Book Holiday Homes in Naples

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Featured Holiday Homes in Naples

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

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

Otisfield ME
When you stay at this vacation home in Oxford, you'll be on the waterfront and 7 minutes by car from Saturday Pond.
Opens in a new windowLuxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings
Lakefront House

Lakefront House

Windham ME
Located in Windham, this vacation home is on the waterfront, within a 15-minute drive of Riverside Municipal Golf Course and Sebago Lake Basin.
Opens in a new windowLakefront House
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

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

Falmouth ME
Located in Falmouth, this vacation home is on a lake, within a 15-minute drive of Casco Bay and Riverside Municipal Golf Course.
Opens in a new windowCharming 2-bedroom house with AC, WiFi in lovely Falmouth
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Cozy Naples Escape - Nestled in Lakes & Mountains

Cozy Naples Escape - Nestled in Lakes & Mountains

Naples ME
When you stay at this vacation home in Naples, you'll be near the beach, within a 15-minute walk of Long Lake and Brandy Pond.
Opens in a new windowCozy Naples Escape - Nestled in Lakes & Mountains
Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

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

Sebago ME
Located in Sebago, this vacation home is a 4-minute drive from Sebago Cove and 5 minutes from Sebago Lake.
Opens in a new windowCharming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit
Three-story Canadian Lighthouse

Three-story Canadian Lighthouse

Fryeburg ME
With a stay at this vacation home in Fryeburg, you'll be on a river, just a 5-minute walk from Saco River and 7 minutes by foot from Fiddlehead Campground.
Opens in a new windowThree-story Canadian Lighthouse
Modern Lake House Close to Portland

Modern Lake House Close to Portland

Falmouth ME
Located in Falmouth, this vacation home is on a lake, within a 15-minute drive of Riverside Municipal Golf Course and Evergreen Cemetery.
Opens in a new windowModern Lake House Close to Portland
Beautiful waterfront home on Lake Sokokis. Enjoy private dock, kayaks, and canoe

Beautiful waterfront home on Lake Sokokis. Enjoy private dock, kayaks, and canoe

Limerick ME
Located in Limerick, this vacation home is on a lake, within a 5-minute drive of Limerick Ballfield and Limerick Public Library.
Opens in a new windowBeautiful waterfront home on Lake Sokokis. Enjoy private dock, kayaks, and canoe
Luxurious Lakeside Retreat on Pequawket Lake

Luxurious Lakeside Retreat on Pequawket Lake

Limington ME
When you stay at this vacation home in Limington, you'll be on a lake and steps from Horne Pond.
Opens in a new windowLuxurious Lakeside Retreat on Pequawket Lake
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
Lowest Price
Highest Price
Popular accommodation
Luxury Lakefront Estate on 155 Acres - Pickleball, Reunions & Weddings, Lakefront House, Charming 2-bedroom house with AC, WiFi in lovely Falmouth, Cozy Naples Escape - Nestled in Lakes & Mountains, Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit, Three-story Canadian Lighthouse, Modern Lake House Close to Portland, Beautiful waterfront home on Lake Sokokis. Enjoy private dock, kayaks, and canoe, Luxurious Lakeside Retreat on Pequawket Lake

Top trending hotels in Naples

Romantic getaway for 2

Beautiful time of year !!!

Romantic getaway for 2 Beautiful time of year !!!

Naples ME
A stay at this cabin places you in the heart of Naples, within a 5-minute walk of Trickey Pond and Sebago Cove.
Opens in a new windowRomantic getaway for 2 Beautiful time of year !!!
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

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

Naples ME
Located in Naples, this cottage is on the waterfront, a 4-minute drive from Brandy Pond and 6 minutes from Sebago Lake State Park.
Opens in a new windowLeave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

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

Naples ME
Located in Naples, this cottage is on the waterfront, a 4-minute drive from Brandy Pond and 5 minutes from Sebago Lake State Park.
Opens in a new windowRelax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
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Great Place for a Family Retreat! Sleeps 10

Great Place for a Family Retreat! Sleeps 10

Naples ME
With a stay at this vacation home in Naples, you'll be just steps from Sebago Lake State Park and Sebago Lake.
Opens in a new windowGreat Place for a Family Retreat! Sleeps 10
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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