800 nightly
The price is $888
Nov 3 - Nov 4
Total with taxes and fees
Grande Bay SURFSIDE 1 BR Beachfront, WIFI, Great Views!
A balcony with a table, chairs, and a view of a turquoise sea and green hills.

8. 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
$775 nightly
The price is $872
Oct 8 - Oct 9
Total with taxes and fees
Peter Bay Gatehouse
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

9. 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, (256 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
$229 nightly
The price is $235
Oct 10 - Oct 11
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A beach with turquoise water, sandy shore, and distant mountains.

10. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
$268 nightly
The price is $288
Oct 9 - Oct 10
Total with taxes and fees
Turtle Nest Family Glamping Site with AC
A beach with clear turquoise water, palm trees, and a distant island.

11. The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (30 reviews)
"get ready to enjoy amazing views, bring your silky robe with which to enjoy the amazing breeze, very private deck, quiet and peaceful, feel like you are in a historic building with amazing architecture, great nights sleep, gorgeous views, wonderful costumer service with property manager, don't think twice book this villa"
United States
Tara C.
$1,080 nightly
The price is $1,245
Oct 10 - Oct 11
Total with taxes and fees
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
A resort with a pool, a bridge, and a view of the ocean.

12. Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities

Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities
Cruz Bay
9.8 out of 10, Exceptional, (34 reviews)
"a beautiful place to stay for vacation"
United States
Xiaojiang
$965 nightly
The price is $1,113
Oct 11 - Oct 12
Total with taxes and fees
Gallows Point 10A, Ocean Front Elegance - 5-Star Amenities
A covered outdoor area with a table and chairs, a view of the sea, and potted plants.

13. St. John Escape 4-304

St. John Escape 4-304
St. John
10.0 out of 10, Exceptional, (130 reviews)
"We had a wonderful time staying in this beautiful property while visiting St John! "
United States
Kari H.
$722 nightly
The price is $759
Oct 8 - Oct 9
Total with taxes and fees
St. John Escape 4-304
A restaurant with outdoor seating, palm trees, and a mountain in the background.

14. 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.
$171 nightly
The price is $182
Oct 8 - Oct 9
Total with taxes and fees
Octopus Den Glamping Site with AC
A clear turquoise sea with people swimming.

15. 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
$294 nightly
The price is $313
Oct 8 - Oct 9
Total with taxes and fees
Breathtaking Views from Sapphire Village II
A coastal landscape with a beach, lush greenery, and a mountain backdrop.

16. Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town

Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town
Cruz Bay, St John
10.0 out of 10, Exceptional, (14 reviews)
"Thoroughly enjoyed our stay!"
United States
Tammy H.
$937 nightly
The price is $1,040
Oct 8 - Oct 9
Total with taxes and fees
Waterfront - Edgewater Grand-2Bd, 2Ba, sleeps 4, 10 mins. walking into town
A balcony with a round table and chairs, a potted plant, and a view of a sunset over a body of water.

17. 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.
$416 nightly
The price is $416
Oct 18 - Oct 19
Total with taxes and fees
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

18. 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, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
$228 nightly
The price is $234
Oct 8 - Oct 9
Total with taxes and fees
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

19. 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)
"Stayed for two and had a great time. Location was close to many tourist spots, hiking, shopping, and entertainments."
United States
Dede C.
$227 nightly
The price is $239
Oct 8 - Oct 9
Total with taxes and fees
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with clear turquoise water and waves.

20. 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
$235 nightly
The price is $261
Oct 8 - Oct 9
Total with taxes and fees
The Mermaid's Pearl at Sapphire Beach
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

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

10/10 Excellent
"Nothing beats a new property. Location is excellent! Early morning coffee is nice. Secure building. Love it!"
Steven 1-night trip
Posted 1 day ago
Hampton by Hilton St. Thomas

Find out more about Estate Carolina

Everything you need to know about Estate Carolina 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 Carolina vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Carolina vacation 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 low season months. For more hustle and bustle, you may prefer to visit Estate Carolina in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $228 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Estate Carolina rentals

At Expedia, we put the best Estate Carolina 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 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 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 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 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.