Luxury Vacation Rentals with a Private Pool in Tavernier

Luxury Vacation Rentals with a Private Pool in Tavernier

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

Top-rated private pool vacation rentals in Tavernier

Front Beach, Paradise Villa, Islamorada FL Keys property photo 1
Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths
24,007 US dollars for 3 nights•
New

~$2,130 less than other sites

Serene Oceanfront Keys Condo property photo 1

Serene Oceanfront Keys Condo

2 bedrooms•2 baths
527 US dollars for 2 nights•

~$35 less than other sites

Welcome to private poolside luxury in Tavernier

Welcome to private poolside luxury in Tavernier

Sink into island time at Wander’s luxury private-pool vacation rentals in Tavernier. Our handpicked homes pair resort-level polish with the privacy of a Keys escape, so you never have to choose between indulgence and comfort.
Expect heated pools framed by lush landscaping, generous sun decks, seamless indoor-outdoor living, chef-ready kitchens, premium linens, dedicated workspaces, fiber-fast WiFi, pristine housekeeping, and 24/7 concierge. Every space is photo-true and expertly operated to keep your stay effortless.
From contemporary coastal retreats to tranquil waterfront sanctuaries, your private pool is always the centerpiece.

Available soon in Tavernier

Front Beach, Paradise Villa, Islamorada FL Keys property photo 1
Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths
24,007 US dollars for 3 nights•
New

~$2,130 less than other sites

Serene Oceanfront Keys Condo property photo 1

Serene Oceanfront Keys Condo

2 bedrooms•2 baths
527 US dollars for 2 nights•

~$35 less than other sites

Featured private pool vacation rentals in Tavernier

Front Beach, Paradise Villa, Islamorada FL Keys property photo 1
Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths
24,007 US dollars for 3 nights•
New

~$2,130 less than other sites

Highlights in Tavernier

Discover a laid-back Florida Keys escape filled with vibrant marine life, pristine coastal parks, and historic island charm.
Laura Quinn Wild Bird Care Center
Harry Harris Beach and Park
John Pennekamp Coral Reef State Park
Theater of the Sea
Windley Key Fossil Reef Geological State Park
Tavernier Key

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 Tavernier

Front Beach, Paradise Villa, Islamorada FL Keys property photo 1
Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths
24,007 US dollars for 3 nights•
New

~$2,130 less than other sites

Serene Oceanfront Keys Condo property photo 1

Serene Oceanfront Keys Condo

2 bedrooms•2 baths
527 US dollars for 2 nights•

~$35 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in Tavernier

Jacuzzi (2)
Hot tub (2)
Outdoor pool (2)
Waterfront (2)
Beach access (2)
Beach essentials (1)
Sound system (1)
Safe (2)
Hammock (1)
Fire pit (1)
Patio (1)
Dryer (2)
Garden (1)
Oven (2)
Washer (2)
Balcony (1)

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Other popular amenities & vacation types in Tavernier

Family vacation rentals in Tavernier
Discover more beyond the pool in Tavernier

Discover more beyond the pool in Tavernier

Between Key Largo and Islamorada, Tavernier balances small-town calm with classic Keys adventure. Clear shallows fade to brilliant reef blues, coconut palms frame wide horizons, and days flow to the rhythm of sunrise over the Atlantic and sunset across Florida Bay.
Set out for reef snorkeling, backcountry fishing, or savor unhurried hours at Harry Harris Park’s family-friendly beach and lagoon. The Overseas Highway puts unforgettable drives within easy reach, yet Tavernier keeps the bustle at bay, rewarding you with star-filled skies and salt-laced breezes.
That ease and beauty are why Wander’s luxury private-pool vacation rentals in Tavernier are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Tavernier

Why should I book a Wander in Tavernier 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 Tavernier 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 Tavernier?

Some of our most popular private pool vacation rentals in Tavernier include Front Beach | Paradise Villa | Islamorada FL Keys, Serene Oceanfront Keys Condo, and Front Beach | Paradise Villa | Islamorada FL Keys. 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 Tavernier?

Wander offers 2 private pool vacation rentals in Tavernier, 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 Tavernier?

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

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

Yes. Every Wander home in Tavernier 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.