Book Holiday Homes in Charlotte Amalie

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Charlotte Amalie

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

St. John
When you stay at this vacation home in St. John, you'll be by the sea, within a 15-minute walk of Virgin Islands National Park and Hansen Bay Beach.
Opens in a new windowGorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

St. Thomas
With a stay at this vacation home in St. Thomas, you'll be within a 10-minute drive of Bolongo Bay and Nazareth Bay.
Opens in a new windowBrand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More
Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!

Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!

Cruz Bay St John
With a stay at this vacation home in St. John (Upper Carolina), you'll be within a 10-minute drive of Virgin Islands National Park and Emmaus Moravian ...
Opens in a new windowAlta Vista - Mint condition, private pool, 50 mile views and a backup generator!
Save an average of 15% on thousands of hotels when you're signed in
New 2BR villa w/ balcony near Cruz Bay

New 2BR villa w/ balcony near Cruz Bay

St John
A stay at this vacation home places you in the heart of St. John, within a 10-minute walk of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowNew 2BR villa w/ balcony near Cruz Bay
Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

St. John St John
When you stay at this vacation home in St. John, you'll be on the beach, within a 15-minute drive of Cruz Bay Beach and Virgin Islands National Park.
Opens in a new windowSunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

St John
With a stay at this vacation home in St. John, you'll be on the beach, within a 10-minute drive of Virgin Islands National Park and Chocolate Hole.
Opens in a new windowSecluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
Scott Beach Villa #5

Scott Beach Villa #5

St. Thomas VI
With a stay at this vacation home in St. Thomas, you'll be within a 15-minute drive of Sapphire Beach and Bolongo Bay.
Opens in a new windowScott Beach Villa #5
Bay Rum Breeze Great Views Private pool, power backup, lovely decor. 4 br/3.5 ba

Bay Rum Breeze Great Views Private pool, power backup, lovely decor. 4 br/3.5 ba

St.John
With a stay at this vacation home in St. John, you'll be a 2-minute drive from Virgin Islands National Park and 10 minutes from Cinnamon Bay Beach.
Opens in a new windowBay Rum Breeze Great Views Private pool, power backup, lovely decor. 4 br/3.5 ba
Cottage-like West Indie town house.  Perfect for two couples or a family!

Cottage-like West Indie town house. Perfect for two couples or a family!

St. John St. John, VI
With a stay at this vacation home in St. John, you'll be a 4-minute drive from Virgin Islands National Park and 9 minutes from Cruz Bay Beach.
Opens in a new windowCottage-like West Indie town house. Perfect for two couples or a family!
Don't see what you're looking for?
See all available properties in Charlotte Amalie
View all properties
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.

Charlotte Amalie Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Charlotte Amalie vacation homes are the perfect way for you to wing it.

Holiday houses in Charlotte Amalie let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Charlotte Amalie in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Charlotte Amalie adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Charlotte Amalie with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Charlotte Amalie vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Charlotte Amalie Holiday Homes essential information

Accommodation
354 Holiday Homes
Lowest Price
AU$302
Highest Price
AU$550
Popular accommodation
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End, Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More, Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!, New 2BR villa w/ balcony near Cruz Bay, Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym, Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!, Scott Beach Villa #5, Bay Rum Breeze Great Views Private pool, power backup, lovely decor. 4 br/3.5 ba, Cottage-like West Indie town house. Perfect for two couples or a family!

Top trending hotels in Charlotte Amalie

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is AU$360 per night from 14 June to 15 June
AU$360
14 June - 15 June
includes taxes & fees
With a stay at Bluebeard's Castle Resort in St. Thomas, you'll be within a 15-minute drive of Bolongo Bay and Magens Bay Beach.
Opens in a new windowBluebeard's Castle Resort
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is AU$550 per night from 10 June to 11 June
AU$550
10 June - 11 June
includes taxes & fees
With a stay at The Westin St. Thomas Beach Resort & Spa in St. Thomas, you'll be on the beach, within a 10-minute drive of Bolongo Bay and Morningstar ...
Opens in a new windowThe Westin St. Thomas Beach Resort & Spa
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
The price is AU$302 per night from 15 May to 16 May
AU$302
15 May - 16 May
includes taxes & fees
When you stay at Windward Passage Hotel in St. Thomas, you'll be near the airport, within a 10-minute drive of Magens Bay Beach and Bolongo Bay.
Opens in a new windowWindward Passage Hotel
Save an average of 15% on thousands of hotels when you're signed in
Emerald Beach Resort

Emerald Beach Resort

3.5 out of 5
8070 Lindbergh Bay St. Thomas St. Thomas
Fully refundableReserve now, pay when you stay
The price is AU$465 per night from 1 June to 2 June
AU$465
1 June - 2 June
includes taxes & fees
When you stay at Emerald Beach Resort in St. Thomas, you'll be on the beach, within a 15-minute drive of Magens Bay Beach and Bolongo Bay.
Opens in a new windowEmerald Beach Resort
Don't see what you're looking for?
See all available properties in Charlotte Amalie
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.