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 Holiday Rentals

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Our top choices for Naples holiday rentals

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 NZ$182
includes taxes & fees
18 Nov - 19 Nov
Ideal location for adventure all year round

2. 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 NZ$878
includes taxes & fees
24 Nov - 25 Nov
The Cozy Nest

3. 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$902
includes taxes & fees
19 Nov - 20 Nov
Walkable Naples Wine Country 5BR Hot Tub Sleeps 16 Bristol Mountain

4. 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 NZ$711
includes taxes & fees
13 Nov - 14 Nov
Charming country ranch in the hills of the Finger Lakes

5. 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 NZ$476
includes taxes & fees
17 Nov - 18 Nov
Escape to the Heart of the Finger Lakes

6. 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$955
includes taxes & fees
24 Nov - 25 Nov
Naples Oasis: 2 bedrooms, 2 baths, a full kitchen and open-concept, lake views!

7. 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 NZ$1,079
includes taxes & fees
16 Nov - 17 Nov
VRFLX Canandaigua View | Pool & Hot Tub

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 NZ$1,868
includes taxes & fees
7 Dec - 8 Dec
Wine Country: Epic Game Room, Lake Views, Fire Pit

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 NZ$1,505
includes taxes & fees
29 Nov - 30 Nov
NEW! Hot-Tub, Sauna, Game Rm, Firepit, Wineries, Mins to Bristol MTN Ski Resort.

10. 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 NZ$435
includes taxes & fees
16 Nov - 17 Nov
Timber Haven-Serene getaway with fireplace, grill, fire pit, AC, WiFi

11. 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 NZ$814
includes taxes & fees
13 Dec - 14 Dec
Peaceful lake front home with amazing views.

12. 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 NZ$764
includes taxes & fees
22 Nov - 23 Nov
Finger Lakes Escape • FLX Chalet + Private Pond

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$1,131
includes taxes & fees
19 Nov - 20 Nov
Private oasis on 12acre estate 15min to Keuka Lake

14. 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.
Finger Lakes Escape: Sauna, HotTub, Firepit. Near Lakes, Wineries.

15. 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 NZ$532
includes taxes & fees
22 Nov - 23 Nov
Casita: Near Wineries & Keuka Lake: 100"Projector

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

Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views
Branchport
9.6 out of 10, Exceptional, (4 reviews)
"Loved the location surrounded by grapes and farmland. Very spacious. Awesome communication. And the price was perfect. Next time I’m in the area I would definitely check for availability."
United States
Rae G.
The price is NZ$693
includes taxes & fees
16 Nov - 17 Nov
Secluded Finger Lakes 3BR Retreat Near Keuka Lake with Vineyard Views

17. 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 NZ$430
includes taxes & fees
19 Nov - 20 Nov
Beautiful Newly Renovated 1900s Farm House On 9 Acres

18. 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 NZ$424
includes taxes & fees
26 Nov - 27 Nov
Hammondsport Hideaway

19. Private Rural Getaway

Private Rural Getaway
Springwater
10.0 out of 10, Exceptional, (22 reviews)
"Clean place with plenty of space"
United States
Patrick
The price is NZ$617
includes taxes & fees
16 Nov - 17 Nov
Private Rural Getaway

20. 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$1,338
includes taxes & fees
15 Nov - 16 Nov
Enjoy Cabin Vibes & Lake Views, Close to Town, Lake & FLX Activities; EV Charger
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

Find out more about Naples

Everything you need to know about Naples holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Naples holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Naples holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Naples holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Naples. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Naples holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Naples holiday rentals we have selected for you start as low as NZ$120 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Naples rentals

At Expedia, we put the best Naples holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Naples rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Naples holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Naples. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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.