Naples Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Naples holiday rentals

Living area

1. Ideal location for adventure all year round

Ideal location for adventure all year round
Naples
10.0 out of 10, Exceptional, (9 reviews)
"The space was perfectly clean, comfortable, and convenient. I would definitely stay here again!"
United States
Andrew A.
The price is HK$635
HK$784 total
includes taxes & fees
18 Nov - 19 Nov
Ideal location for adventure all year round
A kitchen with a gas stove, oven, microwave, and a stainless steel refrigerator. There are potted plants on the counter and a sign on the wall.

2. Escape to the Heart of the Finger Lakes

Escape to the Heart of the Finger Lakes
Naples
10.0 out of 10, Exceptional, (4 reviews)
"I enjoyed my stay. The host left a nice welcome card was very easy to communicate with."
United States
Anonymous traveller
The price is HK$914
HK$1,935 total
includes taxes & fees
16 Nov - 17 Nov
Escape to the Heart of the Finger Lakes
A modern kitchen with a central island, wooden chairs, and green cabinetry.

3. Charming country ranch in the hills of the Finger Lakes

Charming country ranch in the hills of the Finger Lakes
Naples
10.0 out of 10, Exceptional, (14 reviews)
"We rented the property to attend a wedding and found out that the wedding venue was only 2 minutes away! Great location with nice views all around. Very quiet at night and nice comfortable beds for a good nights sleep. Great place to stay for a long weekend or a full weeks vacation."
United States
Brian K.
The price is HK$1,765
HK$3,212 total
includes taxes & fees
14 Nov - 15 Nov
Charming country ranch in the hills of the Finger Lakes
A modern kitchen with a wooden island, bar stools, a microwave, and a stove.

4. The Cozy Nest

The Cozy Nest
Naples
10.0 out of 10, Exceptional, (1 review)
"Our stay was great, rooms were clean and location is steps from the Main Street."
United States
Sean J.
The price is HK$1,820
HK$3,601 total
includes taxes & fees
15 Nov - 16 Nov
The Cozy Nest
A modern living room with a sectional sofa, a dining table, and a kitchen in the background.

5. Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain

Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
Naples
10.0 out of 10, Exceptional, (2 reviews)
"House was exactly as advertised and worked perfectly for 7 travelers. The firepit outdoors was great and house was very walkable to everything Naples had to offer. The kitchen had everything you needed to cook and serve. House was clean and the owner was super responsive and accommodating. I would highly recommend this house to any group traveling to the Naples area."
United States
Michael T.
The price is HK$1,586
HK$4,154 total
includes taxes & fees
16 Nov - 17 Nov
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
A spacious wooden interior with large windows, a central dining table, and a chandelier.

6. VRFLX Canandaigua View | Pool & Hot Tub

VRFLX Canandaigua View | Pool & Hot Tub
Naples
10.0 out of 10, Exceptional, (104 reviews)
"We traveled with family and our infant. It was a beautiful home and property. "
United States
Marina V.
The price is HK$1,389
HK$4,665 total
includes taxes & fees
18 Nov - 19 Nov
VRFLX Canandaigua View | Pool & Hot Tub
A spacious living area with a fireplace, a large flat-screen TV, and a cozy seating arrangement.

7. Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!

Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!
Naples
The price is HK$1,984
HK$4,266 total
includes taxes & fees
16 Nov - 17 Nov
Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!
A wooden deck with a fire feature, a pergola, and a view of trees and hills.

8. Wine Country: Epic Game Room, Lake Views, Fire Pit

Wine Country: Epic Game Room, Lake Views, Fire Pit
Naples
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful stay. Highly recommend."
United States
Maffettone Thiesmeyer T.
The price is HK$3,110
HK$7,205 total
includes taxes & fees
16 Nov - 17 Nov
Wine Country: Epic Game Room, Lake Views, Fire Pit
A spacious cabin with a large dining area, kitchen, and seating space with a view of a lake.

9. NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.

NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.
Naples
10.0 out of 10, Exceptional, (5 reviews)
"Property was amazing. Great views. Super clean and everything is up to date. Perfect spot for lake adventures and some winter skiing. "
United States
Graham B.
The price is HK$3,784
HK$6,800 total
includes taxes & fees
29 Nov - 30 Nov
NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.
Exterior

10. Beautiful Newly Renovated 1900s Farm House On 9 Acres

Beautiful Newly Renovated 1900s Farm House On 9 Acres
Rushville
6.6 out of 10, (4 reviews)
"Property was an eclectic mix of old and new. Great location! Very comfortable. Will definitely consider staying there again."
United States
Tamara B.
The price is HK$1,153
HK$2,117 total
includes taxes & fees
13 Dec - 14 Dec
Beautiful Newly Renovated 1900s Farm House On 9 Acres
A modern building with large windows, a table, and an umbrella.

11. Casita: Near Wineries & Keuka Lake: 100"Projector

Casita: Near Wineries & Keuka Lake: 100"Projector
Bath
10.0 out of 10, Exceptional, (16 reviews)
"Very nice accommodations far away from any distractions. Excellent stay."
United States
Nathan M.
The price is HK$981
HK$2,276 total
includes taxes & fees
15 Nov - 16 Nov
Casita: Near Wineries & Keuka Lake: 100"Projector
A wooden cabin with a porch, string lights, and a hanging planter.

12. Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi

Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi
Cohocton
10.0 out of 10, Exceptional, (67 reviews)
"Quiet and secluded cottage, perfect for our weekend family stay!"
United States
Mike F.
The price is HK$1,569
HK$1,915 total
includes taxes & fees
16 Nov - 17 Nov
Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi
A living room with a modern sofa, a glass coffee table, a flat-screen TV, a refrigerator, and a Keuka Lake poster.

13. Hammondsport Hideaway

Hammondsport Hideaway
Hammondsport
9.8 out of 10, Exceptional, (75 reviews)
"Great location.small but met our needs."
United States
Helen
The price is HK$981
HK$1,915 total
includes taxes & fees
15 Nov - 16 Nov
Hammondsport Hideaway
A lakeside setting with Adirondack chairs and a blue crate on a stone-paved area.

14. Peaceful lake front home with amazing views.

Peaceful lake front home with amazing views.
Middlesex
10.0 out of 10, Exceptional, (27 reviews)
"Great location with an abundance of extras. Would definitely recommend and book again."
United States
Jessica F.
The price is HK$1,744
HK$3,754 total
includes taxes & fees
1 Dec - 2 Dec
Peaceful lake front home with amazing views.
A modern kitchen with a stainless steel refrigerator, microwave, and stove, a bar area with stools, and a sliding glass door leading to a backyard with a barbecue grill.

15. Beautiful Tiny home Near The Lake

Beautiful Tiny home Near The Lake
Canandaigua
4.8 out of 10, (5 reviews)
The price is HK$588
HK$734 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful Tiny home Near The Lake
A modern cabin with a large deck, a covered outdoor seating area, and a staircase leading to the main entrance.

16. Finger Lakes Escape • FLX Chalet + Private Pond

Finger Lakes Escape • FLX Chalet + Private Pond
Branchport
10.0 out of 10, Exceptional, (11 reviews)
"Great place for a winter getaway!"
United States
Catherine K.
The price is HK$1,530
HK$3,341 total
includes taxes & fees
22 Nov - 23 Nov
Finger Lakes Escape • FLX Chalet + Private Pond
Exterior

17. Cozy 1-bedroom house in Lovely Crystal Beach Area

Cozy 1-bedroom house in Lovely Crystal Beach Area
Canandaigua
The price is HK$1,087
HK$1,962 total
includes taxes & fees
20 Nov - 21 Nov
Cozy 1-bedroom house in Lovely Crystal Beach Area
A compact kitchenette with a coffee maker, a built-in oven, and a small refrigerator. There are wooden cabinets and a chair.

18. Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square

Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square
Hammondsport
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, quiet and convenient. Host was very nice and easy to work with as was the check-in, check-out process."
United States
Todd B.
The price is HK$659
HK$1,880 total
includes taxes & fees
22 Nov - 23 Nov
Charming 1BR getaway steps from Keuka Lake, wine trail & Village Square
A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

19. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (30 reviews)
"Such a fun yurt and a peaceful location! We loved the proximity to activities and then relaxing with a glass of wine on the little balcony!"
United States
Sharon
The price is HK$979
HK$1,511 total
includes taxes & fees
14 Dec - 15 Dec
Pet Friendly Keuka Yurt
A fire pit surrounded by Adirondack chairs in a wooded area with a small pond and a covered structure in the background.

20. Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region

Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region
Rushville
9.2 out of 10, Wonderful, (5 reviews)
"We so much enjoyed our two night's stay at Rainey and Jeff's campground and can't wait to return. Upon arrival, Rainey showed us around the campground, led us to our adorably decorated yurt and invited us to join the campfire later that evening for gourmet smores. We opened a bottle of wine and sat on the egg swings for a while, enjoying the sound of the bullfrogs and the beautiful surroundings. Later we enjoyed sitting by the campfire talking with the other guests and Rainey and Jeff. After a...
United States
Stephanie M.
The price is HK$1,373
HK$1,775 total
includes taxes & fees
18 Nov - 19 Nov
Achsah Mongolian Round Tent & Breakfast in Finger Lakes Wine Country region
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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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?

Romantic Cottage-Breathtakng View-Beach Fire Pit!-Aval Sep-Oct'26-Now Booking'27: This holiday home rental outside Naples is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Naples?

Choose from 45 Expedia holiday rentals in Naples for a memorable holiday.

What’s there to see and do in Naples?

Canandaigua Lake and Ontario County Park at Gannett Hill 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 Reservoir Creek Golf Course 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.