A coastal landscape with a clear blue sea, green hills, and scattered buildings.

Estate Charlotte Amalie Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Estate Charlotte Amalie holiday rentals

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (897 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is NZ$407
includes taxes & fees
11 Nov - 12 Nov
Bluebeard's Castle Resort
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

2. 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 NZ$412
includes taxes & fees
23 Oct - 24 Oct
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A clear turquoise sea with people swimming.

3. 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 NZ$541
includes taxes & fees
22 Oct - 23 Oct
Breathtaking Views from Sapphire Village II
A beach with clear turquoise water and waves.

4. 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 NZ$459
includes taxes & fees
14 Oct - 15 Oct
The Mermaid's Pearl at Sapphire Beach
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

5. 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.
The price is NZ$412
includes taxes & fees
16 Oct - 17 Oct
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.

6. 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 for a view - if you’re looking for proper beachfront accommodation, look elsewhere, but everything about the room and stay were great."
United States
Cody S.
The price is NZ$417
includes taxes & fees
15 Oct - 16 Oct
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beachfront hotel with multiple colorful buildings, a sandy beach, and rows of sun loungers with umbrellas.

7. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is NZ$1,120
includes taxes & fees
17 Oct - 18 Oct
Marriott's Frenchman's Cove
A resort with a central pool, palm trees, and a view of the ocean.

8. 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 NZ$703
includes taxes & fees
26 Oct - 27 Oct
The Westin St. John Resort Villas
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

9. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.8 out of 10, Exceptional, (205 reviews)
The price is NZ$530
includes taxes & fees
20 Oct - 21 Oct
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with clear turquoise water, gentle waves, and distant islands.

10. 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 NZ$934
includes taxes & fees
14 Oct - 15 Oct
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
A beach with palm trees, clear blue sky, and a calm sea.

11. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (97 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is NZ$416
includes taxes & fees
29 Oct - 30 Oct
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A beach with clear turquoise water, sandy shore, and buildings in the background.

12. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (129 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is NZ$412
includes taxes & fees
14 Oct - 15 Oct
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A beach with clear turquoise water, sandy shore, and buildings in the background.

13. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (142 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is NZ$507
includes taxes & fees
19 Oct - 20 Oct
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A bedroom with a bed, a chair, a nightstand, a lamp, and a window with blinds.

14. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is NZ$776
includes taxes & fees
31 Oct - 1 Nov
The Cottage at Villa Indigo
A coastal landscape with a beach, clear blue waters, and lush greenery.

15. 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 NZ$931
includes taxes & fees
16 Oct - 17 Oct
Villa Island Paradise
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

16. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is NZ$502
includes taxes & fees
14 Oct - 15 Oct
Sophisticated Beach Condo-Ocean View-Sapphire
A hammock in a tropical setting with a view of a beach and ocean.

17. Luxurious Beachfront Condo: September-December Savings — Paradise at your toes

Luxurious Beachfront Condo: September-December Savings — Paradise at your toes
St Thomas
9.8 out of 10, Exceptional, (260 reviews)
"We loved this condo and its location. I don't think there is a better location on the entire property. It met our needs for the 3 of us. We loved the full kitchen and cooked many meals ourselves. Michelle was always quick to respond to our needs. We would highly recommend this condo for your stay at Sapphire Beach."
United States
Nancy B.
The price is NZ$810
includes taxes & fees
9 Nov - 10 Nov
Luxurious Beachfront Condo: September-December Savings — Paradise at your toes
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.

18. Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is NZ$662
includes taxes & fees
14 Oct - 15 Oct
Villa Indigo 1BR in Private Gated Estate
A living room with a sofa, a coffee table, a TV, and a view of the ocean through a sliding door.

19. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (99 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is NZ$440
includes taxes & fees
15 Oct - 16 Oct
Updated: Luxe Condo steps from Sapphire Beach!
A marina with multiple boats docked, a clear blue sky, and a distant view of a mountainous landscape.

20. Renovated Charming Studio Retreat with Stunning Caribbean Views

Renovated Charming Studio Retreat with Stunning Caribbean Views
St Thomas
9.8 out of 10, Exceptional, (22 reviews)
"it was excellent!"
United States
Sam F.
The price is NZ$510
includes taxes & fees
16 Oct - 17 Oct
Renovated Charming Studio Retreat with Stunning Caribbean Views
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 Charlotte Amalie Hotel Reviews

Bluebeard's Castle Resort

Bluebeard's Castle Resort

10/10 Excellent
"We loved this resort! The staff was friendly, great location, great amenities and comfortable bed! Will definitely visit again!"
Tarshish 4-night trip
Posted 3 hours ago
Bluebeard's Castle Resort

Find out more about Estate Charlotte Amalie

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

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

Frequently asked questions

Can I find a holiday rental in Estate Charlotte Amalie?

Yes, there are holiday rentals close to the most popular sights in Estate Charlotte Amalie, 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 Charlotte Amalie has to offer?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This holiday home rental outside of Estate Charlotte Amalie is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Estate Charlotte Amalie?

Choose from 5 Expedia holiday rentals in Estate Charlotte Amalie for a memorable holiday.

What’s there to see and do in Estate Charlotte Amalie?

Enjoy the area's cultural attractions such as Pistarckle Theater, or get outdoors into nature at a spot like Sapphire Beach. In the wider area, you’ll find Caribbean Genealogy Library and Bolongo Bay.

What’s a holiday rental in Estate Charlotte Amalie like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Charlotte Amalie. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family getaway.