Luxury Vacation Rentals with a Private Pool in VI

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

Top-rated private pool vacation rentals in VI

Home in St. Thomas

3 bedrooms•3 baths

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Home in St. Thomas

2 bedrooms•2 baths

Home in St. Thomas

2 bedrooms•2 baths

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Home in St. Thomas

3 bedrooms•3 baths

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Luxury

Home in St. Thomas

6 bedrooms•6 baths

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Luxury

Home in St. Thomas

6 bedrooms•6 baths

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Home in St. Thomas

2 bedrooms•2 baths

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Home in St. Thomas

3 bedrooms•2 baths

Welcome to private poolside luxury in VI

Retreat to Wander's luxury private pool vacation rentals in VI, where the polish of a luxury hotel meets the ease of a private island home. Our portfolio spans St. Thomas, Red Hook, Charlotte Amalie and Charlotte Amalie East, St. John, and St. Croix, with each residence meticulously maintained and exactly as shown.

Step into sanctuaries with private pools framed by Caribbean views, expansive terraces, shaded cabanas, and alfresco lounges. Inside, find chef-ready kitchens, plush bedding, smart home controls, and ultra fast WiFi for effortless work and downtime.

With pristine cleaning and 24/7 concierge service, every moment feels effortless. Settle in and make the pool your daily ritual.

Available soon in VI

Home in St. Thomas

1 bedroom•2 baths

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Home in St. Thomas

2 bedrooms•2 baths

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Home in St. Thomas

2 bedrooms•3 baths

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Home in St. Thomas

5 bedrooms•3 baths

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Luxury

Home in St. Thomas

5 bedrooms•5 baths

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Home in St. Thomas

2 bedrooms•3 baths

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Home in St. Thomas

2 bedrooms•2 baths

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Luxury

Home in St. Thomas

4 bedrooms•4 baths

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Featured private pool vacation rentals in VI

Luxury

Home in St. Thomas

9 bedrooms•8 baths

New

Home in St. Thomas

4 bedrooms•4 baths

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Iconic

Home in St. Croix

7 bedrooms•6 baths

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New

Luxury

Home in St. Thomas

5 bedrooms•5 baths

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Luxury

Home in St. Thomas

5 bedrooms•6 baths

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New

Luxury

Home in St. John

5 bedrooms•6 baths

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New

Property in St. John VI

6 bedrooms•7 baths

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Luxury

Home in St. Thomas

9 bedrooms•9 baths

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Highlights in VI

Discover a tropical paradise of pristine white-sand beaches, vibrant coral reefs, and rich colonial history across these idyllic Caribbean islands.

Trunk Bay

Magens Bay

Virgin Islands National Park

Buck Island Reef National Monument

Charlotte Amalie Historic District

Christiansted National Historic Site

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 VI

Home in St. Thomas

3 bedrooms•3 baths

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Home in St. Thomas

2 bedrooms•2 baths

Home in St. Thomas

2 bedrooms•2 baths

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Home in St. Thomas

3 bedrooms•3 baths

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Luxury

Home in St. Thomas

6 bedrooms•6 baths

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Luxury

Home in St. Thomas

6 bedrooms•6 baths

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Home in St. Thomas

2 bedrooms•2 baths

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Home in St. Thomas

3 bedrooms•2 baths

View all homes

Most popular amenities for private pool vacation rentals in VI

Beach essentials (11)

Mountain view (27)

Sound system (10)

More popular private pool destinations in VI

Private pool vacation rentals in St. Thomas

Private pool vacation rentals in Red Hook

Private pool vacation rentals in Charlotte Amalie

Private pool vacation rentals in Charlotte Amalie East

Private pool vacation rentals in St. John

Private pool vacation rentals in St. Croix

Other popular amenities & vacation types in VI

Beachfront vacation rentals in VI

Family vacation rentals in VI

Pet-friendly vacation rentals in VI

Large group vacation rentals in VI

Hot tub vacation rentals in VI

Discover more beyond the pool in VI

Crystalline bays, steady trade winds, and a storied Caribbean heritage define the U.S. Virgin Islands. St. Thomas brings panoramic lookouts like Drake’s Seat and the bustle of Charlotte Amalie’s harbor, while Red Hook keeps you close to easy inter-island ferries and yacht-filled marinas.

Across the channel, St. John is largely protected parkland, from Trunk Bay’s sugar-white sands to Reef Bay’s petroglyphs and sea turtles drifting through Maho Bay. St. Croix offers famed diving at the Wall at Cane Bay, the underwater wonder of Buck Island Reef, and a glowing bioluminescent bay at Salt River.

All of this makes Wander’s luxury private pool vacation rentals in VI the perfect choice, whether you travel for work or leisure.

FAQs: Vacation Rentals in VI

Why should I book a Wander in VI 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 VI 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 VI?

Some of our most popular private pool vacation rentals in VI include Luna Sol (Anchorage 202), Z - Anchorage 11, 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 VI?

Wander offers 68 private pool vacation rentals in VI, 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 VI?

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

Do Wander’s private pool vacation rentals in VI have WiFi access?

Yes. Every Wander home in VI 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.