Naples holiday rentals

We found 814 holiday rentals — enter your dates for availability
Discover a selection of 45 homes, 10 cabins and other holiday rentals in Naples that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Naples

Showing deals for:5 Feb - 12 Feb

Image gallery for Private, Rustic, Quiet, Quirky! Welcome to O'Cottage! 150 feet of lake frontage

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10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

Private, Rustic, Quiet, Quirky! Welcome to O'Cottage! 150 feet of lake frontage

Penn Yan

7% off
Price is AU$10,795
for 7 nights, 1 cottage
AU$1,542 per night
includes taxes & fees
Private, Rustic, Quiet, Quirky! Welcome to O'Cottage! 150 feet of lake frontage

Find spaces that suit your style

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    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting relaxing Naples

Enjoy the wineries and other features of Naples. Travellers to this relaxing city praise the hiking, lake and forests. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Naples

Are you searching for top things to see and do in the city? Venture out of your cosy holiday rental and check out everything that Naples has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Bristol Mountain Ski Resort (8.8 mi / 14.2 km)
  • Bully Hill Vineyards (16.2 mi / 26.1 km)
  • Keuka Lake Vineyards (16.4 mi / 26.3 km)
  • Deer Run Winery (21.4 mi / 34.4 km)
  • Fox Run Vineyards (23.3 mi / 37.4 km)
  • Inspire Moore Winery and Vineyard (0.8 mi / 1.3 km)

Exploring the natural landscape of Naples

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Naples. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Honeoye Lake (12.3 mi / 19.8 km)
  • Canandaigua Lake (12.5 mi / 20.1 km)
  • Keuka Lake State Park (13.8 mi / 22.2 km)
  • Keuka Lake (15.7 mi / 25.3 km)
  • Conesus Lake (18.3 mi / 29.4 km)
  • Kershaw Park (19.2 mi / 30.9 km)

Transport options to and around Naples

Fly into Rochester, NY (ROC-Greater Rochester Intl.), the closest airport, located 37.8 mi (60.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Naples when booking a holiday rental?
When considering a holiday rental in Naples, New York, the best area to stay in is the charming village itself. This quaint locale is known for its picturesque scenery and friendly atmosphere, making it a delightful choice for visitors. In the village, you'll find a variety of properties ranging from cosy cottages to larger homes, providing ample options for different group sizes and preferences.

One of the top attractions in Naples is the stunning Canandaigua Lake, which is just a short drive away. Here, you can enjoy a variety of recreational activities such as boating, fishing, and hiking along the scenic trails. Additionally, the area is renowned for its numerous vineyards and wineries, making it a great destination for wine enthusiasts. The Finger Lakes Wine Country offers a delightful experience, with many establishments inviting guests to sample local wines and enjoy beautiful vineyard views.

Staying in the village allows you to immerse yourself in the local culture, with charming shops and eateries within walking distance.
Where are the best areas for renting a beach house in Naples?
For renting a beach house in Naples, the area along the shoreline near the Naples Pier is highly recommended. This picturesque spot not only offers beautiful views of the Gulf of Mexico but also features a lovely sandy beach ideal for sunbathing and swimming. Many properties in this area come with desirable amenities such as private balconies, outdoor seating areas, and sometimes even pools, providing a ideal setting for relaxation after a day of beach activities.

Another popular area is around Lowdermilk Park, which is known for its family-friendly atmosphere and picnic facilities. Rentals here often include spacious living areas, modern kitchens, and easy access to beach supplies, making them great for families or groups. The proximity to local eateries and shops enhances the convenience for visitors looking to explore the local culture while enjoying their beachside stay.

Further down the coast, the area near Vanderbilt Beach offers additional options, with holiday homes that frequently boast luxuries like private beach access, hot tubs, and stunning sunset views. This neighbourhood is also close to the upscale shopping and dining experiences found at the Mercato, adding to the appeal for those looking to combine beach days with a touch of sophistication.
Where are the best Naples ski resort rentals?
For ski resort rentals near Naples, New York, the best options can be found in nearby areas such as Bristol and Canandaigua. Bristol, home to Bristol Mountain Ski Resort, offers a variety of accommodations, including cozy cabins and modern chalets that cater to families and groups. Many of these properties come equipped with amenities like wood-burning stoves, spacious living areas, and fully equipped kitchens, great for unwinding after a full day on the slopes.

Canandaigua, situated on the beautiful Finger Lakes, provides additional rental options that combine winter sports with scenic lake views. Here, visitors can find lakeside cottages and condos that often feature amenities such as hot tubs, fireplaces, and outdoor decks for enjoying the picturesque winter landscape. The area has a selection of local restaurants and shops, adding convenience for travellers.

Moreover, both Bristol and Canandaigua offer access to winter activities beyond skiing, including snowshoeing and ice fishing. Rentals in these regions frequently provide easy access to outdoor recreational areas, allowing guests to fully immerse themselves in the winter wonderland that upstate New York has to offer.
What is the most popular type of holiday rental accomodation in Naples?
In Naples, holiday houses are the most popular type of holiday rental, with around 136 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups. Many also come with outdoor spaces such as patios or decks, superb for enjoying the serene surroundings and beautiful views of the Finger Lakes.

Additionally, there are about 32 cabins and 32 cottages that provide a cozier alternative, often set in more secluded locations, allowing for a peaceful retreat in nature. These rentals typically include rustic charm with essential amenities, including kitchen facilities and comfortable living areas. For those seeking a different experience, there are also several apartments available, offering a more compact stay.
Are there any family house rentals in Naples?
In Naples, New York, there are numerous family-friendly holiday rentals available, with around 44 options to choose from. Visitors can find accommodations in charming neighbourhoods such as the picturesque lakeside areas, where properties often boast spacious living rooms, fully equipped kitchens, and outdoor decks superb for summer barbecues. Many homes also have amenities such as game rooms or large gardens, providing ample space for children to play and explore.

The scenic beauty of the nearby Canandaigua Lake offers opportunities for swimming, fishing, and boating, while the surrounding Finger Lakes region is renowned for its wineries and hiking trails. Families can enjoy local attractions like the Naples Grape Festival and the beautiful views from the various lookout points around the lake.
Can I rent a holiday home with a pool or hot tub in Naples?
In Naples, New York, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located near the scenic Canandaigua Lake, provides a delightful retreat for travellers seeking relaxation. Many of these properties offer spacious outdoor areas, great for enjoying the warm summer months, and often include amenities such as private swimming pools, hot tubs for unwinding after a day of exploration, and well-equipped kitchens for self-catering.

The surrounding area is known for its natural beauty, including vineyards and wooded landscapes, making it an ideal spot for outdoor activities.
Are there pet-friendly house rentals in Naples?
In Naples, New York, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, ideal for families or groups.

The town is surrounded by the natural beauty of the Finger Lakes region, offering a variety of outdoor activities. Nearby, you can explore the stunning landscapes of the Naples area, including hiking trails and scenic spots superb for enjoying nature with your furry friend.
Are there any remote work holiday rentals in Naples?
In Naples, New York, there is a substantial selection of remote work-friendly holiday rentals available, with around 220 properties suiting those who need to blend work and leisure. Many of these accommodations are equipped with essential amenities such as dedicated desks and comfortable chairs, ensuring a productive work environment. High-speed Wi-Fi is commonly provided, allowing for seamless connectivity during your stay.

The area itself is known for its picturesque landscapes and proximity to Canandaigua Lake, offering opportunities for outdoor activities during downtime. Rentals often feature spacious living areas, fully equipped kitchens, and outdoor spaces, making them suitable for both work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Naples?
In Naples, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature decks or patios, providing outdoor spaces for relaxation and enjoying the surrounding scenery. Additionally, properties often come with fireplaces, adding a cosy touch, especially during cooler months. For those who enjoy a warm beverage, coffee and tea makers are commonly included. Onsite parking is another convenient amenity that many travellers can expect, making it easier to explore the beautiful Finger Lakes region.
When is the best time to visit Naples for a holiday rental?
The peak travel season in Naples, New York, spans from July to September, making it an ideal time for those seeking a vibrant holiday experience. During these months, visitors flock to the area to enjoy outdoor activities such as hiking, boating, and exploring the scenic beauty of the Finger Lakes region. July, in particular, stands out as the most popular month, offering warm temperatures that hover around 20 to 30 degrees Celsius, great for swimming and enjoying lakeside picnics.

While summer is bustling with tourists, autumn presents a fantastic opportunity for those looking for a more tranquil getaway. Consider visiting in December, when the holiday spirit fills the air, and you can enjoy the charming small-town atmosphere. The quieter months allow for leisurely exploration of local shops and cosy cafés, making it a lovely time to experience Naples in a more intimate setting.

Ultimately, whether you prefer the lively summer atmosphere filled with activities or the peaceful charm of winter, Naples has something special to offer throughout the year.
What are the top attractions in Naples?
In Naples, New York, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. The stunning Canandaigua Lake is nearby, offering opportunities for boating, fishing, and picnicking along its shores. The surrounding Finger Lakes region is renowned for its wineries, and many visitors take advantage of local wine tours that showcase the area's acclaimed vineyards.

In the heart of Naples, the town features charming local shops and eateries, providing a taste of the community's hospitality. The Naples Historical Society operates the historic Naples Hotel, which offers insights into the town's rich past. For outdoor enthusiasts, the nearby High Tor Wildlife Management Area presents excellent hiking trails and opportunities for birdwatching.

Additionally, the annual Naples Grape Festival celebrates the region's grape harvest, drawing crowds for its food, crafts, and family-friendly activities.
Are all fees included in the Naples holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Naples holiday homes with parking?
Stayz offers a wide selection of holiday homes in Naples with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Naples holiday homes?
You can find great discounts on holiday homes in Naples on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Naples holiday home booking on Stayz?
To find Naples holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Naples?
A long-stay holiday home in Naples is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Naples holiday home?
Book your Naples holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Naples?
Prices for holiday homes in Naples vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Naples to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.