Luxury Vacation Rentals with a Private Pool in St. John

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 5 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in St. John

Luxury

Home in St. John

5 bedrooms•6 baths

•

New

Property in St. John VI

6 bedrooms•7 baths

•

Home in St. Thomas

2 bedrooms•2 baths

•

Home in St. Thomas

3 bedrooms•3 baths

•

Home in St. Thomas

2 bedrooms•2 baths

•

Welcome to private poolside luxury in St. John

Retreat to sunlit serenity with Wander’s luxury private-pool vacation rentals in St. John, VI. Our homes pair resort polish with the ease of a private Caribbean residence, giving you a secluded pool all to yourself and room to unwind on island time. Wake to sea-kissed light and step straight to your own poolside oasis.

Expect expansive terraces, generous indoor and outdoor spaces, serene primary suites, and fully equipped kitchens designed for effortless gatherings. Hotel-grade finishes, ultra fast WiFi, meticulous cleaning, and 24/7 concierge service make every detail feel considered. Privacy, comfort, and a beautiful pool come standard.

Available soon in St. John

Property in St. John VI

6 bedrooms•7 baths

•

Home in St. Thomas

3 bedrooms•3 baths

•

Featured private pool vacation rentals in St. John

Luxury

Home in St. John

5 bedrooms•6 baths

•

New

Property in St. John VI

6 bedrooms•7 baths

•

Highlights in St. John

Discover a tropical paradise of pristine white-sand beaches, lush national park trails, and historic sugar plantation ruins on St. John.

Trunk Bay

Virgin Islands National Park

Annaberg Plantation

Reef Bay Trail

Cinnamon Bay

Cruz Bay

Honeymoon 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 St. John

Luxury

Home in St. John

5 bedrooms•6 baths

•

New

Property in St. John VI

6 bedrooms•7 baths

•

Home in St. Thomas

2 bedrooms•2 baths

•

Home in St. Thomas

3 bedrooms•3 baths

•

Home in St. Thomas

2 bedrooms•2 baths

•

View all homes

Most popular amenities for private pool vacation rentals in St. John

More popular private pool destinations near St. John

Private pool vacation rentals in Charlotte Amalie

Private pool vacation rentals in Charlotte Amalie East

Private pool vacation rentals in St. Thomas

Private pool vacation rentals in Red Hook

Private pool vacation rentals in St. Croix

Other popular amenities & vacation types in St. John

Family vacation rentals in St. John

Large group vacation rentals in St. John

Discover more beyond the pool in St. John

St. John rewards travelers with untouched beauty at every turn. With most of the island protected as Virgin Islands National Park, its shores glow turquoise, trails weave through fragrant forests, and viewpoints reveal sweeping horizons. Spend lazy days at Trunk and Cinnamon Bay, snorkel with turtles in Maho, or follow the North Shore Road.

Evenings bring an easy island rhythm in Cruz Bay, while Coral Bay stays delightfully unhurried. This rare blend of wild nature and refined ease is why Wander’s luxury private-pool vacation rentals in St. John, VI are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in St. John

Why should I book a Wander in St. John over other private pool vacation rentals?

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

Every home in St. John 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 private pool vacation rentals in St. John?

Some of our most popular private pool vacation rentals in St. John include Casa Mare STJ, Cinnamon Ridge, and A Shore Thing (9 Tracy Way). 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 private pool vacation rentals does Wander have available in St. John?

Wander offers 5 private pool vacation rentals in St. John, 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 private pool vacation rentals in St. John?

You can check-in to Wander private pool vacation rentals in St. John after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in St. John have WiFi access?

Yes. Every Wander home in St. John 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.