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.

Naples Vacation Rentals

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Check prices for these dates

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

Our top choices for Naples vacation 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 CA $269
CA $751 total
includes taxes & fees
Sep 17 - Sep 18
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 CA $313
CA $602 total
includes taxes & fees
Oct 7 - Oct 8
Charming country ranch in the hills of the Finger Lakes
Dining

3. 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 CA $406
CA $642 total
includes taxes & fees
Sep 17 - Sep 18
Amazing Stargazing Retreat
Interior

4. 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 CA $468
CA $1,164 total
includes taxes & fees
Sep 30 - Oct 1
Hilltop Escape: Epic Game Room, Lake Views, Fire Pit & Wine Trail
Interior

5. Pet Friendly Keuka Yurt

Pet Friendly Keuka Yurt
Penn Yan
9.6 out of 10, Exceptional, (29 reviews)
"Very pet friendly, great location to many local wineries. Will definitely stay here again. For a longer time."
United States
Ian B.
The price is CA $281
CA $419 total
includes taxes & fees
Sep 29 - Sep 30
Pet Friendly Keuka Yurt
Coffee/tea maker, fridge, microwave, oven

6. 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 CA $347
CA $511 total
includes taxes & fees
Sep 17 - Sep 18
Private Rural Getaway
Coffee/tea maker, fridge, oven, stovetop

7. 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 CA $192
CA $333 total
includes taxes & fees
Sep 21 - Sep 22
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
TV, DVD player

8. 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 CA $193
CA $628 total
includes taxes & fees
Sep 23 - Sep 24
Chipmunk Cottage | Cozy Lakefront Escape
Dining

9. 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 CA $113
CA $155 total
includes taxes & fees
Oct 8 - Oct 9
Sub Level Effiency
Coffee/tea maker, fridge, microwave, oven

10. 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 CA $250
CA $432 total
includes taxes & fees
Sep 23 - Sep 24
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
Property grounds

11. 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 CA $284
CA $627 total
includes taxes & fees
Sep 17 - Sep 18
Wine Country Finger Lakes Escape - Waneta Lake
Property grounds

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

Stay Together, Sleep Separate-Tiny Casita+Airstream
Bath
The price is CA $495
CA $844 total
includes taxes & fees
Sep 23 - Sep 24
Stay Together, Sleep Separate-Tiny Casita+Airstream
Terrace/patio

13. ‘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 CA $402
CA $932 total
includes taxes & fees
Sep 27 - Sep 28
‘The Gathering Place’: Rushville Home w/ Hot Tub
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 CA $313
CA $792 total
includes taxes & fees
Sep 17 - Sep 18
Fall Foliage/Parent's weekend/Pets Same day bookings accepted Terms apply
Interior

15. 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 CA $201
CA $387 total
includes taxes & fees
Sep 27 - Sep 28
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
TV

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

Lakefront Vibes & Wine Country 3BR Near Downtown, CMAC Canandaigua Lake Overlook
Canandaigua
8.0 out of 10, Very good, (5 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 CA $308
CA $747 total
includes taxes & fees
Oct 14 - Oct 15
Lakefront Vibes & Wine Country 3BR Near Downtown, CMAC Canandaigua Lake Overlook
Exterior

17. 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 CA $501
CA $1,094 total
includes taxes & fees
Sep 28 - Sep 29
Private oasis on 12acre estate 15min to Keuka Lake
Interior

18. 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 CA $407
CA $729 total
includes taxes & fees
Sep 17 - Sep 18
Entire Home - 4 Bedroom - Sleeps 10 Canandaigua - Steps Off Main St / Downtown
Dining

19. Super 2 bedroom home with 72’ of Conesus lakefront

Super 2 bedroom home with 72’ of Conesus lakefront
Livonia
10.0 out of 10, Exceptional, (11 reviews)
"This was a perfect spot. It had everything we needed for a carefree vacation. A/C, new appliances, an outdoor picnic spot and a spacious waterfront."
United States
Amy L.
The price is CA $348
CA $595 total
includes taxes & fees
Oct 6 - Oct 7
Super 2 bedroom home with 72’ of Conesus lakefront
Coffee/tea maker, fridge, microwave, oven

20. Charming Farmhouse Retreat

Charming Farmhouse Retreat
Shortsville
10.0 out of 10, Exceptional, (21 reviews)
"We loved our time at the farmhouse, and wish we could have stayed longer. Check-in was easy, and communication with the owner was great. The house was clean, well-stocked, and very comfortable. Would definitely stay here again when we're in the area."
United States
Rich L.
The price is CA $227
CA $542 total
includes taxes & fees
Sep 21 - Sep 22
Charming Farmhouse Retreat
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
"The sheets on the pull out bed had something on them and a comb was folded in it."
Karen 3-night trip
Posted less than an hour ago
Microtel by Wyndham Penn Yan Finger Lakes Region

Find out more about Naples

Naples Vacation Homes information

Number of reviews
285
Accommodation
691 Vacation Homes
Lowest Price
CA $155
Highest Price
CA $1,101

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