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Holiday rentals in Naples

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Quick stats about holiday rentals in Naples

  • Total holiday rentals

    Explore 20 holiday rentals in Naples

  • Nightly prices starting at

    Naples holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 710 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Naples holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Naples rentals

  • 4.9 Average rating

    Naples stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Naples

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A hot tub is situated on a wooden deck, offering a view of Canandaigua Lake and the surrounding snowy landscape. The tranquil scene is enhanced by the soft hues of a sunset sky, with trees framing the view in the background.
Chalet in Naples
4.97 out of 5 average rating, 153 reviews

The Lakeview Chalet: Cozy & Chic, Hot Tub, Games

Relax & unwind to a backdrop of Canandaigua Lake! This rustic chalet on a private setting has that cozy cabin feel with modern styling and luxurious amenities including a gas stove fireplace, hot tub, nostalgic games, library, outdoor fire pit & more! Amenities Include: Hot Tub with Lake View Gas Stove/Fireplace Fire Pit BBQ Grill Foosball Table Board Games A/C in Loft BR Heat Parking: 4 Spaces High-Speed Internet/Wifi Smart TV/Cable Library Desk Alexa Speaker Telescope STR Permit #: 2023-0073

Top guest favourite
Cabin in Naples
4.96 out of 5 average rating, 24 reviews

The Overlook Couples Tiny Cabin-HotTub-Firepit

Perched just above one of the most breathtaking natural landmarks in the region (The Canandaigua Lake Scenic Overlook), this tiny home cabin is the perfect place to soak in the best lake views the Finger Lakes has to offer. Wake up to lake views from bed, unwind in the hot tub, or relax by the fire pit under the stars. Enjoy the deck, outdoor grilling and dining, and fun-and-games for two. Only minutes away from scenic hikes, Bristol Mountain,delicious restaurants and the Canandaigua wine trail!

Guest favourite
Home in Canandaigua
4.92 out of 5 average rating, 323 reviews

Bristol Creekside Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Guest favourite
An aerial view captures the expansive green lawn surrounding a white house, with trees lining the property. A serene pond is visible at the bottom, reflecting clouds and trees, while a gravel road borders the scene, enhancing the rural setting.
Home in Naples
4.94 out of 5 average rating, 107 reviews

Peace Pond Acres in the Finger Lakes

Everyone is welcome at our secluded Cape Cod on 20 acres in the heart of the Finger Lakes region. 2.5 miles from the center of Naples, hiking trails, waterfalls, wine tastings, quaint shops, restaurants, golf course, leaf peeping, 15 min. to Bristol Mountain. Enjoy all the charm the Finger lakes has to offer from your centrally located homebase in Naples or make us your destination. Please note the base price is for 6 people & a fee for each extra person regardless of the # of days they stay.

Top guest favourite
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guest house in Naples
4.98 out of 5 average rating, 296 reviews

Grandpa-T’s Guest Cottage at Hawks Landing

Welcome to Grandpa-T’s Guest Cottage at Hawks Landing… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cottage!

Top guest favourite
A spacious living area features a cozy electric fireplace beneath a wall-mounted TV. Large windows provide ample natural light and views of the surrounding landscape. Comfortable seating options, including a leather sofa and armchair, are arranged around a natural wood coffee table.
Cottage in Naples
4.99 out of 5 average rating, 228 reviews

Hideaway House >HOT TUB< *Secluded w/Amazing Views

The Getaway Hideaway House is tucked near the scenic Honeoye and Canandaigua Lake Wine & Brewery Trail—perfect for wine lovers, adventurers, and those seeking a peaceful escape. Enjoy stunning valley and hillside views from the living room or while relaxing in the year-round covered hot tub on the patio. Just a short drive (under 10 minutes) to Naples for great dining and entertainment. Note: Due to the hillside location, AWD or 4WD is recommended during inclement weather for safe access.

Top guest favourite
The exterior of the apartment is displayed, featuring a well-maintained garden bed with vibrant flowers. The entrance is marked by a white facade, adorned with floral arrangements under the windows. A brick pathway leads to the entrance, flanked by neat hedges.
Flat in Naples
4.98 out of 5 average rating, 188 reviews

Suite Dreams

The entrance to the apartment has mats for shoes or boots and hooks for coats and backpacks. The bedroom has a queen size bed and full bath with a tub and shower attached. There has been a smart tv added to the bedroom wall since the pictures were taken. On the garment rack there are extra pillows for your convenience. The living room has a half bath, couch (linens available to turn into a bed) and furniture to relax or watch tv. The kitchen is small and equipped to prepare simple meals.

Top guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 159 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Top guest favourite
A panoramic view of rolling hills is captured during sunset, with vibrant orange and pink hues highlighted by clouds. Lush greenery surrounds the scene, creating a serene natural landscape that invites relaxation.
Guest suite in Naples
4.98 out of 5 average rating, 408 reviews

Naples Escape: Artistic & Serene w/ Magical Views

Escape to a peaceful, artistic haven surrounded by nature’s beauty! This 10-acre gem offers sweeping views, a tranquil pond, and leisurely strolls. Just 2 miles from the heart of Naples, explore waterfalls, wineries, charming shops, and local dining. Perfectly situated for seasonal adventures, with Bristol Mountain and Cummings Nature Center both under 20 minutes away. Whether unwinding or exploring, this cozy sanctuary offers a harmonious balance of comfort and creativity.

Top guest favourite
A colorful abstract painting features flowing waves of vibrant colors, depicting trees with red and orange foliage against a softened background. The brushstrokes create a sense of movement, showcasing the blend of hues typical of changing seasons.
Loft in Naples
5 out of 5 average rating, 85 reviews

Seasons of Life BNB

Unique 950 SQ ft of private space above our barn home in the quaint village of Naples. Close to dining, breweries, wine tastings (several local) and boutiques. Some of the best the Finger Lakes has to offer. Venture out enjoy a nice walk, hike, fishing, boating, biking & music venues . Steps from the famous Naples Grape Festival end of September. There is a small grill and a fire pit for guest use.. A full continental menu arranged ahead so you may enjoy when you're ready.

Top guest favourite
The exterior of the A-frame cabin features a striking triangular shape and is accented with warm string lights. A wooden deck with steps leads to the entrance, bordered by a gravel path. Surrounding trees add to the natural setting.
Cabin in Branchport
4.99 out of 5 average rating, 194 reviews

A-Frame w/ Hot tub & Fire Pit & Pet Friendly

Escape to the Ravenwood A-Frame in the Finger Lakes – the ultimate romantic hideaway for couples. Nestled in the woods, this cozy retreat offers a private hot tub, a crackling fire pit, and is surrounded by lush trees, perfect for unwinding together. Whether sipping wine from nearby vineyards, exploring scenic trails, or enjoying quiet moments in the cabin’s intimate ambiance, Ravenwood invites you to reconnect, relax, and create unforgettable memories in nature’s embrace

Top guest favourite
A charming log cabin with a blue metal roof is situated amid lush greenery. The wooden exterior features multiple windows and a welcoming front door, complemented by a pathway lined with grass. Two chairs can be seen near the entrance, offering a place to relax.
Cabin in Naples
4.87 out of 5 average rating, 622 reviews

Hi-Tor Hideaway. The Cure for Cabin Fever.

A beautiful log cabin in the woods with an incredible view, that sleeps 5. There is a queen bed downstairs, a double in loft and then a roll-away twin in living room. Peace and quiet, discovering nature and resetting yourself. Life has been a challenge and it is good to step back sometimes. Our peaceful retreat is centrally located near many parks and waterfalls. Located between beautiful Canandaigua, Keuka and Seneca Lakes.

Popular amenities for Naples holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Naples

Guest favourite
A welcoming living room is furnished with two light gray sofas adorned with patterned throw pillows. A round wooden coffee table sits atop a geometric area rug, showcasing a decorative item in its center. Natural light streams in from the windows, enhancing the cozy atmosphere.
Cabin in Naples
4.93 out of 5 average rating, 42 reviews

Lake's End Lodge

Top guest favourite
A firepit area is surrounded by five modern chairs, set on a grassy patch overlooking a serene pond. Bare trees stand softly in the background against a cloudy sky, while a few patches of snow remain on the ground, enhancing the natural setting.
Home in Naples
4.89 out of 5 average rating, 54 reviews

Fingerlakes Land, Pond, Views & Hot Tub- LandHouse

Superhost
Home in Naples
4.94 out of 5 average rating, 18 reviews

Walkable Wine Country Home With Hot Tub

Top guest favourite
Home in Middlesex
5 out of 5 average rating, 15 reviews

Peaceful lake front home with amazing views.

Guest favourite
The Little Red Cabin is nestled among lush trees, surrounded by natural greenery. A seasonal creek bed with exposed rocks leads to the cabin, which features a dark roof and multiple windows. A patio area can be seen, enhancing the cabin's connection to nature.
Cabin in Naples
4.94 out of 5 average rating, 35 reviews

Little Red Cabin in the Woods

Top guest favourite
Cabin in Naples
5 out of 5 average rating, 24 reviews

Naples Earley Bird Air BnB Cozy Cabin

Top guest favourite
Home in Canandaigua
5 out of 5 average rating, 48 reviews

Cozy Cub Cabin

Top guest favourite
Guest house in Naples
4.97 out of 5 average rating, 32 reviews

Creek to Course Retreat

When is the best time to visit Naples?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$299 SGD$296 SGD$294 SGD$296 SGD$301 SGD$304 SGD$223 SGD$306 SGD$318 SGD$320 SGD$296 SGD$299 SGD
Avg. temp-3°C-2°C2°C8°C15°C20°C22°C21°C17°C11°C5°C0°C

Frequently Asked Questions

  • What are the best places to stay in Naples?

    The village center and neighborhoods close to local trails, vineyards, and markets are frequently suggested for easy access to attractions. Many stays feature scenic views and welcoming spaces with flexible arrangements.

  • What are the best things to do in Naples with kids?

    Children enjoy exploring Grimes Glen, participating in seasonal festivals and arts workshops, and visiting local parks. Bakeries highlight treats like grape pie, and markets introduce families to regional flavors.

  • What are some of the best things to do in Naples?

    Hike Grimes Glen, sample regional wines at local tasting rooms, and explore galleries featuring area artists. Visiting waterfalls, enjoying fresh grape pie, and engaging with community events are frequently suggested.

  • How is the weather in Naples?

    Naples has cold, snowy winters with temperatures often between 18 and 39°F (-8 and 4°C). Spring and fall are milder, while summer afternoons usually reach 79 to 83°F (26 to 28°C) and bring increased rainfall in July and August. Pack for changing conditions throughout the year.

  • When is the best time to visit Naples?

    Late spring through early fall is often recommended for milder weather, with temperatures around 47–83°F (8–28°C) and more daylight. The area sees blooming gardens and seasonal festivals, making outdoor activities accessible.

  • What are the best places to visit in Naples?

    Explore Grimes Glen, visit tasting rooms for Finger Lakes wineries, and take in art at local galleries. Nature preserves and waterfalls are frequently suggested for outdoor activities.

  • What are some hiking trails in Naples?

    Explore Grimes Glen for scenic waterfalls, and wander through High Tor Wildlife Management Area or other nearby preserves. Trails range from easy creekside walks to forested routes inviting year-round exploration.

  • What are some family activities we can do in Naples?

    Families enjoy walking Grimes Glen, visiting playgrounds and parks, and sampling grape pie at local bakeries. Seasonal events and outdoor markets create opportunities for fun and learning together.

  • What are some of the best day trip ideas from Naples?

    Explore other Finger Lakes towns for lakeside activities, visit historic sites, or enjoy regional museums and gardens. Wine trails and state parks around the area invite both relaxing and adventurous day outings.

  • Are there any pet friendly accommodations available in Naples?

    Many vacation rentals and cottages in and around Naples welcome pets, especially those near parks or walking trails. Hosts often share local recommendations for outdoor spaces suited to travelers with dogs.

  • What are some local tips for visiting Naples?

    Arrive early for popular trails or festivals to enjoy quieter moments, and check out local shops for grape pies and handmade goods. Engage with community guides to discover regional wines and art.

  • What is Naples known for?

    Naples is known for its grape-growing heritage, scenic waterfalls, and small-town atmosphere rooted in the Finger Lakes region. The village has locally celebrated foods, community art, and outdoor recreation.

  • What are the best hidden gems to explore in Naples?

    Hike through lesser-known nature preserves or discover tucked-away waterfalls near Naples. Local shops and artisan studios often highlight creative, small-batch goods rooted in Finger Lakes traditions.

  • What are the best foods to try in Naples?

    Naples is known for grape pie, as well as seasonal farm-to-table dishes using Finger Lakes produce. Bakeries and small restaurants frequently suggest homemade treats and locally sourced ingredients.

  • What should I bring for a trip to Naples?

    Pack layers for variable temperatures, hiking shoes for outdoor trails, and a rain jacket, as precipitation is possible throughout the year. A reusable water bottle and sun protection are also convenient for outings.

  • What is the nightlife in Naples like?

    Naples has locally rooted venues for craft beverages, casual dining, and occasional live music in informal settings. The atmosphere is relaxed, with small-town charm and community spaces for gathering.

  • What are the most popular events or festivals in Naples?

    The Naples Grape Festival, often held in early fall, celebrates local harvest with food, music, and craft exhibits. Seasonal arts fairs and community events bring visitors together throughout the year.

  • Are there family friendly vacation rentals in Naples?

    Many vacation rentals and cottages in Naples feature family-friendly spaces, including larger rooms and kitchens. Hosts frequently mention access to nearby parks and activities suitable for children.

Destinations to explore