Luxury Vacation Rentals for Families 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 33 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Red Hook

Turquoise Dreams (WG1722)

2 bedrooms•2 baths

•

~$110 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$350 less than other sites

Skyline Sunshine

3 bedrooms•3 baths

•

~$210 less than other sites

Pineapple Village 3208

2 bedrooms•3 baths

•

~$105 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$235 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Almost Heaven (WG1422)

2 bedrooms•2 baths

•

~$80 less than other sites

Welcome to family adventures in Red Hook

Bring the whole crew to the Caribbean with Wander’s luxury family vacation rentals in Red Hook, VI. Our homes pair hotel-grade polish with the comfort of a private residence, so everyone can spread out and settle in.

Expect multiple bedrooms, full kitchens, smart home features, and ultra fast WiFi for school or work. Many homes include private or community pools and inspiring ocean views, all supported by pristine cleaning and 24/7 concierge service.

Designed for easy routines and unhurried moments, these stays make family time effortless, from sunrise pancakes to starlit game nights.

Available soon in Red Hook

Turquoise Dreams (WG1722)

2 bedrooms•2 baths

•

~$110 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$350 less than other sites

Pineapple Village 3208

2 bedrooms•3 baths

•

~$105 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$235 less than other sites

Almost Heaven (WG1422)

2 bedrooms•2 baths

•

~$80 less than other sites

Luxury

Sunset Sanctuary

5 bedrooms•5 baths

•

~$415 less than other sites

Island Paradise Getaway

5 bedrooms•3 baths

•

~$290 less than other sites

Featured family vacation rentals in Red Hook

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

St. Sheridan Island

5 bedrooms•5 baths

•

~$520 less than other sites

Luxury

One Perfect Day

9 bedrooms•9 baths

•

~$2,780 less than other sites

Bellevue Estate

2 bedrooms•2 baths

•

New

~$585 less than other sites

Luxury

Bellevue Estate

6 bedrooms•6 baths

•

New

~$870 less than other sites

Luxury

Windsong

6 bedrooms•6 baths

•

~$1,000 less than other sites

Highlights in Red Hook

Discover family-friendly beaches, thrilling marine encounters, and island-hopping adventures from the vibrant coastal hub of Red Hook.

Coral World Ocean Park

Sapphire Beach

Coki Point Beach

Lindquist Beach (Smith Bay Park)

Red Hook Ferry Terminal

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

Turquoise Dreams (WG1722)

2 bedrooms•2 baths

•

~$110 less than other sites

Luxury

Ruby Ridge

4 bedrooms•4 baths

•

~$350 less than other sites

Skyline Sunshine

3 bedrooms•3 baths

•

~$210 less than other sites

Pineapple Village 3208

2 bedrooms•3 baths

•

~$105 less than other sites

Villa Harmony

5 bedrooms•3 baths

•

~$360 less than other sites

CalypsoBlu

3 bedrooms•3 baths

•

~$235 less than other sites

Luxury

Bellevue Estate

9 bedrooms•8 baths

•

New

~$1,550 less than other sites

Almost Heaven (WG1422)

2 bedrooms•2 baths

•

~$80 less than other sites

View all homes

Most popular amenities for family vacation rentals in Red Hook

More popular family destinations near Red Hook

Family vacation rentals in St. Croix

Family vacation rentals in St. Thomas

Family vacation rentals in Charlotte Amalie

Family vacation rentals in Charlotte Amalie East

Family vacation rentals in St. John

Other popular amenities & vacation types in Red Hook

Large group vacation rentals in Red Hook

Private pool vacation rentals in Red Hook

Discover more family fun in Red Hook

On St. Thomas’s East End, Red Hook balances a buzzing marina with tranquil, crystal-clear bays that are ideal for kids. Sapphire, Secret Harbour, and Lindquist beaches sit close by, offering gentle surf and excellent visibility for snorkeling.

Getting around is simple. The ferry to St. John departs right from town, sailing charters gather at the docks, and casual waterfront spots make mealtimes easy between swims. Coral World Ocean Park is a short drive away for hands-on marine encounters, and sunset sails showcase glowing pastel skies.

With so much within reach, Wander’s luxury family 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 family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family 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 family vacation rentals in Red Hook?

Some of our most popular family vacation rentals in Red Hook include Turquoise Dreams (WG1722), Ruby Ridge, and Skyline Sunshine 3BR. 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 family vacation rentals does Wander have available in Red Hook?

Wander offers 33 family 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 family vacation rentals in Red Hook?

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

Do Wander’s family 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.