Luxury Vacation Rentals in Charlotte Amalie

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 57 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Charlotte Amalie

Luxury

Ciel Bleu

4 bedrooms•5 baths

•

~$320 less than other sites

Ruby Ridge

4 bedrooms•4 baths

•

~$375 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$375 less than other sites

Skyline Sunshine

3 bedrooms•3 baths

•

~$205 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$240 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$240 less than other sites

Welcome to Charlotte Amalie

Set your sights on the Caribbean with our luxury vacation rentals in Charlotte Amalie, Virgin Islands, U.S. These refined homes pair sweeping sea views with rare privacy, giving you a polished island base that feels entirely your own.

Every Wander stay blends hotel-grade service with residential comfort: ultra fast WiFi, plush linens, thoughtful smart-home touches, pristine cleaning, and 24/7 concierge. Generous kitchens and lounges extend to breezy terraces, many with private pools, so work and relaxation flow naturally.

Choose from contemporary island retreats sized for couples or groups, all consistently beautiful and professionally operated. Book with confidence knowing a Wander always looks like the photos.

Destinations near Charlotte Amalie

St. Thomas

Available soon in Charlotte Amalie

Salt & Sage

6 bedrooms•6 baths

•

New

~$275 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

Isla Vista Estate

5 bedrooms•4 baths

•

New

~$215 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$1,165 less than other sites

Bellevue Estate

2 bedrooms•2 baths

•

New

~$575 less than other sites

Bellevue Estate

2 bedrooms•2 baths

•

New

~$575 less than other sites

Salt & Sage

6 bedrooms•6 baths

•

~$275 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$1,165 less than other sites

Featured vacation rentals in Charlotte Amalie

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

Villa Mas

4 bedrooms•4 baths

•

~$565 less than other sites

Luxury

One Perfect Day

9 bedrooms•9 baths

•

~$2,880 less than other sites

Luxury

Eternity Villa

5 bedrooms•6 baths

•

New

~$690 less than other sites

Luxury

Villa Mas

4 bedrooms•4 baths

•

~$565 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

Highlights in Charlotte Amalie

Discover a vibrant Caribbean hub rich in Danish colonial history, world-class duty-free shopping, and breathtaking tropical beaches.

Fort Christian

99 Steps

Magens Bay

Drake's Seat

Skyride to Paradise Point

Main Street Shopping District

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Charlotte Amalie

Luxury

Ciel Bleu

4 bedrooms•5 baths

•

~$320 less than other sites

Ruby Ridge

4 bedrooms•4 baths

•

~$375 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$375 less than other sites

Skyline Sunshine

3 bedrooms•3 baths

•

~$205 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$240 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$240 less than other sites

View all homes

Most popular amenities for vacation rentals in Charlotte Amalie

Other popular amenities & vacation types in Charlotte Amalie

Family vacation rentals in Charlotte Amalie

Discover more of Charlotte Amalie

Charlotte Amalie mixes storied Danish-Caribbean architecture with a vibrant harbor scene. Step-streets like the 99 Steps climb to viewpoints, while red-roofed facades and stone alleyways frame designer shops and duty-free boutiques along Main Street.

Crystal coves and calm waters sit within easy reach for sailing and snorkel trips, and sunset paints the hills above the bay in gold. As the cultural and maritime heartbeat of St. Thomas, the town hums from morning markets to evening waterfront strolls.

This is why Wander’s luxury vacation rentals in Charlotte Amalie, Virgin Islands, U.S. are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Charlotte Amalie

Why should I book a Wander in Charlotte Amalie over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Charlotte Amalie delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Charlotte Amalie?

Some of our most popular vacation rentals in Charlotte Amalie include Ciel Bleu, Ruby Ridge, and Bellevue Estate (9 bedrooms). Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Charlotte Amalie?

Wander offers 57 vacation rentals in Charlotte Amalie, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Charlotte Amalie?

You can check-in to Wander vacation rentals in Charlotte Amalie after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Charlotte Amalie have WiFi access?

Yes. Every Wander home in Charlotte Amalie has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.