Luxury Vacation Rentals for Large Groups in Key Largo

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 20 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Key Largo

Luxury

Wander Islamorada Island

6 bedrooms•6 baths

•

~$1,975 less than other sites

Endless Summer Key Largo House

5 bedrooms•3 baths

•

~$825 less than other sites

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$1,350 less than other sites

Wander Miami Oasis

4 bedrooms•3.5 baths

•

~$85 less than other sites

11 NW 122 Miami

8 bedrooms•5 baths

•

~$245 less than other sites

Luxury

Modern Villa w Pool + Spacious Outdoor Living

5 bedrooms•5 baths

New

Modern Mediterranean Villa w/ Pool & Games

5 bedrooms•3 baths

•

~$270 less than other sites

Luxury

Brand new Villa with Pool/Jacuzzi/GameRoom

5 bedrooms•6 baths

•

~$450 less than other sites

Welcome to your large group retreat in Key Largo

Gather your favorite people in Key Largo with space to spare. Wander offers luxury large-group vacation rentals in Key Largo that combine the polish of a luxury hotel with the comfort of a private home.

Expect expansive living areas, multiple primary suites for privacy, and chef-ready kitchens made for cooking together. Many homes feature waterfront outlooks, resort-style pools, and generous indoor outdoor lounges so everyone can unwind or connect with ease.

You will enjoy hotel-grade amenities, ultra fast WiFi, pristine cleaning, inspiring views, and 24/7 concierge service. For reunions, retreats, or milestone celebrations, our expertly operated homes make coordinating a big group beautifully simple.

Available soon in Key Largo

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$1,350 less than other sites

Modern Mediterranean Villa w/ Pool & Games

5 bedrooms•3 baths

•

~$270 less than other sites

Luxury

Brand new Villa with Pool/Jacuzzi/GameRoom

5 bedrooms•6 baths

•

~$450 less than other sites

Villa / Pool, Jacuzzi, Pickleball

7 bedrooms•4 baths

•

~$505 less than other sites

Gated Villa, Pool/Spa, Bball & Ping Pong

5 bedrooms•5 baths

•

~$285 less than other sites

Luxury

Modern Lakefront Villa w/ Pool, Jacuzzi and Gym

5 bedrooms•5 baths

•

~$360 less than other sites

Wander Miami Shores Retreat

5 bedrooms•5 baths

•

~$170 less than other sites

Luxury

Luxury Penthouse in Brickell

6 bedrooms•7 baths

•

~$695 less than other sites

Featured large group vacation rentals in Key Largo

Luxury

Wander Islamorada Island

6 bedrooms•6 baths

•

~$1,975 less than other sites

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$1,350 less than other sites

Luxury

Modern Villa w Pool + Spacious Outdoor Living

5 bedrooms•5 baths

New

Modern Mediterranean Villa w/ Pool & Games

5 bedrooms•3 baths

•

~$270 less than other sites

Luxury

Brand new Villa with Pool/Jacuzzi/GameRoom

5 bedrooms•6 baths

•

~$450 less than other sites

Villa / Pool, Jacuzzi, Pickleball

7 bedrooms•4 baths

•

~$505 less than other sites

Gated Villa, Pool/Spa, Bball & Ping Pong

5 bedrooms•5 baths

•

~$285 less than other sites

Luxury

New Modern Estate, Pool / Jacuzzi / GYM / Media Room

6 bedrooms•7 baths

•

~$6,080 less than other sites

Highlights in Key Largo

Gather your group to explore Key Largo's vibrant coral reefs, historic boat charters, and lush state parks perfect for shared adventures.

John Pennekamp Coral Reef State Park

African Queen Canal Cruise

Laura Quinn Wild Bird Sanctuary

Dolphins Plus Marine Coastal Center

Dagny Johnson Key Largo Hammock Botanical State Park

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 Largo

Luxury

Wander Islamorada Island

6 bedrooms•6 baths

•

~$1,975 less than other sites

Endless Summer Key Largo House

5 bedrooms•3 baths

•

~$825 less than other sites

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$1,350 less than other sites

Wander Miami Oasis

4 bedrooms•3.5 baths

•

~$85 less than other sites

11 NW 122 Miami

8 bedrooms•5 baths

•

~$245 less than other sites

Luxury

Modern Villa w Pool + Spacious Outdoor Living

5 bedrooms•5 baths

New

Modern Mediterranean Villa w/ Pool & Games

5 bedrooms•3 baths

•

~$270 less than other sites

Luxury

Brand new Villa with Pool/Jacuzzi/GameRoom

5 bedrooms•6 baths

•

~$450 less than other sites

View all homes

Most popular amenities for large group vacation rentals in Key Largo

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Discover more large groups activities in Key Largo

Where the Keys begin, Key Largo pairs turquoise water with an easy island rhythm. Coral reefs at John Pennekamp and the clear shallows of Florida Bay create a natural playground for snorkeling, boating, and sunset cruising, while the Everglades backcountry adds raw beauty just across the horizon.

Days unfold on the water, then shift to burnished skies, seafood on the dock, and starry nights. The location keeps travel simple, with Miami within reach yet a world away in feel, making it effortless to meet up with friends, family, or colleagues. This is why Wander's luxury vacation rentals in Key Largo are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Key Largo

Why should I book a Wander in Key Largo over other large group vacation rentals?

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

Every home in Key Largo 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 large group vacation rentals in Key Largo?

Some of our most popular large group vacation rentals in Key Largo include Wander Islamorada Island, Endless Summer Key Largo House, 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 large group vacation rentals does Wander have available in Key Largo?

Wander offers 20 large group vacation rentals in Key Largo, 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 large group vacation rentals in Key Largo?

You can check-in to Wander large group vacation rentals in Key Largo after 4.00pm and check-out before 10.00am.

Do Wander’s large group vacation rentals in Key Largo have WiFi access?

Yes. Every Wander home in Key Largo 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.