Discover Your Perfect Naples Vacation Homes

Best Vacation Homes in Naples

New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $419/Night For 7 Nights US $2,930
9.5
Exceptional
(2 Reviews)
1054.86 ft² 4 Guests 3 Bedrooms 2 Bathrooms
House
  • Balcony/Terrace
  • Parking
  • Internet
US $149/Night For 7 Nights US $1,043
9.2
Exceptional
(57 Reviews)
1 Bedroom 1 Bathroom
Ocean View Bed & Breakfast
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $262/Night For 7 Nights US $1,835
10.0
Exceptional
(314 Reviews)
432 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $278/Night For 7 Nights US $1,943
9.2
Exceptional
(41 Reviews)
505.9 ft² 4 Guests 3 Bedrooms 1 Bathroom
Ocean View Ski Chalet
  • Private Beach
  • Ocean View
  • View
US $171/Night For 7 Nights US $1,200
10.0
Exceptional
(29 Reviews)
1400 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
US $434/Night For 7 Nights US $3,041
10.0
Exceptional
(16 Reviews)
7 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $462/Night For 7 Nights US $3,235
10.0
Exceptional
(13 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $417/Night For 7 Nights US $2,917

Naples Luxury Rentals

New
10 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $2,272/Night For 7 Nights US $15,904
New
20 Guests 5 Bedrooms 3 Bathrooms
Free Cancellation Villa
  • Pet Friendly
  • Parking
  • Air Conditioner
US $2,245/Night For 7 Nights US $15,718
10.0
Exceptional
(3 Reviews)
20 Guests 7 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $1,734/Night For 7 Nights US $12,136
New
12 Guests 2 Bedrooms 1 Bathroom
Ocean View Cabin
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $1,699/Night For 7 Nights US $11,890
New
20 Guests 9 Bedrooms 6 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,383/Night For 7 Nights US $9,680
10.0
Exceptional
(8 Reviews)
16 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $1,371/Night For 7 Nights US $9,594
10.0
Exceptional
(6 Reviews)
4300 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $1,308/Night For 7 Nights US $9,156
10.0
Exceptional
(4 Reviews)
1986 ft² 10 Guests 4 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,139/Night For 7 Nights US $7,973

Naples Pet Friendly Vacation Rentals

9.8
Exceptional
(43 Reviews)
1200 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $234/Night For 7 Nights US $1,640
7.5
Very Good
(2 Reviews)
1399.31 ft² 8 Guests 3 Bedrooms 1 Bathroom
House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $170/Night For 7 Nights US $1,190
10.0
Exceptional
(1 Review)
1 Bedroom 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Ocean View
  • View
US $350/Night For 7 Nights US $2,450
New
1200 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $276/Night For 7 Nights US $1,931
New
2798.62 ft² 10 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Child Friendly
US $899/Night For 7 Nights US $6,293
10.0
Exceptional
(30 Reviews)
3500 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $832/Night For 7 Nights US $5,821
10.0
Exceptional
(27 Reviews)
3000 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $405/Night For 7 Nights US $2,835
10.0
Exceptional
(15 Reviews)
2545 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $518/Night For 7 Nights US $3,624

Naples Large Vacation Homes

7.8
Very Good
(12 Reviews)
1064 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $419/Night For 7 Nights US $2,933
New
1065.63 ft² 10 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
US $539/Night For 7 Nights US $3,773
10.0
Exceptional
(53 Reviews)
12 Guests 6 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Ocean View
  • Balcony/Terrace
US $954/Night For 7 Nights US $6,676
New
10 Guests 4 Bedrooms 3 Bathrooms
Free Cancellation Villa
  • Parking
  • Air Conditioner
  • Internet
US $882/Night For 7 Nights US $6,176
10.0
Exceptional
(48 Reviews)
5000 ft² 13 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $675/Night For 7 Nights US $4,723
10.0
Exceptional
(24 Reviews)
2100 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $580/Night For 7 Nights US $4,059
10.0
Exceptional
(11 Reviews)
1600 ft² 11 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $773/Night For 7 Nights US $5,413
10.0
Exceptional
(6 Reviews)
13 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $712/Night For 7 Nights US $4,987

Why Choose Rent By Owner for your Naples Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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?

Choosing the ideal time to visit here ensures you can enjoy all that this destination has to offer, whether you're seeking a lively summer escape or a peaceful off-season retreat in Naples, Maine.

Peak Season Highlights

spring
June to August

During the summer months, the area experiences its warmest weather, making it ideal for outdoor activities and enjoying the scenic beauty. This is the busiest time for visitors seeking a relaxing getaway in this destination.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
spring
September to October

Early fall offers pleasant temperatures and fewer crowds, perfect for exploring the region’s natural splendor. Booking your vacation rental now ensures you experience this tranquil season at its best.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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November to March

Winter brings cooler temperatures and a quieter atmosphere, providing a peaceful retreat for those looking to escape the crowds. This is an excellent time to find deals on vacation rentals in the area.

Average Temperature Daytime: 30-45°F - Nighttime: 15-30°F
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April to May

Springtime offers mild weather and blossoming scenery, though fewer visitors are around. It’s a great opportunity to enjoy a more serene experience while booking a vacation rental here.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Naples

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.

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 with a private patio or deck that overlooks scenic views.
  • Make the most of your stay with access to a well-maintained yard or garden space.
  • Take advantage of community or private lakeside access for swimming and water activities.
  • Relax around an outdoor fire pit, perfect for cozy evenings after exploring the region.
  • Benefit from designated grilling areas to enjoy barbecues during your vacation.
  • Utilize spacious porches or verandas to soak in the fresh air and local scenery.
  • Engage in outdoor recreational activities such as playing lawn games or birdwatching in the nearby natural surroundings.
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Family Activities

  • Boating on Long Lake: Enjoy a family-friendly day of boating and exploring the scenic waters that surround this destination.
  • Visit the Naples Historical Society Museum: Discover local history and engage your family with educational exhibits in the heart of this charming area.
  • Explore the Gardens at Meadowmere: Stroll through beautiful gardens perfect for relaxing outings and family photos amidst natural beauty.
  • Hiking at Mountain Division Trail: Embark on a family hike along this trail, offering panoramic views and a chance to connect with the region's outdoor landscape.
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Adult Activities

  • Explore Lake Region Golf Club: Enjoy a round of golf surrounded by scenic views that highlight the natural beauty of this destination.
  • Visit the Children's Museum and Theatre of Maine: Engage with interactive exhibits and performances designed for a memorable day of family-friendly entertainment in the area.
  • Stroll through Downtown Naples: Discover charming shops, lakeside cafes, and local art galleries that showcase the area's vibrant community spirit.
  • Enjoy outdoor adventures at Sebago Lake: Partake in boating, fishing, or relaxing along the shores of this prominent lake central to here’s outdoor recreation scene.

Naples Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local waters: Take advantage of the region's scenic lakes and waterways by booking a boat rental or kayak trip, allowing you to experience the area's natural beauty firsthand.
  • Visit nearby outdoor attractions: Make the most of your stay by exploring local parks and trails that showcase the region's lush landscapes and provide excellent opportunities for hiking and nature walks.
  • Sample regional cuisine: Enjoy dining at locally owned restaurants or preparing fresh ingredients from nearby markets in your vacation rental to savor authentic flavors unique to this destination.
  • Plan day trips around the area: Discover hidden gems and charming towns within easy reach, enriching your visit with memorable excursions while staying conveniently close to your vacation rental.

Transportation Options

  • Naples Transportation Services: Local shuttle services provide convenient and reliable transportation around the area, making it easy to explore your surroundings without hassle.
  • Private Car Rentals: Renting a car in this region allows you the flexibility to visit nearby attractions and enjoy the scenic beauty at your own pace.
  • Public Transit Options: The regional bus system offers an economical way to navigate here, connecting you to key points of interest within the area.
  • Taxis and Rideshare Services: Taxis and popular rideshare options provide quick and direct transportation, perfect for short trips or when time is limited during your stay.

Local Customs Options

  • Greeting Customs: When visiting here, it’s customary to greet locals with a friendly hello and a handshake, reflecting the welcoming spirit of the community in this region.
  • Dining Etiquette: Dining in this area often involves sharing local seafood dishes, where polite manners and appreciation are appreciated during meals at your vacation rental or local eateries.
  • Festive Traditions: Participating in seasonal festivals and community events showcases the area's rich local customs and offers an authentic experience during your stay.
  • Respect for Nature: Visitors are encouraged to observe local conservation practices and respect outdoor spaces, which are integral to maintaining the natural beauty here.

Naples Vacation Rental Frequently Asked Questions

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 172 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, Maine?

Cancellation policies vary depending on the property owner and listing details. To ensure you understand the specific policy, please review the cancellation terms listed on the property page or contact the owner directly before booking.

5. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges, service fees, or security deposits may apply. These are detailed in the listing, so always review the fee breakdown carefully before confirming your reservation.

6. How do I book a vacation rental in this region?

Reservations can typically be made online through the listing platform by selecting your desired dates and completing the payment process. For assistance or special requests, reaching out to the property owner directly can also be helpful.

7. What amenities are generally included with vacation rentals in the area?

Most properties in this destination offer amenities like Wi-Fi, kitchen facilities, and parking. Specific features are listed on each property page, so check the details to find accommodations that meet your needs.

8. Is it possible to modify or cancel my reservation after booking?

Modification and cancellation options depend on the property's policies. Review these policies on the listing or contact the owner directly to understand your options if plans change.

Naples Top Rated Vacation Rentals

9.6
Exceptional
(4 Reviews)
14 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $746/Night For 7 Nights US $5,221
New
12 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $698/Night For 7 Nights US $4,886