Best Vacation Homes in Naples
House
10.0(372 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
R3,880/Night
7 Nights - R27,159
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1754.52 ft²
Spa- Fireplace/Heating
Parking
Internet
R9,179/Night
7 Nights - R64,255
Cottage
1 Bedroom
1 Bath
- Spa
- Fireplace/Heating
Ocean View- Balcony/Terrace
R6,674/Night
7 Nights - R46,720
Cabin
10.0(99 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,832/Night
7 Nights - R26,829
House
10.0(1 Review)
4 Bedrooms
4 Baths
11 Guests
3896.54 ft²
- Hot Tub
- Fireplace/Heating
View
Pet Friendly
R8,866/Night
7 Nights - R62,063
Cottage
10.0(96 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
Oceanfront- Hot Tub
- Fireplace/Heating
- Ocean View
R13,990/Night
7 Nights - R97,923
House
10.0(62 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,569/Night
7 Nights - R17,979
Cottage
10.0(32 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R6,210/Night
7 Nights - R43,474
Naples Luxury Rentals
House
10.0(1 Review)
8 Bedrooms
5 Baths
16 Guests
3735 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R51,730/Night
7 Nights - R362,110
Cottage
6 Bedrooms
5 Baths
12 Guests
5349 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R42,533/Night
7 Nights - R297,740
House
8 Bedrooms
5 Baths
16 Guests
3735.08 ft²
- Hot Tub
- Fireplace/Heating
- View
Air Conditioner
R38,233/Night
7 Nights - R267,631
House
10.0(2 Reviews)
4 Bedrooms
4 Baths
22 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R31,423/Night
7 Nights - R219,955
Cottage
9.6(11 Reviews)
4 Bedrooms
3 Baths
12 Guests
1 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R29,725/Night
7 Nights - R208,074
Cabin
10.0(22 Reviews)
5 Bedrooms
5 Baths
8 Guests
4400 ft²
- Hot Tub
- Fireplace/Heating
Pool- Ocean View
R19,930/Night
7 Nights - R139,518
House
9.8(10 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R19,829/Night
7 Nights - R138,809
House
9.8(9 Reviews)
5 Bedrooms
2 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R19,314/Night
7 Nights - R135,200
Naples Pet Friendly Vacation Rentals
Cabin
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,649/Night
7 Nights - R25,544
House
8.0(1 Review)
2 Bedrooms
1 Bath
8 Guests
1184.03 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
R2,109/Night
7 Nights - R14,766
Cottage
9.8(90 Reviews)
2 Bedrooms
1 Bath
6 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,814/Night
7 Nights - R40,705
House
3 Bedrooms
1 Bath
7 Guests
1797.57 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
R6,380/Night
7 Nights - R44,660
Cottage
9.8(8 Reviews)
2 Bedrooms
1 Bath
8 Guests
1180 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R3,105/Night
7 Nights - R21,737
Cottage
9.0(227 Reviews)
2 Bedrooms
1 Bath
4 Guests
1150 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,840/Night
7 Nights - R26,879
Cottage
8.8(244 Reviews)
1 Bedroom
1 Bath
3 Guests
980 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,193/Night
7 Nights - R22,347
House
10.0(114 Reviews)
3 Bedrooms
1 Bath
8 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,870/Night
7 Nights - R41,084
Naples Large Vacation Homes
House
10.0(52 Reviews)
4 Bedrooms
3 Baths
10 Guests
3250 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R12,097/Night
7 Nights - R84,673
House
5 Bedrooms
3 Baths
16 Guests
2271.19 ft²
- Hot Tub
- Fireplace/Heating
- View
- Pet Friendly
R9,258/Night
7 Nights - R64,815
House
10.0(30 Reviews)
5 Bedrooms
3 Baths
12 Guests
3053 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
R10,139/Night
7 Nights - R70,978
House
10.0(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,606/Night
7 Nights - R32,251
Ski Chalet
10.0(3 Reviews)
5 Bedrooms
2 Baths
10 Guests
2732 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R13,086/Night
7 Nights - R91,595
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
1920 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R5,801/Night
7 Nights - R40,606
House
10.0(1 Review)
5 Bedrooms
3 Baths
8 Guests
3470 ft²
Private Pool- Hot Tub
- Spa
- Fireplace/Heating
R11,683/Night
7 Nights - R81,773
House
10.0(1 Review)
5 Bedrooms
2 Baths
16 Guests
2274 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R9,251/Night
7 Nights - R64,749
Why Choose Rent By Owner for your Naples Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Naples
When should you plan your Vacation Rentals stay?
Timing your trip to Naples ensures you experience the region at its best, whether you're seeking warm summer days or a quieter off-season escape in this charming destination.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy the warm weather and longer daylight hours, making it ideal for exploring the scenic beauty and outdoor activities that this destination offers.
Average Temperature Daytime: Highs around 80-85°F - Nighttime: Lows around 60-65°F
Fall (September to November)
Early fall brings pleasant temperatures and beautiful foliage, perfect for experiencing the area's natural charm while staying in comfortable vacation rentals.
Average Temperature Daytime: Highs around 70-75°F - Nighttime: Lows around 50-55°F
Off-Season Highlights
Winter (December to February)
If you're seeking a quieter escape, winter offers serene surroundings with fewer visitors, allowing you to enjoy the tranquil atmosphere from your rental accommodations.
Average Temperature Daytime: Highs around 30-40°F - Nighttime: Lows around 15-25°F
Spring (March to May)
As nature reawakens in early spring, this time of year offers fewer crowds, making it a peaceful period to book vacation rentals and experience the region's budding beauty.
Average Temperature Daytime: Highs around 50-60°F - Nighttime: Lows around 30-40°F
Weekly Weather Forecast for Naples
How to Book Your Naples Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Naples
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for al fresco meals amidst scenic views of the region.
- Relax on private patios or decks that provide a tranquil setting to unwind after exploring nearby attractions.
- Take advantage of spacious yards or gardens ideal for outdoor activities or family gatherings.
- Make use of outdoor fire pits for cozy evenings under the stars during your stay in this destination.
- Benefit from access to community or shared pools, offering refreshing relaxation options in the area.
- Utilize outdoor grills or barbecue facilities to prepare delicious meals using local ingredients.
- Explore nearby walking trails or nature paths directly accessible from your rental for outdoor adventures in the region.
Top Attractions Around Naples
What attractions are nearby?
During your stay, you'll discover a variety of outdoor activities and scenic attractions nearby, offering you the perfect opportunity to explore the natural beauty and charming surroundings of this destination.
Family Activities
- High Tor Wildlife Management Area: Enjoy a family hike or nature walk in this scenic area that offers opportunities for birdwatching and learning about local flora and fauna.
- The Finger Lakes Region: Explore the nearby Finger Lakes, where you can engage in boat tours, fishing, or simply relaxing by the water with your loved ones.
- Watkins Glen State Park: Discover breathtaking waterfalls and rock formations on a family-friendly hike through this popular state park within reach of the destination.
- Local Community Events: Participate in seasonal fairs, farmers markets, or outdoor festivals that showcase the area's culture and provide fun activities for all ages.
Adult Activities
- Wine Tasting Tours: Discover local wineries and indulge in guided wine tasting experiences that showcase the region’s renowned vineyards.
- Hiking and Nature Walks: Explore scenic trails and enjoy the tranquility of the countryside, perfect for outdoor enthusiasts seeking a peaceful retreat.
- Boating and Water Activities: Engage in kayaking, canoeing, or boat rentals on nearby lakes to fully experience the area's aquatic offerings.
- Gourmet Dining Experiences: Savor farm-to-table cuisine at acclaimed restaurants, highlighting the region’s fresh, locally sourced ingredients.
Other Places to Stay in Naples, NY
Cumming Nature Center
Middlesex
Majestic Hills Golf Course
Town of Italy
Hunt Hollow
Conklin Gully
West River Marsh
Ontario County Park at Gannett Hill
South Bristol
Naples Community Park Disc Golf Course
Inspire Moore Winery and Vineyard
Reservoir Creek Golf Course
Naples Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries: Take the time to enjoy authentic regional cuisine at local restaurants, which offers a true taste of this destination’s culinary scene.
- Visit Nearby Natural Attractions: Make the most of your stay by exploring scenic spots and outdoor activities that showcase the area's natural beauty.
- Plan Your Activities in Advance: Booking popular tours or experiences early ensures you won’t miss out on the must-see attractions here.
- Choose a Well-Located Accommodation: Select nearby vacation rentals to minimize travel time, giving you more opportunity to relax and enjoy the region.
Transportation Options
- Rental Car Services: Renting a vehicle offers you the flexibility to explore this area at your own pace, with several local providers conveniently available for booking.
- Public Transit Options: Buses and regional transit systems connect here with neighboring towns, making it an economical choice for getting around without the hassle of driving.
- Taxi and Rideshare Services: Taxis and popular rideshare apps provide quick and reliable transportation throughout the region, ideal for short trips or on-demand travel.
- Bike Rentals: The area features bike rental services that allow you to enjoy scenic routes comfortably and sustainably while exploring nearby attractions.
Local Customs Options
- Local Farming Traditions: Engaging with the area's farming heritage offers a glimpse into the longstanding agricultural customs that shape community life here.
- Participating in Regional Festivals: Join local celebrations that highlight the region's unique cultural events, often reflecting its historical and social roots.
- Respecting Waterfront Etiquette: When enjoying the lakeside or river activities, observe customary practices such as proper fishing techniques and environmental respect.
- Appreciating Culinary Customs: Savor regional dishes and dining manners that emphasize fresh, locally sourced ingredients typical of this destination's gastronomic traditions.
Frequently Asked Questions About Naples?
1. What are the top vacation rentals in Naples?
There are a lot of options in Naples. If you plan on staying in the Naples area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Naples:
- Naples Valley Getaway-Private home with hot tub.
- Amazing cabin in the Finger Lakes! Hiking, wineries, restaurants.etc! Pets ok
- The Quiet Spot Cabin
- Lake View w/Pool, HotTub, & Fast Wi-Fi
- Private! Unique Lake Front Cottage. Heron Cove Sanctuary, Beauty & Peace!
- Nestled Inn, our cozy suite in the Village of Naples, N.Y.
- Beautiful Timber-Frame Cottage - Canandaigua Lake
- Naples Cabin w/Lake Views & Wraparound Deck!
- Private getaway cabin in the woods
- The Chosen Spot: Secluded, Views, Wineries, Hot tub, Skiing, Pet friendly!
2. Which vacation homes in Naples are best for families?
If you are looking for a family-friendly vacation home in Naples, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Naples:
3. How many Rentbyowner vacation rentals are available in Naples?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 149 in the Naples area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Naples.
4. What is the cancellation policy for vacation rentals in Naples, New York?
Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the conditions and any potential fees associated with canceling your reservation.
5. How do I secure my booking for a vacation rental in Naples, New York?
Booking usually requires completing an online reservation request through the listing, followed by confirmation from the host. Make sure to provide accurate information and communicate promptly to ensure your stay is secured.
6. Are there any additional fees I should be aware of when booking in this area?
Additional fees such as cleaning charges, service fees, or local taxes may apply. Check the listing details for a full breakdown of costs before finalizing your reservation.
7. What amenities are typically included with vacation rentals in Naples, New York?
Most properties offer amenities like Wi-Fi, kitchen facilities, and parking. However, amenities vary by listing, so it’s best to review each property’s description to ensure it meets your needs.
8. Is there a minimum stay requirement for booking vacation accommodations in this region?
Minimum stay requirements differ among listings. Be sure to verify the duration with the property owner or during the booking process to confirm availability and policy adherence.
Naples Top Rated Vacation Rentals
House
10.0(98 Reviews)
3 Bedrooms
3 Baths
6 Guests
2006 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R13,354/Night
7 Nights - R93,473
House
9.6(29 Reviews)
4 Bedrooms
3 Baths
8 Guests
3879 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R12,110/Night
7 Nights - R84,772
House
10.0(1 Review)
7 Bedrooms
6 Baths
16 Guests
3150 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R35,292/Night
7 Nights - R247,048
House
9.6(72 Reviews)
5 Bedrooms
2 Baths
12 Guests
2500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,172/Night
7 Nights - R43,210
House
9.0(2 Reviews)
6 Bedrooms
10 Baths
16 Guests
6500 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R25,142/Night
7 Nights - R175,987
House
7 Bedrooms
5 Baths
16 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
R29,960/Night
7 Nights - R209,722
