A coastal city with a marina filled with boats, a prominent mountain in the background, and a mix of historic and modern buildings along the waterfront.

Holiday Homes in Naples

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Naples holiday homes

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1. 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, (1 review)
The price is AU$768
includes taxes & fees
23 Sept - 24 Sept
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain
Coffee/tea maker, fridge, microwave, oven

2. 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, (11 reviews)
"great location ... well kept surroundings.."
United States
James L.
The price is AU$594
includes taxes & fees
21 Sept - 22 Sept
Charming country ranch in the hills of the Finger Lakes
Dining

3. VRFLX Canandaigua View | Pool & Hot Tub

VRFLX Canandaigua View | Pool & Hot Tub
Naples
10.0 out of 10, Exceptional, (102 reviews)
"We traveled with family and our infant. It was a beautiful home and property. "
United States
Marina V.
The price is AU$898
includes taxes & fees
28 Sept - 29 Sept
VRFLX Canandaigua View | Pool & Hot Tub
Dining

4. Amazing Stargazing Retreat

Amazing Stargazing Retreat
Naples
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful home and property. Very clean, very quiet. The amenities were lovely and allowed for a restful getaway. Easy communication with host. Definitely recommend!"
United States
Becky H.
The price is AU$703
includes taxes & fees
27 Sept - 28 Sept
Amazing Stargazing Retreat
Interior

5. Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail

Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail
Naples
The price is AU$1,112
includes taxes & fees
28 Sept - 29 Sept
Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail
Coffee/tea maker, fridge, oven, stovetop

6. Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!

Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Penn Yan
8.6 out of 10, Excellent, (9 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is AU$341
includes taxes & fees
21 Sept - 22 Sept
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
Dining

7. Sub Level Effiency

Sub Level Effiency
Geneva
9.0 out of 10, Wonderful, (17 reviews)
"A great place to stay "
United States
Patrick
The price is AU$143
includes taxes & fees
21 Sept - 22 Sept
Sub Level Effiency
Interior

8. 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 AU$393
includes taxes & fees
21 Sept - 22 Sept
Pet Friendly Keuka Yurt
TV, DVD player

9. Chipmunk Cottage | Cozy Lakefront Escape

Chipmunk Cottage | Cozy Lakefront Escape
Penn Yan
10.0 out of 10, Exceptional, (1 review)
"Very clean,Very quaint. Great location for fishing and relaxing. Town's nearby to visit,and no external noise at cottage from neighbors and other rentals nearby."
United States
MaryLou S.
The price is AU$568
includes taxes & fees
29 Sept - 30 Sept
Chipmunk Cottage | Cozy Lakefront Escape
Coffee/tea maker, fridge, microwave, oven

10. Private Rural Getaway

Private Rural Getaway
Springwater
10.0 out of 10, Exceptional, (21 reviews)
"Clean place with plenty of space"
United States
Patrick
The price is AU$507
includes taxes & fees
24 Sept - 25 Sept
Private Rural Getaway
Coffee/tea maker, fridge, microwave, oven

11. The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!

The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
Canandaigua
10.0 out of 10, Exceptional, (87 reviews)
"This is the second time I’ve stayed here, great experience both times."
United States
Deanna S.
The price is AU$436
includes taxes & fees
22 Sept - 23 Sept
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
Property grounds

12. Stay Together, Sleep Separate-Tiny Casita+Airstream

Stay Together, Sleep Separate-Tiny Casita+Airstream
Bath
The price is AU$919
includes taxes & fees
21 Sept - 22 Sept
Stay Together, Sleep Separate-Tiny Casita+Airstream
Exterior

13. Private oasis on 12acre estate 15min to Keuka Lake

Private oasis on 12acre estate 15min to Keuka Lake
Bath
10.0 out of 10, Exceptional, (17 reviews)
"The home is absolutely beautiful and the hosts were wonderful."
United States
JoAnn M.
The price is AU$1,128
includes taxes & fees
28 Sept - 29 Sept
Private oasis on 12acre estate 15min to Keuka Lake
Property grounds

14. Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply

Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply
Canandaigua
8.8 out of 10, Excellent, (15 reviews)
"Nancy, the host did a great job of making sure I arrived ok and if I needed any information about the area. She was very knowledgeable about the Town of Canandaigua and the surrounding area."
United States
Charlie M.
The price is AU$854
includes taxes & fees
21 Sept - 22 Sept
Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply
Property grounds

15. Wine Country Finger Lakes Escape - Waneta Lake

Wine Country Finger Lakes Escape - Waneta Lake
Hammondsport
9.6 out of 10, Exceptional, (13 reviews)
"My children and I had a great stay!So close to Watkins Glen and Hammondsport!"
United States
Lisa D.
The price is AU$624
includes taxes & fees
21 Sept - 22 Sept
Wine Country Finger Lakes Escape - Waneta Lake
Interior

16. Cozy tiny home with Sunrise Views in the Heart of Finger Lakes

Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
Penn Yan
The price is AU$409
includes taxes & fees
12 Oct - 13 Oct
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
Terrace/patio

17. ‘The Gathering Place’: Rushville Home w/ Hot Tub

‘The Gathering Place’: Rushville Home w/ Hot Tub
Rushville
9.6 out of 10, Exceptional, (14 reviews)
"Great stay with good location. "
United States
Emma R.
The price is AU$952
includes taxes & fees
21 Sept - 22 Sept
‘The Gathering Place’: Rushville Home w/ Hot Tub
TV

18. Lakefront Vibes & Wine Country 3BR Near Downtown, CMAC Canandaigua Lake Overlook

Lakefront Vibes & Wine Country 3BR Near Downtown, CMAC Canandaigua Lake Overlook
Canandaigua
8.4 out of 10, Very good, (6 reviews)
"Our stay worked out really well for us. Nice view of the lake. The deck actually has a covered gazebo! "
United States
Corey P.
The price is AU$746
includes taxes & fees
21 Oct - 22 Oct
Lakefront Vibes & Wine Country 3BR Near Downtown, CMAC Canandaigua Lake Overlook
Interior

19. Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown

Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown
Canandaigua
10.0 out of 10, Exceptional, (22 reviews)
"Great location!"
United States
Kelly D.
The price is AU$786
includes taxes & fees
21 Sept - 22 Sept
Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown
Exterior

20. Wayfinder House | Game Room • Hot Tub • Movie Room

Wayfinder House | Game Room • Hot Tub • Movie Room
Canandaigua
10.0 out of 10, Exceptional, (1 review)
"We were a group of 10 women, all 65, and we had such a wonderful stay! The home was a great place for our girls’ getaway, and we really enjoyed our time there. It was comfortable, welcoming, and gave us a wonderful space to relax, laugh, and make memories together.As someone who stays in at least 12 VRBOs and Airbnbs a year—approximately four months out of the year—I’ve experienced quite a few vacation rentals. I wanted to share a few little suggestions simply because I think this property has...
United States
Brenda C.
The price is AU$1,609
includes taxes & fees
22 Sept - 23 Sept
Wayfinder House | Game Room • Hot Tub • Movie Room
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

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

10/10 Excellent
"Everything was wonderful and as hoped for."
Birch 1-night trip
Posted less than an hour ago
Microtel by Wyndham Penn Yan Finger Lakes Region

Find out more about Naples

Naples Holiday Homes information

Number of reviews
6,186
Accommodation
681 Holiday Homes
Lowest Price
AU$129
Highest Price
AU$371