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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Naples holiday homes

A modern kitchen with a central island, wooden chairs, and green cabinetry.

1. 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, (13 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 NZ$735
includes taxes & fees
26 Oct - 27 Oct
Charming country ranch in the hills of the Finger Lakes
A spacious living room with a grey sectional sofa, a wooden coffee table, and a kitchen in the background.

2. 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 NZ$1,016
includes taxes & fees
26 Oct - 27 Oct
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.

3. VRFLX Canandaigua View | Pool & Hot Tub

VRFLX Canandaigua View | Pool & Hot Tub
Naples
10.0 out of 10, Exceptional, (103 reviews)
"We traveled with family and our infant. It was a beautiful home and property. "
United States
Marina V.
The price is NZ$1,066
includes taxes & fees
28 Oct - 29 Oct
VRFLX Canandaigua View | Pool & Hot Tub
A spacious living area with a modern kitchen, a dining area, and a large window.

4. 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 NZ$1,083
includes taxes & fees
26 Oct - 27 Oct
Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!
A natural landscape with a wooden deck, dense trees, and a field of wildflowers.

5. Amazing Stargazing Retreat

Amazing Stargazing Retreat
Naples
9.4 out of 10, Exceptional, (6 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 NZ$772
includes taxes & fees
25 Oct - 26 Oct
Amazing Stargazing Retreat
A spacious room with wooden flooring, wicker furniture, and large windows allowing natural light.

6. 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, (1 review)
"Wonderful stay. Highly recommend."
United States
Maffettone Thiesmeyer T.
The price is NZ$1,623
includes taxes & fees
17 Nov - 18 Nov
Wine Country: Epic Game Room, Lake Views, Fire Pit
A room with a large window overlooking a body of water, wicker furniture, and a patterned rug.

7. Peaceful lake front home with amazing views.

Peaceful lake front home with amazing views.
Middlesex
10.0 out of 10, Exceptional, (27 reviews)
"Very quiet and peaceful when we were there ."
United States
Julie Z.
The price is NZ$1,100
includes taxes & fees
1 Nov - 2 Nov
Peaceful lake front home with amazing views.
A modern kitchen with a large island, a sink, and a window overlooking a yard.

8. 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
8.8 out of 10, Excellent, (11 reviews)
"Very peaceful 3 days. Amenities were as expected."
United States
alan
The price is NZ$370
includes taxes & fees
26 Oct - 27 Oct
Cozy 1 Bed, 1 Bath Smart Home Capsule on Scenic Keuka Wine Trail–Modern Comfort!
A wooden cabin with a hot tub, towels hanging on hooks, and a small plant on a shelf.

9. Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.

Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.
Wayland
9.2 out of 10, Wonderful, (11 reviews)
"Great experience from start to finish. The house is extremely spacious and we loved our time there. We will definitely be coming back again soon!"
United States
Shawn D.
The price is NZ$2,244
includes taxes & fees
24 Oct - 25 Oct
Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.
A yurt interior with a round ceiling, a mounted television, a wooden barrel, and a small kitchenette.

10. 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 NZ$435
includes taxes & fees
26 Oct - 27 Oct
Pet Friendly Keuka Yurt
A spacious living area with a large sofa, a ceiling fan, skylights, a flat-screen TV, and a wooden floor.

11. Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views

Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Branchport
9.2 out of 10, Wonderful, (5 reviews)
"Such a great stay! Highly recommended"
United States
Kymberlee D.
The price is NZ$786
includes taxes & fees
3 Nov - 4 Nov
Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
A modern kitchen with a central island, bar stools, stainless steel appliances, and light-colored cabinetry.

12. 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 NZ$622
includes taxes & fees
26 Oct - 27 Oct
Private Rural Getaway
A pathway leading to a small cabin surrounded by lush greenery and trees.

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)
"Great place to unwind and relax with family."
United States
Mike G.
The price is NZ$1,435
includes taxes & fees
24 Oct - 25 Oct
Private oasis on 12acre estate 15min to Keuka Lake
A compact kitchen with a sink, stove, and wooden cabinets.

14. 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 NZ$467
includes taxes & fees
2 Nov - 3 Nov
Cozy tiny home with Sunrise Views in the Heart of Finger Lakes
A fire pit with two lounge chairs, surrounded by a stone fire ring, set in a gravel area with trees in the background.

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

Stay Together, Sleep Separate-Tiny Casita+Airstream
Bath
The price is NZ$1,089
includes taxes & fees
25 Oct - 26 Oct
Stay Together, Sleep Separate-Tiny Casita+Airstream
A spacious kitchen with a large island, wooden ceiling beams, and large windows offering a view.

16. Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger

Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
Canandaigua
10.0 out of 10, Exceptional, (41 reviews)
"We had a wonderful stay at this beautiful home on Lake Canandaigua! The house was spotless, well-maintained, and had everything we needed for a relaxing and enjoyable vacation. We loved grilling out for BBQ dinners and spending the evenings around the fire pit making s’mores with the family. The lake views were absolutely stunning, and the location was perfect—close to everything while still feeling peaceful and private. We would definitely stay here again and highly recommend it!"
United States
Wendy B.
The price is NZ$1,417
includes taxes & fees
25 Oct - 26 Oct
Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
A bedroom with a view of a lake through a sliding glass door.

17. Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply

Fall Foliage/Hiking/Wine Tasting/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 NZ$913
includes taxes & fees
25 Oct - 26 Oct
Fall Foliage/Hiking/Wine Tasting/Pets Same day bookings accepted Terms apply
A kitchen with wooden cabinets, a microwave, and a dining table with woven placemats.

18. 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, (89 reviews)
"Everything you need, very nice base for exploring the finger lakes."
United States
Adam R.
The price is NZ$540
includes taxes & fees
25 Oct - 26 Oct
The bungalow @ T. Spex Eyewear is a cozy, convenient stay in Canandaigua!
A kitchen with a wooden table, two chairs, a microwave, and a brick wall.

19. Sub Level Effiency

Sub Level Effiency
Geneva
8.8 out of 10, Excellent, (20 reviews)
"A great place to stay "
United States
Patrick
The price is NZ$152
includes taxes & fees
27 Oct - 28 Oct
Sub Level Effiency
A spacious kitchen with a dining area, large windows, and a view of the water.

20. 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, (13 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 NZ$728
includes taxes & fees
25 Oct - 26 Oct
Super 2 bedroom home with 72’ of Conesus lakefront
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

Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

8/10 Good
"Nice Parking lot and close to wineries"
dina 3-night trip
Posted 12 hours ago
Best Western Plus The Hammondsport Hotel

Find out more about Naples

Naples Holiday Homes information

Number of reviews
414
Accommodation
695 Holiday Homes
Lowest Price
NZ$152
Highest Price
NZ$2,244