Luxury Vacation Rentals for Families 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 84 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Key Largo

Key Largo Ocean Shore Villa 3 with pool & boat slip

2 bedrooms•2 baths

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~$60 less than other sites

Key Largo Ocean Shore Villa 2 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Marina Villa Mariner's Club 210

3 bedrooms•3 baths

•

~$85 less than other sites

Marina Villa Mariner's Club 212

3 bedrooms•3 baths

•

~$85 less than other sites

Key Largo Ocean Shore Villa 1 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Key Largo Villa, Kawama J3, 3/3

3 bedrooms•3 baths

•

~$55 less than other sites

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$2,130 less than other sites

Serene Oceanfront Keys Condo

2 bedrooms•2 baths

•

~$35 less than other sites

Welcome to family adventures in Key Largo

Make family time effortless with Wander's luxury family vacation rentals in Key Largo. Our collection features spacious, design-forward homes with multiple bedroom suites and generous gathering spaces, so every age has room to relax without losing the feeling of togetherness.

Expect hotel-grade polish at every turn. Many homes offer private pools or hot tubs, outdoor grills for easy dinners, kid-friendly bunk rooms, and media lounges for movie nights. Ultra fast WiFi and dedicated workspaces support study or remote work, while select homes include fitness areas. Thoughtful details, pristine cleaning, and 24/7 concierge service come standard, so you can settle into a home that looks exactly like the photos and enjoy a seamless stay from arrival to checkout.

Available soon in Key Largo

Key Largo Ocean Shore Villa 3 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Key Largo Ocean Shore Villa 2 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Marina Villa Mariner's Club 210

3 bedrooms•3 baths

•

~$85 less than other sites

Marina Villa Mariner's Club 212

3 bedrooms•3 baths

•

~$85 less than other sites

Key Largo Ocean Shore Villa 1 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Key Largo Villa, Kawama J3, 3/3

3 bedrooms•3 baths

•

~$55 less than other sites

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$2,130 less than other sites

Serene Oceanfront Keys Condo

2 bedrooms•2 baths

•

~$35 less than other sites

Featured family vacation rentals in Key Largo

The Oasis

3 bedrooms•3.5 baths

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~$640 less than other sites

Luxury

Islamorada Island

6 bedrooms•6 baths

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~$2,355 less than other sites

The Meridian at Oceanside Residences

4 bedrooms•4.5 baths

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New

~$525 less than other sites

Luxury

Modern Lakefront Villa w/ Pool, Jacuzzi and Gym

5 bedrooms•5 baths

•

~$340 less than other sites

Luxury

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

6 bedrooms•7 baths

•

~$6,050 less than other sites

Luxury

Brand new Villa with Pool/Jacuzzi/GameRoom

5 bedrooms•6 baths

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~$430 less than other sites

Villa / Pool, Jacuzzi, Pickleball

7 bedrooms•4 baths

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~$475 less than other sites

Modern Mediterranean Villa w/ Pool & Games

5 bedrooms•3 baths

•

~$230 less than other sites

Highlights in Key Largo

Discover family-friendly adventures in Key Largo, from vibrant coral reef snorkeling and glass-bottom boat tours to close encounters with rescued wild birds.

John Pennekamp Coral Reef State Park

Laura Quinn Wild Bird Sanctuary

Dolphins Plus Bayside

Key Largo Princess Glass Bottom Boat

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

Key Largo Ocean Shore Villa 3 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Key Largo Ocean Shore Villa 2 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Marina Villa Mariner's Club 210

3 bedrooms•3 baths

•

~$85 less than other sites

Marina Villa Mariner's Club 212

3 bedrooms•3 baths

•

~$85 less than other sites

Key Largo Ocean Shore Villa 1 with pool & boat slip

2 bedrooms•2 baths

•

~$60 less than other sites

Key Largo Villa, Kawama J3, 3/3

3 bedrooms•3 baths

•

~$55 less than other sites

Luxury

Front Beach, Paradise Villa, Islamorada FL Keys

7 bedrooms•8 baths

•

New

~$2,130 less than other sites

Serene Oceanfront Keys Condo

2 bedrooms•2 baths

•

~$35 less than other sites

View all homes

Most popular amenities for family vacation rentals in Key Largo

Beach essentials (31)

Ev charger (2)

Bicycle (27)

Guest house (1)

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Discover more family fun in Key Largo

Key Largo sets the tone for a Keys escape with aquamarine water, gentle trade winds, and a relaxed island rhythm. North America’s only living coral barrier reef lies just offshore at John Pennekamp Coral Reef State Park and within the Florida Keys National Marine Sanctuary, where clear shallows and calm bays invite all ages onto the water.

Snorkel living coral, glide by mangroves in a kayak, or board a glass-bottom boat to see the reef without getting wet. Watch for manatees, chase golden sunsets over Florida Bay, and day-trip to the Everglades for remarkable wildlife. This is why Wander’s luxury family 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 family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family 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 family vacation rentals in Key Largo?

Some of our most popular family vacation rentals in Key Largo include Key Largo Ocean Shore Villa 3 with pool & boat slip, Key Largo Ocean Shore Villa 2 with pool & boat slip, and Marina Villa Mariner's Club 210. 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 family vacation rentals does Wander have available in Key Largo?

Wander offers 84 family 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 family vacation rentals in Key Largo?

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

Do Wander’s family 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.