Old Naples vacation rentals

We found 1,212 vacation rentals — enter your dates for availability

Select from 51 houses, 218 condos, and other vacation rentals to find the perfect place for your stay in Old Naples. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for spending time at your vacation home, which might include a pool and a washer and dryer. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Old Naples

Showing deals for:Jan 2 - Jan 9
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Find out more about Old Naples

Find out more about Old Naples

Why visit Old Naples

  • Beautiful Beaches: Enjoy the stunning Naples Beach, perfect for sunbathing and swimming.
  • Charming Streets: Stroll through historic Olde Naples, lined with boutique shops and delightful eateries.
  • Family-Friendly Activities: Engage in a variety of cultural and outdoor activities suitable for all ages.
  • Vibrant Downtown Life: Experience a lively atmosphere with a mix of relaxation and excitement.
  • Diverse Accommodations: Choose from cozy condos to luxurious villas for your ideal stay.

Popular types of accommodation around Old Naples

Explore the charm of Old Naples with our selection of vacation rentals. From cozy condos to spacious private homes and luxurious villas, there's something for everyone. Whether you're seeking a serene getaway or an adventurous retreat, our Old Naples vacation rentals cater to all your needs. Discover the perfect Naples vacation property that offers transparency, savings, and peace of mind for your next trip.

  • Condos: The top choice for vacation rentals in Old Naples, offering modern amenities and convenient access to attractions.
  • Houses: A favored option for families and groups, providing spacious living and a home-like atmosphere.
  • Villas: Elegant and often luxurious, these rentals feature beautiful designs and private outdoor spaces.
  • Apartments: A great choice for solo travelers or couples, offering cozy living with essential amenities.
  • Cottages: Charming and intimate, ideal for those seeking a quaint getaway experience.**

Top attractions in and around Old Naples

Old Naples, Florida, is the perfect destination for beach lovers and families seeking a vibrant urban experience. With its stunning Naples Beach and charming streets, visitors can enjoy a mix of cultural and outdoor activities. This area offers a delightful blend of relaxation and exploration, making it ideal for anyone looking to soak up the sun or immerse themselves in local culture. Don’t miss the chance to experience the beauty and excitement that Old Naples has to offer.

  • Naples Beach: Enjoy the stunning white sand and crystal-clear waters of Naples Beach, located 0.6 miles from Old Naples. This beach offers a perfect place for sunbathing, swimming, and beach activities, all while soaking up the vibrant beach vibes.
  • Fifth Avenue South: Experience the lively atmosphere on Fifth Avenue South, a charming street in Old Naples filled with boutique shops, cafes, and art galleries. This area is perfect for leisurely strolls and indulging in local cuisine, capturing the essence of city vibes.
  • Naples Pier: Take a stroll along Naples Pier, a historic jetty offering beautiful sunset views and opportunities for fishing or dolphin watching. The pier is an ideal spot for excursions, providing a taste of the local marine life and coastal charm.

Things to do recommended for couples

For a romantic getaway in Old Naples, try your hand at Coral Cay Adventure Golf for some fun mini-golf, just 2 miles away. If you're seeking excitement, head to Marco Island Ski & Watersports, 15 miles away, for thrilling outdoor adventures on the water.

Things to do recommended for families

Families will love exploring East Naples Community Park, just 3 miles from Old Naples, offering wellness and relaxation. For adventure, head to Sun N Fun Lagoon, a waterpark 9 miles away, where you can enjoy thrilling rides and create lasting family memories.

Things to do recommended for groups

Group travelers in Old Naples can enjoy shopping and entertainment at Tin City, immerse in outdoor sports at New Smyrna Beach Municipal Golf Course, and experience the scenic Evergreen Golf and Country Club—all providing a vibrant local atmosphere just a short distance away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Old Naples

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to meet your needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Old Naples with a group: Think about how many bedrooms you'll require and any extra features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Old Naples with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Old Naples: For many families, a trip wouldn’t feel complete without their furry companions. If you can relate, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Old Naples: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Old Naples

Old Naples offers a charming blend of beach vibes and vibrant downtown life, perfect for family-friendly and romantic getaways. Explore the historic streets of Olde Naples, filled with boutique shops and delightful eateries. Enjoy the beautiful Naples lifestyle, where relaxation meets lively atmosphere. With picturesque beaches and friendly faces, this neighborhood is an ideal destination for those looking to unwind and soak in the coastal charm of Southwest Florida.

  • Naples: Naples is a charming city located along the Gulf of Mexico, known for its stunning beaches and family-friendly atmosphere. As the location of Old Naples, it offers an array of outdoor experiences and vibrant resort life. Visitors can enjoy shopping at the upscale shopping mall centers or indulge in a round of golf at one of the many local courses. Nearby landmarks include beautiful family beaches, perfect for sunbathing, as well as exciting theme parks that cater to all ages.
  • Redevelopment Area: Situated just 0.8 miles from Old Naples, the Redevelopment Area is a dynamic neighborhood offering a blend of beach and city-themed experiences. This area attracts families looking for fun and relaxation. Explore the various shopping areas and enjoy some retail therapy, or hit the golf courses for a leisurely day outdoors. The local beaches and family-friendly streets provide a perfect backdrop for a day of exploration and enjoyment.
  • East Naples: Located 2 miles from Old Naples, East Naples is a vibrant neighborhood that combines beach access with outdoor adventures. It's an ideal destination for families eager to explore. Visitors can find ample opportunities to play golf or shop at the nearby mall centers. The area boasts beautiful parks and beaches, making it a great spot for picnics and outdoor activities. East Naples is the perfect place to unwind while enjoying the natural beauty of Florida.

Best time to go to Old Naples

If you're planning a trip to Old Naples, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from February to April, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January65.7°F (18.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February68.2°F (20.1°C)No Rain (Dry)SunnyModerately HighSlightly High
March70.3°F (21.3°C)No Rain (Dry)SunnyModerately HighSlightly High
April75.4°F (24.1°C)No Rain (Dry)SunnyModerately HighAverage
May78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
August84.0°F (28.9°C)Light RainMostly SunnyModerately LowSlightly Low
September82.4°F (28.0°C)Light RainMostly SunnyAverageSlightly Low
October78.6°F (25.9°C)Light RainMostly SunnyModerately LowSlightly Low
November73.0°F (22.8°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December69.3°F (20.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming adventure? Being open to adjusting your travel dates can lead to significant savings, as prices can vary. Additionally, booking a longer stay often results in substantial discounts. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your needs.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. It truly pays to take the lead in planning. When you join our travel rewards program, OneKey, you’ll immediately gain access to member discounts and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board feature is here to enhance your travel planning experience. This tool allows you to create new trips, pick up right where you left off, and easily view and organize your travel plans. You can find the properties you've saved and booked categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Old Naples?
In Old Naples, condos are the most popular vacation rental option, with around 175 available in charming neighborhoods close to the beach and shopping areas. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and access to community pools or fitness centers, making them ideal for both relaxation and convenience. For those seeking more space, approximately 51 vacation houses are also on offer, which often come with multiple bedrooms, private yards, and outdoor dining areas—great for families or groups enjoying the sunny Florida lifestyle. Additionally, there are around 27 apartments and several villas and cottages, adding to the variety of accommodations available in this picturesque area.
Are there any beach house rentals in Old Naples?
In Old Naples, Florida, there are approximately 669 beach house vacation rentals available, making it a popular destination for travelers seeking a coastal getaway. These beach houses are typically located in charming neighborhoods close to the Gulf of Mexico, providing easy access to stunning beaches and local attractions such as the historic Naples Pier and the upscale shopping and dining options on Fifth Avenue South. Travelers can expect a range of amenities, including spacious living areas, fully equipped kitchens, private pools, outdoor patios, and some even offer direct beach access. Find your rental near the beach in Old Naples.
How much does it cost to rent a vacation home in Old Naples?
Prices for vacation rentals in Old 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Naples to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Naples vacation house rentals?
You can find great discounts on house rentals in Old Naples on Vrbo, 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.
What are popular rental amenities in Old Naples?
In Old Naples, popular vacation rental amenities cater to a comfortable and enjoyable stay, with many properties featuring fully equipped kitchens that allow guests to prepare their own meals. Heated pools are a sought-after amenity, providing a luxurious option for relaxation and recreation year-round. Other common conveniences include blenders for making smoothies or cocktails, as well as coffee and tea makers for that essential morning brew.
Are there any family house rentals in Old Naples?
In Old Naples, there are plenty of family-friendly house rentals available—about 129 in total. This charming area is known for its pristine beaches, vibrant shopping districts, and inviting parks, making it a great spot for families. Many of these properties offer spacious living areas, fully equipped kitchens, and outdoor spaces where children can play or families can gather for meals.

Visitors will appreciate amenities such as private pools, game rooms, and easy access to nearby attractions like the Naples Botanical Garden and the historic Naples Pier. The locale's proximity to the beautiful Gulf of Mexico ensures that beach days are just a short walk or drive away, enhancing the overall experience for families looking to enjoy a mix of relaxation and adventure. See all family-friendly rentals in Old Naples.
Can I rent a vacation home with a pool or hot tub in Old Naples?
In Old Naples, vacation homes with pools and hot tubs are readily available, with approximately 176 properties featuring pools and 84 offering hot tubs. This upscale area is known for its beautiful beaches, charming streets, and proximity to local attractions. Travelers can expect a variety of amenities in these rentals, including spacious outdoor areas superb for lounging, fully equipped kitchens for home dining, and comfortable living spaces designed for relaxation. Many properties also include features like outdoor grills, sun decks, and access to lush gardens, enhancing the overall experience. Find your rental in Old Naples with a pool or a hot tub.
Are there any Old Naples vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old Naples with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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 pet-friendly vacation rentals in Old Naples?
Yes, you can book pet-friendly vacation rentals in Old Naples, Florida. The area offers a variety of vacation homes and condos that welcome pets, providing a comfortable stay for both you and your furry companions. Many of these rentals come with desirable amenities such as private pools, outdoor patios, and fully equipped kitchens, great for enjoying a home-like experience during your vacation.

Old Naples is known for its charming streets, beautiful beaches, and lush parks, making it an ideal destination for pet owners. Nearby, the picturesque Naples Beach and the scenic Gulf of Mexico offer opportunities for long walks and relaxation with your pets. Additionally, the area includes local parks where dogs can enjoy some outdoor fun. See all pet-friendly rentals in Old Naples.
Can I find long-stay vacation rentals in Old Naples?
A long-stay vacation rental in Old Naples is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Old Naples for a vacation rental?
March is the most popular time to visit Old Naples, as it falls within the peak season that runs from February through April. This period attracts many travelers seeking sun-soaked beach days and vibrant local culture. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, the weather is great for outdoor activities such as strolling along the pristine beaches, exploring the charming shops, or dining al fresco at waterfront restaurants.

During this peak season, visitors can enjoy an array of events and activities, including art shows, music festivals, and farmers' markets, all contributing to the lively atmosphere that characterizes Old Naples. Many travelers appreciate the convenience of having a vacation rental close to the beach, ensuring easy access to sunbathing and water sports.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, allowing you to enjoy the beautiful surroundings without the hustle and bustle of peak season. You'll have the chance to explore local attractions, savor delicious cuisine, and even partake in seasonal events, all while benefiting from lower rental rates.

Ultimately, the best time to visit Old Naples hinges on your vacation preferences—whether you relish the vibrant energy of peak season or prefer a more tranquil getaway in the fall.
Are there any remote work vacation rentals in Old Naples?
In Old Naples, Florida, there are numerous remote work vacation rentals available, with around 229 options to choose from. This picturesque area, known for its beautiful beaches and charming downtown, offers a variety of accommodations that cater to remote workers. Many properties are equipped with essential amenities such as high-speed WiFi, dedicated desk spaces, and comfortable office setups, ensuring a productive work environment during your stay.

Travelers can expect features like spacious living areas, fully equipped kitchens, and outdoor patios or balconies, allowing for a great balance of work and relaxation. The proximity to local attractions, including fine dining, shopping, and stunning Gulf Coast beaches, adds to the appeal of working remotely in this vibrant community. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Naples vacation rental?
Book your Old Naples vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Naples?
In Old Naples, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The historic district features the picturesque Third Street South, known for its boutique shops, art galleries, and delightful dining options. Just a short stroll away, the beautiful Naples Pier offers stunning views of the Gulf of Mexico, superb for sunset gatherings or fishing.

Nearby, the white sandy beaches provide a superb setting for relaxation and water activities. The vibrant atmosphere of Cambier Park, with its mature trees and open spaces, hosts community events and live music, making it a great spot for families.
Can I change or cancel my Old Naples home rental booking on Vrbo?
To find Old Naples vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Old Naples vacation rental prices shown on Vrbo?
Vrbo 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.

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