Luxury Vacation Rentals with a Private Pool in Key Biscayne

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

Top-rated private pool vacation rentals in Key Biscayne

Property in Key Biscayne

5 bedrooms•4 baths

New

Home in Key Biscayne

1 bedroom•1 bath

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Luxury

Home in Miami

6 bedrooms•7 baths

Home in Miami

1 bedroom•1 bath

New

Welcome to private poolside luxury in Key Biscayne

Escape to our collection of luxury private pool vacation rentals in Key Biscayne. Set on a serene island just off Miami, each Wander home pairs the polish of a luxury hotel with the comfort of a private residence, including hotel-grade amenities, inspiring views, pristine cleaning, and 24/7 concierge.

Choose from sleek bayfront estates and modern ocean-view villas with heated pools, outdoor lounges, and chef-grade kitchens. Ultra fast WiFi, dedicated work zones, and thoughtful smart home touches make it effortless to blend productivity with poolside downtime. With Wander, what you see in the photos is exactly what you get.

Available soon in Key Biscayne

Property in Key Biscayne

5 bedrooms•4 baths

•

New

Luxury

Home in Miami

6 bedrooms•7 baths

•

Home in Miami

1 bedroom•1 bath

•

New

Featured private pool vacation rentals in Key Biscayne

Property in Key Biscayne

5 bedrooms•4 baths

New

Luxury

Home in Miami

6 bedrooms•7 baths

Highlights in Key Biscayne

Discover an island paradise of pristine sandy beaches, historic lighthouses, and lush coastal nature preserves just minutes from downtown Miami.

Bill Baggs Cape Florida State Park

Crandon Park

Cape Florida Lighthouse

Marjory Stoneman Douglas Biscayne Nature Center

Historic Virginia Key Beach Park

Stiltsville

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 Key Biscayne

Property in Key Biscayne

5 bedrooms•4 baths

New

Home in Key Biscayne

1 bedroom•1 bath

•

Luxury

Home in Miami

6 bedrooms•7 baths

Home in Miami

1 bedroom•1 bath

New

View all homes

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Discover more beyond the pool in Key Biscayne

Framed by the Atlantic on one side and Biscayne Bay on the other, Key Biscayne blends barefoot ease with rare privacy. Mornings bring glassy water for paddleboarding and sailing, afternoons invite time on broad, sunlit beaches, and evenings glow with Miami skyline sunsets across the bay.

Explore Crandon Park’s wide sands, the historic Cape Florida Lighthouse at Bill Baggs, shaded bike paths, and calm coves that let nature set the pace. Close to the city yet distinctly removed from its rush, the island makes unwinding feel effortless. This is why Wander's luxury private pool vacation rentals in Key Biscayne are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Key Biscayne

Why should I book a Wander in Key Biscayne 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 Key Biscayne 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 Key Biscayne?

Some of our most popular private pool vacation rentals in Key Biscayne include Villa Biscayne, Newly Renovated Ritz-Carlton Key Biscayne Suite, and Luxury Penthouse in Brickell • 6 Bedrooms. 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 Key Biscayne?

Wander offers 4 private pool vacation rentals in Key Biscayne, 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 Key Biscayne?

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

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

Yes. Every Wander home in Key Biscayne 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.