Luxury Vacation Rentals for Large Groups in Red Hook

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 25 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Red Hook

Villa Mas

4 bedrooms•4 baths

•

~$565 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

Skyline Sunshine

7 bedrooms•7 baths

•

~$430 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$310 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$375 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

St. Sheridan Island

5 bedrooms•5 baths

•

~$570 less than other sites

Welcome to your large group retreat in Red Hook

Gather the crew and stretch out in style with Wander's luxury large-group vacation rentals in Red Hook, VI. Our hand-picked homes deliver the polish of a five-star hotel and the privacy of a Caribbean retreat, so everyone has room to relax, connect, and recharge.

Expect multi-suite layouts, expansive indoor-outdoor living, and chef-ready kitchens made for crowd-pleasing dinners. Think generous dining areas, multiple lounges, ultra fast WiFi, and dedicated workspaces for those mixing business with leisure. Many homes feature pools, gyms, and panoramic sea views, all professionally cleaned and supported by 24/7 concierge service. With Wander, what you see is exactly what you arrive to.

Available soon in Red Hook

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$310 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$375 less than other sites

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

Salt & Sage

6 bedrooms•6 baths

•

~$275 less than other sites

Featured large group vacation rentals in Red Hook

Villa Mas

4 bedrooms•4 baths

•

~$565 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

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

One Perfect Day

9 bedrooms•9 baths

•

~$2,880 less than other sites

Luxury

Eternity Villa

5 bedrooms•6 baths

•

New

~$740 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 Red Hook

Gather your group to experience Red Hook’s vibrant marina life, pristine beaches, and seamless island-hopping adventures on St. Thomas.

Sapphire Beach

Red Hook Ferry Terminal

Coral World Ocean Park

Lindquist Beach

American Yacht Harbor

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 Red Hook

Villa Mas

4 bedrooms•4 baths

•

~$565 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$430 less than other sites

Skyline Sunshine

7 bedrooms•7 baths

•

~$430 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$310 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$375 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,650 less than other sites

St. Sheridan Island

5 bedrooms•5 baths

•

~$570 less than other sites

View all homes

Most popular amenities for large group vacation rentals in Red Hook

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Discover more large groups activities in Red Hook

Bordering Pillsbury Sound and a lively marina, Red Hook pairs island energy with easy access to St. John and the cays. Sunrise paints the harbor, and afternoons slip between soft-sand stops like Sapphire Beach, Secret Harbour, Cowpet Bay, and Vessup. Trade winds keep things comfortable year-round.

An easy hub for groups, with ferries, charter boats, and provisioning at your fingertips, plus a walkable cluster of waterfront restaurants and live music. Reefs sit close to shore for quick snorkel runs, and day sails depart from the docks. That is why Wander's luxury large-group vacation rentals in Red Hook, VI are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Red Hook

Why should I book a Wander in Red Hook 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 Red Hook 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 Red Hook?

Some of our most popular large group vacation rentals in Red Hook include Villa Mas, Sunset Sanctuary, and Skyline Sunshine 7BR. 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 Red Hook?

Wander offers 25 large group vacation rentals in Red Hook, 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 Red Hook?

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

Do Wander’s large group vacation rentals in Red Hook have WiFi access?

Yes. Every Wander home in Red Hook 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.