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Old Naples vacation rentals

We found 1,249 vacation rentals — enter your dates for availability

Select from 23 houses, 95 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:May 22 - May 29

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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 type of vacation rental, with about 184 options available throughout the area. These condos are typically located within walking distance of the beach, shops, and dining venues, offering a blend of convenience and comfort. Most units come with modern amenities, including fully equipped kitchens, spacious living areas, and access to community pools or fitness centers, making them ideal for both short and extended stays.

For those seeking more space, there are around 51 vacation houses available, which often feature multiple bedrooms, private yards, and outdoor patios for enjoying the pleasant Florida weather. Additionally, there are approximately 27 apartments, as well as several cottages and villas, providing diverse choices to cater to different preferences and group sizes.
Are there any beach house rentals in Old Naples?
In Old Naples, there are approximately 551 beach house vacation rentals available, making it a popular destination for those seeking a coastal escape. These rentals are typically located in charming neighborhoods close to the pristine beaches and the vibrant setting of Fifth Avenue South, known for its shopping, dining, and nightlife. Travelers can expect a variety of amenities, including fully equipped kitchens, spacious living areas, and outdoor patios or decks superb for enjoying the warm Florida weather. Many beach houses also feature private pools, direct beach access, and family-friendly setups, suiting groups and families looking for a comfortable and inviting stay.
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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals come equipped with a fully functional kitchen, allowing guests to prepare their own meals and enjoy dining in. Many properties also include onsite parking for added convenience. For those who appreciate their morning rituals, amenities like coffee and tea makers are commonly found, alongside blenders for making smoothies or cocktails. Additionally, many rentals feature outdoor spaces such as decks or patios, providing a relaxing area to enjoy the beautiful Florida weather.
Can I find family house rentals in Old Naples?
In Old Naples, Florida, there are numerous family-friendly house rentals available—around 133 options to choose from. This charming area is known for its historic atmosphere and beautiful beaches, making it an ideal destination for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to play. Visitors can also expect amenities like private pools, laundry facilities, and air conditioning to enhance their comfort during the stay.

Proximity to points of interest such as the Naples Botanical Garden, the vibrant Fifth Avenue South with its shops and restaurants, and the stunning Naples Pier ensure that there's always something to do for all ages.
Can I rent a vacation home with a pool or hot tub in Old Naples?
In Old Naples, there are plenty of vacation homes available for rent that come with both pools and hot tubs, with approximately 188 options featuring pools and 80 options with hot tubs. This charming coastal area is known for its beautiful beaches and upscale ambiance, making it an ideal destination for travelers seeking relaxation and luxury.

Rentals can be found in various neighborhoods, including the picturesque Historic District and the elegant waterfront areas near Naples Bay. Travelers can expect amenities such as private pools, spa-like hot tubs, outdoor dining spaces, and fully equipped kitchens, great for hosting gatherings or enjoying leisurely meals. Many properties are also designed with open-concept living areas, spacious patios, and lush landscaping to enhance your stay.
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.
Can I book pet-friendly vacation rentals in Old Naples?
Yes, you can book pet-friendly vacation rentals in Old Naples, where you'll find a variety of options available for your stay. This charming area is known for its beautiful beaches, vibrant dining scene, and picturesque streets lined with shops. Many of the vacation rentals here come equipped with amenities such as private pools, outdoor patios, and fully equipped kitchens, making them suitable for families and groups looking for comfort and convenience.

In addition to the vacation rentals, Old Naples offers easy access to parks and pet-friendly beaches, allowing you to enjoy the outdoors with your furry friend. The nearby Naples Dog Park is a great spot for pets to run and socialize, while the expansive beaches provide a ideal setting for long walks and relaxation.
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?
The best time to visit Old Naples for a vacation rental is during the peak season from February to April, when the area truly comes alive. This period attracts visitors seeking sunny skies and warm temperatures, ideal for enjoying the beautiful beaches and vibrant local culture. With average highs ranging from the mid-70s to low 80s Fahrenheit, outdoor activities like beachcombing, golfing, and exploring the charming downtown area become a delight.

March stands out as the most popular month, drawing in travelers. During this time, you can enjoy a variety of activities, from indulging in fresh seafood at local eateries to attending lively art festivals that showcase the region's creative spirit.

For those mindful of their budgets, consider planning your visit in October. This month offers a quieter atmosphere, allowing you to appreciate Old Naples' tranquility while still enjoying pleasant temperatures, typically in the low 80s Fahrenheit. October is a great time for scenic walks along the beach and exploring local shops without the hustle and bustle of peak tourist crowds.
Are there any remote work vacation rentals in Old Naples?
In Old Naples, Florida, there are numerous vacation rentals well-suited for remote work, with around 253 options available. This charming area is known for its beautiful beaches, upscale shopping, and vibrant dining scene, providing an ideal backdrop for both work and leisure. Many of these rentals offer essential remote work amenities such as high-speed internet, free Wi-Fi, and dedicated desk spaces, allowing for a productive work environment.

Travelers can expect a variety of accommodations, including spacious condos and cozy cottages, often featuring modern furnishings, fully equipped kitchens, and comfortable living areas. Some properties may also include outdoor spaces, great for taking breaks and enjoying the pleasant Florida weather.

Additionally, the proximity to attractions like the Naples Botanical Garden and the historic Naples Pier enhances the experience, giving remote workers a chance to unwind and explore after their workday. 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, Florida, United States of America?
In Old Naples, visitors can enjoy a charming blend of attractions that highlight the area's natural beauty and cultural offerings. The historic district features the picturesque Naples Pier, a popular spot for fishing and sunset views over the Gulf of Mexico. Just a short walk away, the pristine beaches provide opportunities for sunbathing and water activities.

Fifth Avenue South is the heart of Old Naples, lined with upscale boutiques, art galleries, and a variety of dining options ranging from casual to fine dining. Nearby, you can explore the Naples Botanical Garden, which boasts stunning tropical flora and themed gardens that attract nature lovers.

For those interested in the arts, the Artis—Naples complex hosts performances and exhibitions, including the renowned Baker Museum. Moreover, close to the waterfront, the Naples Historical Society's Historic Palm Cottage offers insights into the area's past and architecture.
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 cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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