Luxury Vacation Rentals for Families 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 27 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

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~$275 less than other sites

Naples Luxury Home, Resort Pool, Lanai, Fire Table

4 bedrooms•3 baths

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New

~$155 less than other sites

Guard gated pool home - Close to beach and 5th ave

4 bedrooms•2 baths

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New

~$110 less than other sites

Naples Escape

4 bedrooms•3 baths

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New

~$150 less than other sites

Amazing Sunset Central Naples

4 bedrooms•3 baths

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New

~$470 less than other sites

Tropical Oasis w./ Pool, Gym, and Theater

2 bedrooms•2 baths

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~$55 less than other sites

Tropical Dream w./ Pool, Gym, and Theater

2 bedrooms•2 baths

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~$55 less than other sites

Retreat for up to 16, Pool, Gym, Theater

5 bedrooms•4 baths

•

New

~$110 less than other sites

Welcome to family adventures in Naples

Bring everyone to the Gulf and settle into Wander’s luxury family vacation rentals in Naples, Florida. Each stay pairs the polish of a five-star hotel with the comfort of a private home, so grandparents, parents, and kids can spread out in style.

Expect expansive living areas, multiple ensuite bedrooms, and screened patios around private pools that make together time easy. Homes often include chef-ready kitchens, laundry, kid-friendly hangout zones, and quiet work nooks supported by ultra fast WiFi. With pristine cleaning and 24/7 concierge, your Naples family getaway feels beautifully taken care of.

Available soon in Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

•

~$275 less than other sites

Naples Luxury Home, Resort Pool, Lanai, Fire Table

4 bedrooms•3 baths

•

New

~$155 less than other sites

Tropical Oasis w./ Pool, Gym, and Theater

2 bedrooms•2 baths

•

~$55 less than other sites

Tropical Dream w./ Pool, Gym, and Theater

2 bedrooms•2 baths

•

~$55 less than other sites

Retreat for up to 16, Pool, Gym, Theater

5 bedrooms•4 baths

•

New

~$110 less than other sites

Idyllic Escape: w./ Pool, Gym, and Theater

2 bedrooms•2 baths

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~$60 less than other sites

Beachy Escape: w./ Pool, Gym, and Theater

2 bedrooms•2 baths

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~$55 less than other sites

Beachy Dream w./ Pool, Gym, and Theater

3 bedrooms•2 baths

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~$60 less than other sites

Featured family vacation rentals in Naples

Luxury

9-Hole Golf Estate, Pickleball, Lagoon & Spa

6 bedrooms•4 baths

•

~$275 less than other sites

Marco Horizon

4 bedrooms•3 baths

•

~$325 less than other sites

Highlights in Naples

Discover family-friendly adventures in Naples, from interactive museums and wildlife encounters to pristine, sun-drenched beaches perfect for all ages.

Naples Zoo at Caribbean Gardens

Golisano Children's Museum of Naples

Naples Pier

Sun-N-Fun Lagoon

Clam Pass Park

Conservancy of Southwest Florida

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

•

~$275 less than other sites

Naples Luxury Home, Resort Pool, Lanai, Fire Table

4 bedrooms•3 baths

•

New

~$155 less than other sites

Guard gated pool home - Close to beach and 5th ave

4 bedrooms•2 baths

•

New

~$110 less than other sites

Naples Escape

4 bedrooms•3 baths

•

New

~$150 less than other sites

Amazing Sunset Central Naples

4 bedrooms•3 baths

•

New

~$470 less than other sites

Tropical Oasis w./ Pool, Gym, and Theater

2 bedrooms•2 baths

•

~$55 less than other sites

Tropical Dream w./ Pool, Gym, and Theater

2 bedrooms•2 baths

•

~$55 less than other sites

Retreat for up to 16, Pool, Gym, Theater

5 bedrooms•4 baths

•

New

~$110 less than other sites

View all homes

Most popular amenities for family vacation rentals in Naples

Beach essentials (10)

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Discover more family fun in Naples

On Florida’s Paradise Coast, Naples pairs sugar-soft sand with calm Gulf waters and spectacular sunsets. Families gravitate to Lowdermilk Park for gentle surf, Delnor-Wiggins for shelling, and the mangrove boardwalk at Clam Pass where little explorers can spot birds and crabs.

Round out the day with a stroll on the Naples Pier, a boat ride to Keewaydin Island, or garden time among tropical blooms at Naples Botanical Garden. Evenings bring breezy promenades along Fifth Avenue South and Third Street South. This is why Wander’s luxury family 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 family vacation rentals?

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

Some of our most popular family vacation rentals in Naples include 9-Hole Golf Estate | Pickleball | Lagoon & Spa, Naples Luxury Home, Resort Pool, Lanai, Fire Table, and Guard gated pool home - Close to beach and 5th ave!. 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 Naples?

Wander offers 27 family 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 family vacation rentals in Naples?

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

Do Wander’s family 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.