Luxury Vacation Rentals in Cruz Bay

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 10 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Cruz Bay

Luxury

Villa Kia Orana St John, USVI

4 bedrooms•6 baths

•

New

~$320 less than other sites

Luxury

Cinnamon Ridge

6 bedrooms•7 baths

•

~$700 less than other sites

Oceanview Villa, Walk to Beach & Cruz Bay

2 bedrooms•1 bath

•

~$45 less than other sites

Oceanview Escape, Walk to Cruz Bay & Beaches

2 bedrooms•1 bath

•

~$35 less than other sites

Cruz Bay Oasis, Walk to Beach & Restaurants

1 bedroom•1 bath

•

~$40 less than other sites

Oceanview Stay - Walk to Beach

2 bedrooms•1 bath

•

~$40 less than other sites

Oceanview Cottage, Walk to Beach & Restaurants

2 bedrooms•1 bath

•

~$50 less than other sites

Scenic Villa, Walk to Cruz Bay & Stunning Views

2 bedrooms•2 baths

•

~$45 less than other sites

Welcome to Cruz Bay

Elevate your St. John getaway with Wander in Cruz Bay. Our luxury vacation rentals in Cruz Bay pair five-star polish with the comfort and privacy of a modern island home, so every moment feels effortless and refined.

Count on hotel-grade amenities throughout your stay, including ultra fast WiFi, inspiring views, pristine cleaning, and 24/7 concierge support. Thoughtful spaces make it easy to switch from poolside relaxation to a productive work session without missing a beat.

Book with confidence and arrive to exactly what you expected, styled to perfection and ready for you to unwind the moment you walk in.

Destinations near Cruz Bay

Charlotte Amalie East

St. John VI

Available soon in Cruz Bay

Luxury

Villa Kia Orana St John, USVI

4 bedrooms•6 baths

•

New

~$320 less than other sites

Luxury

Cinnamon Ridge

6 bedrooms•7 baths

•

~$700 less than other sites

Oceanview Villa, Walk to Beach & Cruz Bay

2 bedrooms•1 bath

•

~$45 less than other sites

Oceanview Escape, Walk to Cruz Bay & Beaches

2 bedrooms•1 bath

•

~$35 less than other sites

Cruz Bay Oasis, Walk to Beach & Restaurants

1 bedroom•1 bath

•

~$40 less than other sites

Oceanview Stay - Walk to Beach

2 bedrooms•1 bath

•

~$40 less than other sites

Oceanview Cottage, Walk to Beach & Restaurants

2 bedrooms•1 bath

•

~$50 less than other sites

Scenic Villa, Walk to Cruz Bay & Stunning Views

2 bedrooms•2 baths

•

~$45 less than other sites

Featured vacation rentals in Cruz Bay

Luxury

Villa Kia Orana St John, USVI

4 bedrooms•6 baths

•

New

~$320 less than other sites

Luxury

Cinnamon Ridge

6 bedrooms•7 baths

•

~$700 less than other sites

Luxury

Castle at Cabrita

3 bedrooms•3.5 baths

•

~$650 less than other sites

Highlights in Cruz Bay

Discover pristine white-sand beaches, vibrant coral reefs, and rich colonial history in this tropical gateway to St. John.

Trunk Bay

Honeymoon Beach

Virgin Islands National Park Visitor Center

Wharfside Village

Annaberg Plantation

Cinnamon Bay Beach

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 Cruz Bay

Luxury

Villa Kia Orana St John, USVI

4 bedrooms•6 baths

•

New

~$320 less than other sites

Luxury

Cinnamon Ridge

6 bedrooms•7 baths

•

~$700 less than other sites

Oceanview Villa, Walk to Beach & Cruz Bay

2 bedrooms•1 bath

•

~$45 less than other sites

Oceanview Escape, Walk to Cruz Bay & Beaches

2 bedrooms•1 bath

•

~$35 less than other sites

Cruz Bay Oasis, Walk to Beach & Restaurants

1 bedroom•1 bath

•

~$40 less than other sites

Oceanview Stay - Walk to Beach

2 bedrooms•1 bath

•

~$40 less than other sites

Oceanview Cottage, Walk to Beach & Restaurants

2 bedrooms•1 bath

•

~$50 less than other sites

Scenic Villa, Walk to Cruz Bay & Stunning Views

2 bedrooms•2 baths

•

~$45 less than other sites

View all homes

Most popular amenities for vacation rentals in Cruz Bay

Other popular amenities & vacation types in Cruz Bay

Family vacation rentals in Cruz Bay

Large group vacation rentals in Cruz Bay

Hot tub vacation rentals in Cruz Bay

Discover more of Cruz Bay

Cruz Bay hums with island energy, its sheltered harbor set against emerald hills and turquoise water. Ferries connect you to St. Thomas in minutes, while charters and water taxis fan out to nearby cays and reefs.

Just beyond town, protected parkland blankets most of St. John with powder-soft beaches, calm coves, and panoramic overlooks. Snorkel over coral gardens, wander past historic sugar mill ruins, and watch the sun sink over Pillsbury Sound as the sky turns molten.

The mix of lively waterfront and untouched nature makes this corner of the Caribbean irresistible. It is why Wander’s luxury vacation rentals in Cruz Bay are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Cruz Bay

Why should I book a Wander in Cruz Bay over other vacation rentals?

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

Every home in Cruz Bay 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 Cruz Bay?

Some of our most popular vacation rentals in Cruz Bay include Villa Kia Orana St John, USVI, Cinnamon Ridge, and Oceanview Villa | Walk to Beach & Cruz Bay. 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 Cruz Bay?

Wander offers 10 vacation rentals in Cruz Bay, 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 Cruz Bay?

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

Do Wander’s vacation rentals in Cruz Bay have WiFi access?

Yes. Every Wander home in Cruz Bay 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.