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

Estate Charlotte Amalie Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Estate Charlotte Amalie holiday rentals

1. 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 NZ$386
includes taxes & fees
27 Sept - 28 Sept
Bluebeard's Castle Resort

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, (254 reviews)
"Enjoyed our stay "
United States
Jason A.
The price is NZ$410
includes taxes & fees
3 Sept - 4 Sept
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

3. 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, (95 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$389
includes taxes & fees
10 Sept - 11 Sept
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

4. 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
9.6 out of 10, Exceptional, (171 reviews)
"Place was great! Very clean and great access to Sapphire Beach."
United States
Jo S.
The price is NZ$516
includes taxes & fees
5 Sept - 6 Sept
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

5. 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, (237 reviews)
"Great location. "
United States
Carolyn W.
The price is NZ$452
includes taxes & fees
12 Sept - 13 Sept
The Captain and the Mermaid - Adventures in Paradise are waiting!

6. 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, (200 reviews)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is NZ$415
includes taxes & fees
5 Sept - 6 Sept
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

7. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (163 reviews)
"The Mermaid’s Pearl was a comfortable fit for my son (19) and me. It is located in a quiet complex with a beautiful view from the balcony. The studio is a perfect size for two people and was very clean. We enjoyed the local restaurant (Sudi’s) and the pool just outside the front door, as well as the short walk to the Safire Beach complex (local coffee shop and eateries on the beach). We also walked into Red Hook which took about 20 minutes. Red Hook is small but has plenty of little shops and...
United States
Melissa
The price is NZ$445
includes taxes & fees
30 Aug - 31 Aug
The Mermaid's Pearl at Sapphire Beach

8. Villa East - Panoramic waterfront view - Best location

Villa East - Panoramic waterfront view - Best location
6600 Estate Smith Bay, East End
9.6 out of 10, Exceptional, (52 reviews)
"Room was very clean and the staff at the resort were very helpful and friendly. The view was incredible!"
United States
Konner
Villa East - Panoramic waterfront view - Best location

9. Million Dollar Views: Walk to Beach, Pools, and Restaurant

Million Dollar Views: Walk to Beach, Pools, and Restaurant
Nazareth
9.8 out of 10, Exceptional, (206 reviews)
"Great host, beautiful property! All around a very pleasant stay and very professional host!"
United States
Keaton R.
Million Dollar Views: Walk to Beach, Pools, and Restaurant

10. 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$473
includes taxes & fees
7 Sept - 8 Sept
Breathtaking Views from Sapphire Village II

11. 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, (128 reviews)
"Great place. I stay here two times a year. Always consistent. Always clean."
United States
John H.
The price is NZ$395
includes taxes & fees
3 Sept - 4 Sept
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

12. Villa Bali - Waterfront Villa - 100% Brand New!!

Villa Bali - Waterfront Villa - 100% Brand New!!
St. Thomas, USVI
9.6 out of 10, Exceptional, (53 reviews)
"The host was incredible. The view was amazing. The villa was gorgeous and cozy. We will be back! "
United States
Austen T.
The price is NZ$659
includes taxes & fees
26 Sept - 27 Sept
Villa Bali - Waterfront Villa - 100% Brand New!!

13. Villa Salt Air – Newly Updated - Waterview Villa - Panoramic Views

Villa Salt Air – Newly Updated - Waterview Villa - Panoramic Views
St. Thomas
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful View! Loved every minute of our time on St. Thomas. Can't wait to go back!"
United States
Devon S.
The price is NZ$655
includes taxes & fees
2 Sept - 3 Sept
Villa Salt Air – Newly Updated - Waterview Villa - Panoramic Views

14. Luxe Oceanfront Escape steps from Sapphire Beach!

Luxe Oceanfront Escape steps from Sapphire Beach!
St Thomas
9.8 out of 10, Exceptional, (97 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is NZ$435
includes taxes & fees
25 Sept - 26 Sept
Luxe Oceanfront Escape steps from Sapphire Beach!

15. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (43 reviews)
"Swell"
United States
Chelsea
The price is NZ$475
includes taxes & fees
1 Sept - 2 Sept
Sophisticated Beach Condo-Ocean View-Sapphire

16. 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 NZ$847
includes taxes & fees
30 Aug - 31 Aug
Villa Island Paradise

17. Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (24 reviews)
"The host and property are top notch. Chris was a great resource for us while on the island. The condo was amazing and the pool was so relaxing. Can’t wait to visit again!"
United States
Keith F.
The price is NZ$773
includes taxes & fees
2 Sept - 3 Sept
Romantic Private Pool Villa @ Sapphire. Generator.Grill

18. Luxury Beachside Escape with Private Pool and Generator!

Luxury Beachside Escape with Private Pool and Generator!
St Thomas
9.4 out of 10, Exceptional, (37 reviews)
"Enjoyed my stay! "
United States
Eric B.
The price is NZ$568
includes taxes & fees
31 Aug - 1 Sept
Luxury Beachside Escape with Private Pool and Generator!

19. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,256
includes taxes & fees
13 Sept - 14 Sept
The Breeze

20. Hidden Hilltop Treasure

Hidden Hilltop Treasure
St. Thomas
9.8 out of 10, Exceptional, (46 reviews)
"Home was nice. "
United States
Anna L.
The price is NZ$295
includes taxes & fees
30 Aug - 31 Aug
Hidden Hilltop Treasure
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Estate Charlotte Amalie Hotel Reviews

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?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This holiday home rental outside of Estate Charlotte Amalie is located on the beach, and has a balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

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. Other popular places to visit in the area include Trunk Bay and Virgin Islands National Park.

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.