Naples Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Naples holiday rentals

Outdoor dining
Naples Valley Getaway-Private home with hot tub.

Holiday Home in Naples

Naples Valley Getaway-Private home with hot tub.
10.0 out of 10, Exceptional, (356)
"Beautiful property and very good communication from host!! Highly recommend!"
United States
Arthur T.
Naples Valley Getaway-Private home with hot tub.
Exterior
Retreat of falling waters

Cottage in Naples

Retreat of falling waters
8.8 out of 10, Excellent, (217)
"great for the hunter plenty of state land close and a hot tub for after the hunt"
United States
PERRY
Retreat of falling waters
Exterior
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

Cottage in Naples

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
8.8 out of 10, Excellent, (231)
"Most beautiful stay, very peaceful, hot tub is awesome. Perfect for a small family"
Canada
sharath
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..
Property grounds
Million-dollar view of Seneca lake Pet friendly3 bedroom ON water

Cottage in Geneva

Million-dollar view of Seneca lake Pet friendly3 bedroom ON water
9.4 out of 10, Exceptional, (119)
"Wonderful view in a quiet setting. Second time to the area and will be back."
United States
richard d.
The price is HK$1,105
HK$3,230 total
includes taxes & fees
25 Dec - 26 Dec
Million-dollar view of Seneca lake Pet friendly3 bedroom ON water
Terrace/patio
Keuka East: Spacious & Comfy

Holiday Home in Penn Yan

Keuka East: Spacious & Comfy
9.8 out of 10, Exceptional, (148)
"Comfortable, well stocked, clean house. We had a great experience for our family reunion."
United States
Janice K.
Keuka East: Spacious & Comfy
Exterior
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

Holiday Home in Rushville

Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!
9.6 out of 10, Exceptional, (66)
"Beautiful property with wonderful amenities. Very comfortable and spacious. We loved every minute of it. "
United States
Mary Kay M.
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!
Smart TV, books, printers
Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes

Cabin in Cohocton

Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes
10.0 out of 10, Exceptional, (17)
"Great property with a wonderful host!!!!"
United States
Scott M.
The price is HK$1,245
HK$1,577 total
includes taxes & fees
19 Jan - 20 Jan 2026
Timber Haven - Serene log home getaway with Wi-Fi, HVAC in NY Finger Lakes
Interior
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.

Cabin in Branchport

Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
10.0 out of 10, Exceptional, (277)
"Unique, quiet, close to wineries, beautiful area!!"
United States
Joy W.
Adirondack Style Lodge - Minutes from Keuka Lake, Wineries.
Exterior
Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

Holiday Home in Canandaigua

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!
10.0 out of 10, Exceptional, (115)
"This property was great!"
United States
Maddy G.
Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!
Terrace/patio
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Holiday Home in Penn Yan

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
10.0 out of 10, Exceptional, (255)
"Check in was easy and everything you could need for your stay is available and beautifully colorful!"
United States
beth n.
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!
Property grounds
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy

Holiday Home in Dresden

Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy
8.6 out of 10, Excellent, (104)
"The property was clean, and very convenient to all that we wanted to do. We did not use the hot tub as we weren't interested in that. Overall a great week's stay. Pics of the lake views on the site need updating to reflect actual views. It was my only disappointment as it was a factor in selecting this rental. "
United States
p r.
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy
Property grounds
Large Lakefront Reunion And Retreat Home With a large lawn and wrap around porch

Holiday Home in Dundee

Large Lakefront Reunion And Retreat Home With a large lawn and wrap around porch
9.2 out of 10, Wonderful, (106)
"Very clean, rustic house with a beautiful view of the lake. We had to be creative with parking to fit all of our vehicles, but we were able to make it work. "
United States
Jessica W.
Large Lakefront Reunion And Retreat Home With a large lawn and wrap around porch
Exterior
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach

Holiday Home in Barrington

Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach
9.6 out of 10, Exceptional, (97)
"Very nice place. It felt very homey and was perfect for our winery tours!"
United States
Daisy C.
Sunflower-Keuka/Seneca-Lake View-Hot Tub-Wine Trail-Pets, 13 Wooded Acres-7 min to Beach
Property grounds
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! Year round.

Cabin in Prattsburgh

FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! Year round.
2.0 star property
9.2 out of 10, Wonderful, (14)
"Very nice off grid cabin we had a great time with my dog "
United States
James D.
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! Year round.
Fridge, microwave, oven, stovetop
Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country

Cabin in Branchport

Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country
2.0 star property
10.0 out of 10, Exceptional, (32)
"Our stay here was wonderful! The cabin is beautiful and has plenty of space for a family. "
United States
Leslie H.
Renovated Cabin, with custom craftwork, in Picturesque Finger Lakes Wine Country
Fridge, microwave, oven, stovetop
Large Waterfront Home at the North End of Conesus Lake with Garage Game Room!

Holiday Home in Lakeville

Large Waterfront Home at the North End of Conesus Lake with Garage Game Room!
9.6 out of 10, Exceptional, (33)
"We had four families staying with 9 children and had a great time, plenty of room and great location!"
United States
Melissa M.
The price is HK$3,727
HK$8,222 total
includes taxes & fees
6 Jan - 7 Jan 2026
Large Waterfront Home at the North End of Conesus Lake with Garage Game Room!
Property grounds
Lakefront gem with game room and dock - the house that almost floated away

Holiday Home in Penn Yan

Lakefront gem with game room and dock - the house that almost floated away
9.4 out of 10, Exceptional, (61)
"The amount of rooms was perfect for our group of adults and kids. The basement play area was a hit, and so was the access tot he lake. House was very clean, and had lots of parking as well as rooms for everyone."
United States
Joshua B.
Lakefront gem with game room and dock - the house that almost floated away
Smart TV, fireplace
You’ve Found Paradise With this Spacious Log Cabin on Keuka Lake -

Cabin in Branchport

You’ve Found Paradise With this Spacious Log Cabin on Keuka Lake -
10.0 out of 10, Exceptional, (6)
"Amazing ambiance in the house and the location is optimal. Very close to the lake and it has kayaking, a dock"
United States
Mahik P.
You’ve Found Paradise With this Spacious Log Cabin on Keuka Lake -
Terrace/patio
Cozy new England style cottage Right on Wine and Beer Trail

Cottage in Penn Yan

Cozy new England style cottage Right on Wine and Beer Trail
9.6 out of 10, Exceptional, (279)
"We had a really good time at the cabin. Very relaxing, we did a lot of sitting on the back porch just looking at the lake and listening to the waves."
United States
LOUELLA D.
Cozy new England style cottage Right on Wine and Beer Trail
Fireplace
Relax and Enjoy your time at the Lake

Cottage in Bradford

Relax and Enjoy your time at the Lake
10.0 out of 10, Exceptional, (121)
"Great place. "
United States
Gidget L.
Relax and Enjoy your time at the Lake
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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Top Naples Hotel Reviews

Hampton Inn Penn Yan

Hampton Inn Penn Yan

10/10 Excellent
"We enjoyed our stay"
Norman 1-night trip
Posted 3 days ago
Hampton Inn Penn Yan

Find out more about Naples

Search for holiday rentals in Naples on Expedia! You can easily find your home rentals, villas, holiday apartments in Naples using one of the methods below:

  • View our selection of featured holiday rentals in Naples
  • Use the map to find apartments and other holiday homes in the Naples neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Naples while they last

Look no further and take a look at our great range of rental properties in Naples!

Frequently asked questions

Are there holiday rentals in Naples?

Yes, there are holiday rentals close to the most popular sights in Naples, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside and forests in Naples. While you're here, grab a bite or have a drink at the wineries.

What are some of the best holiday rentals that Naples has to offer?

Keuka East: Spacious & Comfy: This holiday home rental outside of Naples is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Naples?

Choose from 39 Expedia holiday rentals in Naples for a memorable holiday.

What’s there to see and do in Naples?

Canandaigua Lake and Grimes Glen are a couple of scenic spots to enjoy the outdoors, whereas Bristol Valley Theater is one of the cultural attractions. While here, Inspire Moore Winery and Vineyard and Hunt Hollow are other places worth a visit.

What’s a holiday rental in Naples like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Naples. Holiday rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip.