Charlotte Amalie Holiday Rentals

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Top Holiday Rentals Destinations 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$557
includes taxes & fees
15 May - 16 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.
Outdoor pool
Oceanfront - it is easy to fall asleep listening to the sounds of the waves
10.0 out of 10, Exceptional, (39)
"A quiet relaxing spot listening to the waves on the rocks below. Easy sleeping and beautiful view."
Oceanfront - it is easy to fall asleep listening to the sounds of the waves
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$434
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, (469)
"This property was amazing. The view was outstanding, access to the snorkeling area, pool & hot tub. The peacock that lives around the property is beautiful & we saw a few iguanas too. The housekeeping service was great, made our visit stress free. We loved the double doors that open out to the amazing view and cooked in a couple nights to enjoy the view. The store on the property is so convenient. We hope to be back one day."
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$1,624
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$1,493
includes taxes & fees
15 May - 16 May
Marriott's Frenchman's Cove
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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.

Everything you need to know about Charlotte Amalie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charlotte Amalie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Charlotte Amalie holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charlotte Amalie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlotte Amalie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlotte Amalie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlotte Amalie holiday rentals we have selected for you start as low as NZ$434 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charlotte Amalie rentals

At Expedia, we put the best Charlotte Amalie holiday 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 Charlotte Amalie 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 Charlotte Amalie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlotte Amalie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews in Charlotte Amalie
Expedia verified reviews

Bunker Hill Hotel

Bunker Hill Hotel

5/5 Excellent
"Super friendly staff Excellent budget stay option. Rooms were clean, shower pressure was excellent, the complimentary breakfast was simple yet delicious. I would absolutely book here again."
A verified traveller stayed at Bunker Hill Hotel
Posted 18 hours ago
Bunker Hill Hotel