Best Vacation Homes in Old Naples
10.0
Oceanfront
Hot Tub
Fireplace/Heating
Pool
10.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
10.0- Oceanfront
- Fireplace/Heating
- Pool
Ocean View
10.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
10.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
8.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
Old Naples Luxury Rentals
Air Conditioner
Internet
Child Friendly
TV
8.7- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
8.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
10.0
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
10.0- Private Pool
- Oceanfront
- Hot Tub
Spa
10.0- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
Old Naples Pet Friendly Vacation Rentals
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
10.0
Balcony/Terrace
View
Pet Friendly
Parking
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
10.0- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
Old Naples Large Vacation Homes
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
10.0- Oceanfront
- Hot Tub
- Spa
- Pool
- Fireplace/Heating
- Pool
- Kitchen
- Parking
10.0- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
9.8- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
10.0- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
10.0- Pool
- Kitchen
- Parking
- Air Conditioner
10.0- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
Why Choose Rent By Owner for your Old Naples Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Old Naples Vacation Rentals
Where are the best neighborhoods to stay in Old Naples?
When selecting a neighborhood to stay in Old Naples, Florida, you’ll find a variety of charming areas that offer both convenience and character. The downtown district provides easy access to the vibrant shops, upscale dining, and stunning beaches, making it an ideal choice for those seeking a lively atmosphere. Alternatively, quieter neighborhoods nearby offer tranquil surroundings and beautiful scenery, perfect for relaxing getaways. No matter your preference, choosing the right area ensures a memorable experience in Naples, Florida, that is both comfortable and conveniently located for exploring everything this beautiful region has to offer.
West Naples
Located just outside the heart of Old Naples, West Naples offers convenient access to local beaches and natural parks, making it an ideal area for outdoor enthusiasts seeking nearby coastal attractions. Here, you can find a variety of vacation rentals that provide comfort and easy transportation into the region’s most popular destinations.
View 1502+ Rentals in West NaplesRedevelopment Area
This dynamic part of the region is perfect for travelers interested in modernizing surroundings while still enjoying proximity to the historic charm of Old Naples. The area features a range of contemporary vacation rentals designed to meet the needs of those seeking a fresh, upscale experience within reach of the region's cultural hubs.
View 36+ Rentals in Redevelopment AreaAqualane Shores
Situated along the waterfront, Aqualane Shores provides stunning views and direct access to boating and water activities, making it a sought-after choice for vacationers who value luxury and picturesque scenery close to Old Naples. The neighborhood offers a selection of high-end vacation rentals that blend comfort with a scenic coastal lifestyle.
View 1583+ Rentals in Aqualane ShoresCoquina Sands
Known for its beautiful beaches and family-friendly atmosphere, Coquina Sands is ideal for those looking to stay near some of the region’s best outdoor spaces. You’ll find a variety of vacation rentals here that offer a peaceful retreat minutes from the vibrant downtown area of Old Naples.
View 26+ Rentals in Coquina SandsLake Park
This neighborhood combines lush landscapes with easy access to local parks and recreational areas, making it a great option for travelers seeking a serene environment close to natural beauty. Vacation rentals in Lake Park provide a comfortable base for exploring the region’s outdoor and cultural attractions.
View 2544+ Rentals in Lake ParkRidge Lakes
Nestled among scenic lakes and green spaces, Ridge Lakes offers a tranquil setting for visitors wanting to enjoy leisure activities while remaining close to the lively scene of Old Naples. You can choose from a selection of cozy and stylish vacation rentals that cater to relaxation and convenience.
View 1899+ Rentals in Ridge LakesBest Times to Visit Old Naples
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience and ensure you enjoy the perfect weather and vibrant local atmosphere, making it ideal for booking your vacation rentals in this sought-after destination.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season with warm days and mild evenings, making it ideal for outdoor activities and enjoying the local scenery.
Spring (March to May)
Springtime draws visitors to the area for pleasant weather and blooming landscapes, creating a vibrant atmosphere perfect for exploring and relaxing at your vacation rentals.
Off-Season Highlights
Summer (June to August)
The summer months see a decrease in overall visitors, offering a quieter experience with warmer temperatures that are great for beach days and water-based activities.
Fall (September to November)
Autumn brings cooler weather and fewer tourists, providing a peaceful setting to enjoy the region’s natural beauty while securing more affordable vacation rentals.
Weekly Weather Forecast for Old Naples
How to Book Your Old Naples Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Naples
Common Vacation Rentals Amenities
What amenities can you expect?
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 access to a private outdoor pool surrounded by lush landscaping, perfect for relaxing under the sun.
- Take advantage of a well-maintained outdoor patio or seating area for al fresco dining or lounging with family and friends.
- Make the most of spacious outdoor gardens or green spaces that provide a serene setting during your stay.
- Utilize outdoor grills or barbecue facilities to host memorable cookouts in the warm Florida climate.
- Relax in a screened lanai or covered porch that offers shade while allowing you to enjoy the fresh air.
- Access to bicycle rentals or biking paths, ideal for exploring the scenic surroundings of this popular destination.
- Benefit from outdoor shower amenities, providing convenience after beach visits or outdoor activities in the region.
Top Attractions Around Old Naples
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities, shopping excursions, and dining experiences that showcase the vibrant yet relaxed atmosphere of this charming destination.
Family Activities
- Relaxing on Naples Beach: Spend a day soaking up the sun and building sandcastles along the pristine shores in this charming coastal area.
- Exploring the Historic Downtown: Discover unique shops, family-friendly restaurants, and vibrant street art in the lively heart of the region.
- Visiting the Naples Zoo at Caribbean Gardens: Encounter exotic animals and enjoy engaging exhibits that make for an entertaining family outing.
- Enjoying a Scenic Boat Tour: Experience the natural beauty of the local waterways and spot wildlife while cruising through here’s picturesque coastline.
Adult Activities
- Golfing at the Naples Beach Hotel & Golf Club: Enjoy a round of golf on championship courses that showcase the region’s lush landscapes and scenic views.
- Shopping along Third Street South: Explore boutique stores, galleries, and cafes in this vibrant district, perfect for a leisurely day out.
- Dining in downtown Naples: Savor fresh seafood and local cuisine at renowned restaurants that highlight the area's culinary scene.
- Sunset viewing at Naples Pier: Experience breathtaking sunsets over the Gulf of Mexico while strolling along this iconic landmark.
Other Places to Stay in Old Naples, FL
Old Naples Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining: Sample the region’s renowned cuisine by dining at local eateries to experience authentic flavors during your stay.
- Stroll Scenic Beaches: Take advantage of the area's beautiful beaches for relaxing walks or water activities that highlight the coastal charm.
- Visit Cultural Hotspots: Discover the nearby cultural attractions and art galleries to immerse yourself in the region's vibrant community spirit.
- Plan Outdoor Adventures: Utilize your accommodation’s prime location to enjoy outdoor pursuits like kayaking, fishing, or nature walks here.
Transportation Options
- Downtown Area Trolley: This convenient trolley service offers easy access to the region's attractions, making exploring your vacation rental in Old Naples effortless.
- Rental Cars: Renting a car provides the flexibility to explore beyond the immediate area and visit nearby beaches and natural reserves at your own pace.
- Public Transit Bus Service: The local bus network connects you to key spots around town, providing an economical option for getting around here.
- Taxi and Rideshare Services: Reliable taxis and rideshare options like Uber and Lyft offer door-to-door convenience for your travels within this destination.
Local Customs Options
- Greeting Etiquette: Visitors are often greeted with warm welcomes and friendly exchanges that reflect the region’s laid-back and hospitable spirit in Old Naples.
- Dining Customs: Sharing meals at local eateries emphasizes the community vibe, where casual yet sophisticated dining is a cherished tradition here.
- Beach Protocols: Respect for the pristine beaches involves observing designated swimming areas and adhering to environmental guidelines to preserve their natural beauty.
- Art and Culture Appreciation: Supporting local artists and attending community events showcases the area's rich cultural heritage and creative spirit in Naples’ old town.
Old Naples Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Old Naples?
There are a lot of options in Old Naples. If you plan on staying in the Old 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 Old Naples:
- Romance on 3rd St South Old Naples
- 2024 NEWLY RENOVATED CONDO BY THE BEACH #1
- Purple Orchid -Luxury Fully Renovated Modern 1st floor 3bdr Resort Villa
- Amazing Old Naples Location! Center of Fifth Ave & Walk to Beach
- ALL 5 STAR REVIEWS for our 2Br.Cottage at Naples Bay Resort
- Modern Mustang Condo at Lely Resort-Golf/Pool/Courts/Gym
- One block to beach and to dining. Best location in Naples !
- CONDO BY THE BEACH #2
- Lovely 2-Bedroom + Den Condo in Greenlinks Resort
- 1 Block to Beach, heart of Old Naples, renovated fall ’24, Perfect Location
2. How many vacation rentals have private pools in Old Naples?
There are 486 vacation rentals with private pools near Old Naples. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Old Naples are best for families?
If you are looking for a family-friendly vacation home in Old 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 Old Naples:
4. How many Rentbyowner vacation rentals are available in Old Naples?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 2894 in the Old 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 Old Naples.
5. What is the cancellation policy for vacation rentals in Old Naples, and how do I request a refund if needed?
6. Are pets allowed in vacation rentals in this destination, and what are the additional fees or restrictions?
7. What amenities are typically included in vacation rentals here, and how do I confirm what's available during my stay?
8. How close are vacation rentals in this area to popular local attractions or beaches?
9. What is the process for checking in and checking out of vacation rentals in Old Naples?
Old Naples Top Rated Vacation Rentals
10.0- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
10.0- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
10.0- Hot Tub
- Spa
- Fireplace/Heating
- Pool
10.0- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
10.0- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
10.0- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
