Luxury Vacation Rentals for Large Groups in Naples

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

Top-rated large group vacation rentals in Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

•

~$230 less than other sites

Retreat for up to 16, Pool, Gym, Theater

5 bedrooms•4 baths

•

New

~$110 less than other sites

Amazing 4 bed 3 bath Marco Island home w/ Heated Pool

4 bedrooms•3 baths

•

~$115 less than other sites

Luxury

Luxury - Pool, Game Room, Mini Golf, Fire Pit

5 bedrooms•3 baths

•

New

~$210 less than other sites

Luxury

Morningside Luxury Escape - New Build-Pool & Spa

4 bedrooms•4 baths

•

~$210 less than other sites

Marco Horizon

4 bedrooms•3 baths

•

~$295 less than other sites

Luxury

Blue Diamond Beach Home

4 bedrooms•4 baths

•

~$230 less than other sites

Welcome to your large group retreat in Naples

Bring everyone together in style with Wander. Our luxury large-group vacation rentals in Naples, Florida pair five-star consistency with the comfort of a private home, so reunions, retreats, and celebrations feel effortless from arrival to checkout.

Each home is purpose-built for groups, with multiple king suites, generous bunk rooms, and expansive living spaces that make gathering easy while preserving privacy. Expect chef-ready kitchens, double fridges, indoor and outdoor dining, and resort-style pools framed by screened lanais and lush palms. Ultra fast WiFi, dedicated workstations, and private fitness areas support work and wellness. Every stay looks exactly like the photos, with pristine cleaning and 24/7 concierge to coordinate the details.

Available soon in Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

•

~$230 less than other sites

Retreat for up to 16, Pool, Gym, Theater

5 bedrooms•4 baths

•

New

~$110 less than other sites

Amazing 4 bed 3 bath Marco Island home w/ Heated Pool

4 bedrooms•3 baths

•

~$115 less than other sites

Luxury

Luxury - Pool, Game Room, Mini Golf, Fire Pit

5 bedrooms•3 baths

•

New

~$210 less than other sites

Luxury

Morningside Luxury Escape - New Build-Pool & Spa

4 bedrooms•4 baths

•

~$210 less than other sites

Luxury

Blue Diamond Beach Home

4 bedrooms•4 baths

•

~$230 less than other sites

Featured large group vacation rentals in Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

•

~$230 less than other sites

Marco Horizon

4 bedrooms•3 baths

•

~$295 less than other sites

Highlights in Naples

Gather your group to experience Naples’ pristine white-sand beaches, vibrant shopping districts, and lush tropical gardens perfect for shared memories.

Naples Pier

Naples Botanical Garden

Tin City Waterfront Shops

Fifth Avenue South

Lowdermilk Park

Clam Pass 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 Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

•

~$230 less than other sites

Retreat for up to 16, Pool, Gym, Theater

5 bedrooms•4 baths

•

New

~$110 less than other sites

Amazing 4 bed 3 bath Marco Island home w/ Heated Pool

4 bedrooms•3 baths

•

~$115 less than other sites

Luxury

Luxury - Pool, Game Room, Mini Golf, Fire Pit

5 bedrooms•3 baths

•

New

~$210 less than other sites

Luxury

Morningside Luxury Escape - New Build-Pool & Spa

4 bedrooms•4 baths

•

~$210 less than other sites

Marco Horizon

4 bedrooms•3 baths

•

~$295 less than other sites

Luxury

Blue Diamond Beach Home

4 bedrooms•4 baths

•

~$230 less than other sites

View all homes

Most popular amenities for large group vacation rentals in Naples

More popular large group destinations near Naples

Large group vacation rentals in Bonita Springs

Large group vacation rentals in Fort Myers Beach

Large group vacation rentals in Sanibel

Large group vacation rentals in Cape Coral

Large group vacation rentals in Captiva

Large group vacation rentals in Miami

Large group vacation rentals in Davie

Other popular amenities & vacation types in Naples

Family vacation rentals in Naples

Pet-friendly vacation rentals in Naples

Hot tub vacation rentals in Naples

Discover more large groups activities in Naples

Naples blends Gulf-front beauty with a polished, easygoing pace. Powder-soft beaches and calm, crystalline waters set the scene for days that move from sunrise walks to golden-hour views at the iconic pier.

Out on the water, charter boats slip to Keewaydin’s sandbars, while mangrove-lined passages at Clam Pass invite paddling. On land, championship golf is everywhere, and the city’s cultural heart shines along Fifth Avenue South and Third Street South with galleries and boutiques. Nature beckons at Delnor-Wiggins Pass State Park, Corkscrew Swamp Sanctuary, and the nearby Ten Thousand Islands.

This rare mix of sophistication and outdoor wonder is why Wander's luxury large-group vacation rentals in Naples, Florida are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Naples

Why should I book a Wander in Naples 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 Naples 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 Naples?

Some of our most popular large group vacation rentals in Naples include 9-Hole Golf Estate | Pickleball | Lagoon & Spa, Retreat for up to 16: 5BR/4BA, Pool, Gym, Theater, and Amazing 4 bed 3 bath Marco Island home w/ Heated Pool. 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 Naples?

Wander offers 7 large group vacation rentals in Naples, 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 Naples?

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

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

Yes. Every Wander home in Naples 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.