Luxury Vacation Rentals for Large Groups 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 11 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Charlotte Amalie

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Villa Mas

4 bedrooms•4 baths

•

~$545 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$290 less than other sites

Luxury

One Perfect Day

9 bedrooms•9 baths

•

~$2,780 less than other sites

Luxury

Calypso Delight

5 bedrooms•5 baths

•

~$330 less than other sites

Salt & Sage

6 bedrooms•6 baths

•

~$260 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$870 less than other sites

Welcome to your large group retreat in Charlotte Amalie

Bring everyone together in Charlotte Amalie with space to spread out and connect. Our luxury large-group vacation rentals in Charlotte Amalie, VI pair five-star consistency with the comfort of a private Caribbean estate.

Expect multi-bedroom floor plans with several primary suites, expansive great rooms, and chef-grade kitchens designed for shared meals. Think double refrigerators, long dining tables, and indoor-outdoor living that flows to terraces, pools, and panoramic harbor views. Every home includes hotel-grade amenities, pristine cleaning, ultrafast WiFi, private gyms or workspaces, and 24/7 concierge support so large parties can relax without compromise.

Available soon in Charlotte Amalie

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$290 less than other sites

Luxury

Calypso Delight

5 bedrooms•5 baths

•

~$330 less than other sites

Salt & Sage

6 bedrooms•6 baths

•

~$260 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$870 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

St. Sheridan Island

5 bedrooms•5 baths

•

~$520 less than other sites

Luxury

Windsong

6 bedrooms•6 baths

•

~$1,000 less than other sites

Featured large group vacation rentals in Charlotte Amalie

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Villa Mas

4 bedrooms•4 baths

•

~$545 less than other sites

Luxury

One Perfect Day

9 bedrooms•9 baths

•

~$2,780 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$870 less than other sites

St. Sheridan Island

5 bedrooms•5 baths

•

~$520 less than other sites

Luxury

Windsong

6 bedrooms•6 baths

•

~$1,000 less than other sites

Highlights in Charlotte Amalie

Perfect for large groups, Charlotte Amalie offers stunning beaches, historic landmarks, and vibrant group-friendly excursions for an unforgettable Caribbean getaway.

Magens Bay Beach

Skyride to Paradise Point

Coral World Ocean Park

Charlotte Amalie Historic District

Drake's Seat

Honeymoon Beach on Water Island

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

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Villa Mas

4 bedrooms•4 baths

•

~$545 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$290 less than other sites

Luxury

One Perfect Day

9 bedrooms•9 baths

•

~$2,780 less than other sites

Luxury

Calypso Delight

5 bedrooms•5 baths

•

~$330 less than other sites

Salt & Sage

6 bedrooms•6 baths

•

~$260 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$870 less than other sites

View all homes

Most popular amenities for large group vacation rentals in Charlotte Amalie

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Discover more large groups activities in Charlotte Amalie

Set on a sapphire harbor beneath emerald hills, Charlotte Amalie fuses Danish heritage with island energy. Stroll the 99 Steps and coral-stone lanes, then browse duty-free boutiques along Main Street. Superyachts idle at Yacht Haven Grande while ferries zip to Water Island and Hassel Island.

Days swing from calm coves to epic viewpoints. Swim at Lindbergh Bay, snorkel Turtle Cove on Buck Island, or ride the Skyride to Paradise Point for sunset. Fort Christian and Emancipation Garden deepen the capital’s story. This mix of culture, scenery, and easy access is why Wander’s luxury vacation rentals in Charlotte Amalie, VI are the perfect choice, whether you are here for work or celebration.

FAQs: Vacation Rentals in Charlotte Amalie

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

Wander offers a level of consistency and quality you won’t find with most large group 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 large group vacation rentals in Charlotte Amalie?

Some of our most popular large group vacation rentals in Charlotte Amalie include Bellevue Estate (9 bedrooms), Sunset Sanctuary, and Villa Mas. 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 large group vacation rentals does Wander have available in Charlotte Amalie?

Wander offers 11 large group 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 large group vacation rentals in Charlotte Amalie?

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

Do Wander’s large group 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.