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Naples Holiday Rentals

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Holiday Rentals in Naples

Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

8.6 out of 10, Excellent, (220)
"Very private, quiet getaway! The cottage was very cute tucked away in the woods. It was very peaceful."
Nature Lovers Getaway Nestled In The Hills Of The Finger Lakes Region..

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

10.0 out of 10, Exceptional, (245)
"It was the perfect spot for peace and tranquility on the water. House was perfect for two people. Updated but homey feel. "
The price is NZ$924
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!

Family fun, wine tours and beautiful sunsets

9.8 out of 10, Exceptional, (169)
"A group of my friends and I stayed here for a long weekend. It was right on the water and was beautiful. The host provided a lot of great information leading up to this day. They have a park pass that you can borrow and they had firewood available if you wanna stay in and have a fire. I would definitely recommend this stay to large groups. "
Family fun, wine tours and beautiful sunsets

Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

10.0 out of 10, Exceptional, (114)
"This property was great!"
Lakeside Home, New Pool, Carriage House, level & private, 6 BR, 120' frontage!

Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

9.0 out of 10, Wonderful, (304)
"We were sad to leave. Quiet, clean, cozy little stay. "
Lake Dreamin-Seneca Lake-Waterfront-Hot Tub-Wine Trail, 100ft Private Level Beach-Pets OK

Pine Grove Cabin

8.8 out of 10, Excellent, (6)
"We just needed a place without light pollution near Lincoln hill farm, so we could go to a concert, then lay in the grass and see some meteors. Pretty great."
The price is NZ$274
includes taxes & fees
29 Sept - 30 Sept
Pine Grove Cabin

Large Waterfront Home at the North End of Conesus Lake with Garage Game Room!

9.6 out of 10, Exceptional, (28)
"We had a perfect stay in a perfect home for big family gatherings. Not one complaint. "
The price is NZ$1,816
includes taxes & fees
5 Oct - 6 Oct
Large Waterfront Home at the North End of Conesus Lake with Garage Game Room!

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

9.8 out of 10, Exceptional, (59)
"The place was great, just outside of town but nice and private. They had everything we needed and the view was beautiful! "
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

9.6 out of 10, Exceptional, (64)
"We stayed here for my sister’s bachelorette weekend and loved every second of it! The house is perfect for a big group. Only con was no mirrors in a lot of the bedrooms. "
Large Lakefront Lodge on Canandaigua Lake Sleeps 22 Guests!

WELCOME! WE ARE PET FRIENDLY.

9.8 out of 10, Exceptional, (291)
"Beautiful place"
WELCOME! WE ARE PET FRIENDLY.

Cozy new England style cottage Right on Wine and Beer Trail

9.8 out of 10, Exceptional, (273)
"We had an amazing time and are already planning a trip back. "
Cozy new England style cottage Right on Wine and Beer Trail

Keuka East: Spacious & Comfy

9.6 out of 10, Exceptional, (144)
"My wife and I stayed at the house with our 3 grown children for a long weekend . The house is very spacious and provided ample family time but also privacy when needed. Everything was very clean and fully stocked with everything we needed. Great location with nice view of the lake.Highly recommend it!"
Keuka East: Spacious & Comfy

The Flatts at North Shore

3.5 star property
9.8 out of 10, Exceptional, (93)
"Large nicely appointed condo. Bed was comfortable. Very nice bathrooms. Appreciated washer, dryer and dishwasher. Close to lake and many restaurants. "
The Flatts at North Shore

Canadaigua Lake Sunset Oasis: Private Beach, Family Fun Wineries, CMAC, Shopping

10.0 out of 10, Exceptional, (14)
"Great location"
The price is NZ$1,415
includes taxes & fees
1 Oct - 2 Oct
Canadaigua Lake Sunset Oasis: Private Beach, Family Fun Wineries, CMAC, Shopping

Romantic Cabin On-the-Water w/Breathtaking Views; Beach Fire Pit! 100' Long Dock

9.2 out of 10, Wonderful, (184)
"We enjoyed ourselves at this lakefront location. It was also great to have a great view of the Garrett Chapel. We also used Reagan Rentals for a kayak. Great trip! "
Romantic Cabin On-the-Water w/Breathtaking Views; Beach Fire Pit! 100' Long Dock

FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

2.0 star property
10.0 out of 10, Exceptional, (11)
"Overall, our impression is that the property was very comfortable as a campsite. The property was very much what we had hoped for -- (mostly) quiet, forest, trails. Thought "Frog House" meant frog sounds all night, but .... "
FROG HOUSE - ROMANTIC - OFF GRID - WINE TRAIL CABIN - Pet Friendly! 4 Seasons

LakeSide Escape on Canandaigua Lake : Finger Lakes

9.6 out of 10, Exceptional, (46)
"Perfect place for us to stay. The dock was beautiful!"
LakeSide Escape on Canandaigua Lake : Finger Lakes

Camp Believe It is a secluded cabin with 50 acres of hiking trails!

10.0 out of 10, Exceptional, (8)
"This cabin was perfect! We got in late but there are motion sensor lights outside and the inside was lit up as well. It was clean, stocked, comfortable and really made our trip even more enjoyable. Great place to stay!!"
The price is NZ$340
includes taxes & fees
29 Sept - 30 Sept
Camp Believe It is a secluded cabin with 50 acres of hiking trails!

Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy

8.6 out of 10, Excellent, (101)
"The cleanliness seemed fine but the structure of trailer seemed to have signs of damage in the past,no lights around hot tub,couldn’t see steps getting out of it,,,and although it was unusually hot there was no coolness in living room and middle bedroom,and I would also suggest an up to date toaster, bagels had to be pried out of it and had to eat burnt,all in all the host was very easy to communicate wth, any questions were answered quickly and to the point"
Wildflower-Seneca Lake-Water View-Hot Tub-Wine Trail - Pets, Steps to Lake-Acre of Privacy

Lakeaholic Living On Canandaigua Lake

10.0 out of 10, Exceptional, (84)
"The house is modern and very clean with a basement game room, hangout space, main floor kitchen with two separate living rooms that allows different activities to be enjoyed. The viwes are wonderful from the deck that has a motorized retractable awning. Would book this again!!"
Lakeaholic Living On Canandaigua Lake
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

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$274 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. 

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?

Cozy Cabin With 165 Ft Beach and wood-fired hot tub! Center of FLX wine country!: This holiday home rental outside of Naples is located on the beach, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals will I find in Naples?

Choose from 44 Expedia holiday rentals in Naples for a memorable holiday.

What’s there to see and do in Naples?

Canandaigua Lake and Grimes Glen 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.