Charlotte Amalie Holiday Rentals

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Holiday Rentals in Charlotte Amalie

Property grounds
Private Paradise! One level, panoramic views from every room!
10.0 out of 10, Exceptional, (113)
"This villa is absolutely breathtaking! You feel as though you stepped right into dream with the gorgeous views! Every room is perfect and the property owners were the friendliest and most helpful we've ever had! We loved every minute of our stay in STT!"
Private Paradise! One level, panoramic views from every room!
Pool
Villa de Paz, St John. New to rental market. 4BR/2.5B Pool, Private, Renovated!!
10.0 out of 10, Exceptional, (12)
"Our family loved the villa. Our 3 kids enjoyed time in the pool and it was perfect for us. Location was great- quiet, safe, secluded. The only thing to keep in mind is that the lower level of the villa is accessed by stairs outside. For this reason we stayed as a family in the 2 bedrooms upstairs. Would be ideal for two families staying together or a family with extended family. Property manager was great and had good recommendations. Villa was clean and had everything we needed! Would love to...
Villa de Paz, St John. New to rental market. 4BR/2.5B Pool, Private, Renovated!!
Beach nearby, sun-loungers, beach towels
HEAVENLY VIEWS and PRIVATE POOL!!
10.0 out of 10, Exceptional, (136)
"Love love love love love"
HEAVENLY VIEWS and PRIVATE POOL!!
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Smart TV
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
10.0 out of 10, Exceptional, (12)
"Great location, very clean and well equipped. Property was even better than we expected. Will stay here again when we return. David was very accessible and really great to deal with. Very comfortable beds and overall layout!!!"
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay
Pool
Premium Oceanfront Sapphire Beach Resort & Marina
10.0 out of 10, Exceptional, (5)
"Great location!!"
The price is NZ$580
includes taxes & fees
21 May - 22 May
Premium Oceanfront Sapphire Beach Resort & Marina
Beach
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
10.0 out of 10, Exceptional, (174)
"This was our second time staying in the same condo. We wont stay anywhere else! Its so clean, convenient, and so much fun!!!"
Totally Renovated Summer 2023! Paradise For The Two Of You Or Your Family.
Property grounds
DIRECTLY ON SAPPHIRE BEACH!Walk from your patio to the beach-pool Awesome views.
10.0 out of 10, Exceptional, (149)
"Ilove Sapphire. I broke my leg getting off the plane. I spent my vacation looking out the patio. We had nice time but not the vacation we planned on.We met very nice neighbors.They cooked for us,drove us t"
DIRECTLY ON SAPPHIRE BEACH!Walk from your patio to the beach-pool Awesome views.
On the beach, sun-loungers, beach towels
The Captain and the Mermaid - Adventures in Paradise are waiting!
9.8 out of 10, Exceptional, (166)
"Overall great stay!! My husband and I were both very comfortable during our stay at the captain and mermaid! Had everything we needed. Hosts quickly answered all our questions and have a fabulous rental property."
The price is NZ$427
includes taxes & fees
19 May - 20 May
The Captain and the Mermaid - Adventures in Paradise are waiting!
Fridge, microwave, stovetop, coffee/tea maker
Villa Marina Vista
4.0 star property
9.8 out of 10, Exceptional, (33)
"The view is amazing, we loved relaxing on the deck having our morning coffee or evening nightcap and just watching the harbor. Don't let the steep hill concern you, it’s well worth the privacy and ideal proximity to Red Hook. The pool is another added bonus. We highly recommend this property! "
Villa Marina Vista
Exterior
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, (471)
"Beautiful property. Very clean and well maintained. Staff were very friendly and helpful. Great location."
Gallows Point Resort
Beach nearby, sun-loungers, beach towels
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
9.6 out of 10, Exceptional, (20)
"Loved the pools,grounds,n room. The hot tub wasnt hot but I enjoyed my stay during Carnival Week! did"
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
Beach nearby, white sand, sun-loungers, beach umbrellas
Virgin Islands Campground
2.0 star property
9.4 out of 10, Exceptional, (110)
"Had an excellent time! It was our first time camping and I am definitely more comfortable with showers and facilities rather than setting up a tent. The owners were excellent and the locals are so friendly! Highly recommend this place, but definitely bring industrial strength bug spray"
Virgin Islands Campground
On the beach, white sand, sun-loungers, beach towels
Beachfront Villas at Crystal Cove
4.0 star property
9.4 out of 10, Exceptional, (99)
"Thanks to Gorety for welcoming us!! We love the place and the beach.. We definitely would come back! Thanks"
Beachfront Villas at Crystal Cove
Outdoor dining
Beach Front Villa with Down Island View - Priceless!
9.4 out of 10, Exceptional, (140)
"We did love the condo itself and the ocean swimming was amazing and had chairs for beach set up. The pool renovations happening made it kinda unsafe for our small kids but was still fun. We made it work. Over all the property was beautiful and we enjoyed it. Downtown is close and the food there was really good. Would recommend over the food on site. "
Beach Front Villa with Down Island View - Priceless!
Outdoor pool, a heated pool
Amazing Views With Pool, Hot Tub, Restaurant, Beach, Washer/Dryer, Roku & WiFi.
9.4 out of 10, Exceptional, (162)
"This place was perfect for our family. Everyone had comfortable space and their own bathrooms. Great views off patio and the best rocking loungers. Beautiful ocean breezes in the evening. Location is close to Red Hook with lots of shops and restaurants. Beach was nice with great snorkeling on the left side. Pool is nice and large. Would definitely come back."
The price is NZ$1,596
includes taxes & fees
31 May - 1 Jun
Amazing Views With Pool, Hot Tub, Restaurant, Beach, Washer/Dryer, Roku & WiFi.
Pool
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
9.4 out of 10, Exceptional, (66)
"Killer views was an accurate description! Lovely sunrises and view from the gallery of the marina and the bay. Instructions beforehand with tips on what to bring, how to get to Sapphire Villages, and how to access the property were very helpful and made the trip easy. It would have been helpful though to have guest information in the unit as to the association requirements and amenities, such as where dumpsters are located, pool, beach, and dining options, as well as information on area...
Gorgeous Condo At Sapphire on St Thomas. Walk-in Level. Killer Island Views!
Pool
Sapphire beach Marina Gem
9.4 out of 10, Exceptional, (61)
"We appreciated the close proximity to the Sapphire beach and the pool. You can see St. John from the patio. Many options available right at this marina for excursions including: parasailing, jet skis, and sailing trips. Just a short 5 minute taxi ride to Red Hook for additional dining and shopping and ferry rides to St John. Be sure and check out Sudi’s restaurant which is just a short walk up the hill."
Sapphire beach Marina Gem
Panoramic Condo, 1 King Bed with Sofa bed, Sea View | Terrace/patio
Sapphire Beach Villa
3.5 star property
9.4 out of 10, Exceptional, (39)
"I liked sercurty of the gated community and how close it was to the beach. Also the beautiful plants growing around the housing. We had no dislikes and enjoyed ever bit of our vacation "
Sapphire Beach Villa
Exterior
Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (159)
"Wonderful stay and friendly staff."
The price is NZ$1,468
includes taxes & fees
20 May - 21 May
Marriott's Frenchman's Cove
Outdoor pool
Gorgeous Beachfront Romantic Villa with the most breathtaking views!!!
9.0 out of 10, Wonderful, (93)
"Clean and cozy condo; beautiful views. Would book again."
Gorgeous Beachfront Romantic Villa with the most breathtaking views!!!
Don't see what you're looking for?
See all available properties in Charlotte Amalie
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.

Other types of properties in Charlotte Amalie you may be interested in

Aerial view
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1152)
"Absolutely stunning view from our room! The cleanliness of the room was impeccable. Overall, we had a fantastic experience!"
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Beach Resort & Spa at Frenchman's Reef
4.5 star property
8.0 out of 10, Very good, (1006)
"Great hotel. Better than before Hurricane Maria when was a Marriot. "
The price is NZ$933
includes taxes & fees
3 Jun - 4 Jun
The Westin Beach Resort & Spa at Frenchman's Reef
On the beach, beach umbrellas, snorkelling, beach bar
Emerald Beach Resort
3.5 star property
7.2 out of 10, Good, (1002)
"My best trip ever love this place "
The price is NZ$498
includes taxes & fees
4 Jun - 5 Jun
Emerald Beach Resort
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.

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 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 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 Charlotte Amalie. Seeing all the best attractions is bound to make you fall in love with 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 Charlotte Amalie short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Charlotte Amalie?

Yes, there are holiday rentals close to the most popular sights in Charlotte Amalie, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Charlotte Amalie speak highly of the bustling port and array of shops. Make sure to also enjoy the scenic seaside and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Charlotte Amalie has to offer?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: This holiday home rental outside of Charlotte Amalie is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Charlotte Amalie?

Expedia has 54 holiday rentals for your stay in Charlotte Amalie.

What can I see and do in Charlotte Amalie?

Cultural attractions include Weibel Museum and St. Thomas Historical Trust Museum, whereas Morningstar Beach and Frenchman's Bay are a couple of picturesque spots to enjoy the outdoors. While here, St. Thomas Synagogue and Blackbeard's Castle are other places worth a visit.

What are holiday rentals like in Charlotte Amalie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlotte Amalie. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.

Recent reviews of Charlotte Amalie properties
Expedia verified reviews

At Home in the Tropics B&B

At Home in the Tropics B&B

5/5 Excellent
Perfect!
"This was my 2nd time back to At Home at the Tropics? Great location and such an intimate experience. With only 5 rooms, we welcomed getting to know the others guests. The pool is new and clean. And, Jess’ breakfasts were all sooo delicious! We will definitely come back in the future, and recommend this BnB to friends visiting St Thomas!"
A verified traveller stayed at At Home in the Tropics B&B
Posted 22 hours ago
At Home in the Tropics B&B