Book Holiday Homes in Naples
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Featured Holiday Homes in Naples

Luxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Lakefront House

Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

Cozy Naples Escape - Nestled in Lakes & Mountains

Luxurious Lakeside Retreat on Pequawket Lake

Three-story Canadian Lighthouse

A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine

The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!
Naples Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Naples vacation homes are the perfect way for you to wing it.
Holiday houses in Naples let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Naples in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Naples adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Naples with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Naples vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Naples Holiday Homes essential information
Accommodation | 452 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Luxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings, Charming 2-bedroom house with AC, WiFi in lovely Falmouth, Lakefront House, Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit, Cozy Naples Escape - Nestled in Lakes & Mountains, Luxurious Lakeside Retreat on Pequawket Lake, Three-story Canadian Lighthouse, A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine, The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! |
Top trending hotels in Naples

Romantic getaway for 2 Beautiful time of year !!!

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

Great Place for a Family Retreat! Sleeps 10
More ways to explore Naples
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^Subject to availability and chosen travel dates.
