Old Naples holiday lettings

We found 1,179 holiday rentals — enter your dates for availability

Select from 54 houses, 211 flats and other holiday rentals to find the perfect place for your stay in Old Naples. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, which might include parking and a garden. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Old Naples

Showing deals for:14 Nov - 21 Nov
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Find out more about Old Naples

Find out more about Old Naples

Why visit Old Naples

  • Stunning beaches: Enjoy the picturesque sandy shores and crystal-clear waters, perfect for relaxation and water activities.
  • Charming Naples Pier: Visit the iconic pier for breathtaking sunset views and a taste of local fishing culture.
  • Vibrant downtown: Explore boutique shops and exquisite dining options in the lively streets of Old Naples.
  • Urban parks: Discover beautiful parks that offer serene spots for picnics and family outings amidst nature.
  • Diverse accommodation: Choose from stylish condos to luxurious villas, ensuring a comfortable stay in this enchanting area.

Popular types of accommodation around Old Naples

Discover the charm of Old Naples with our diverse range of holiday rentals. Whether you prefer a stylish condo, a spacious private vacation home, or a luxurious villa, we have the perfect accommodation for your getaway. Our Old Naples vacation rentals offer you the ideal base to explore this delightful area, ensuring transparency and savings along the way. Choose from our extensive selection of Olde Naples holiday rentals and enjoy an unforgettable stay.

  • Condos: The top choice for holidaymakers in Old Naples, offering modern amenities and convenient locations.
  • Houses: A popular option for families and groups, providing ample space and a home-like atmosphere.
  • Villas: A luxurious selection, perfect for those seeking elegance and added privacy during their stay.
  • Apartments: A practical choice for couples or solo travellers, featuring essential comforts in central locations.
  • Cottages: Charming and quaint, ideal for those looking for a cosy retreat amidst picturesque surroundings.**

Top attractions in and around Old Naples

Old Naples offers a delightful blend of beach, family, and city-themed holidays, making it an ideal destination for various travellers. Key attractions include the beautiful beaches, vibrant streets, and urban parks, perfect for those seeking a mix of culture and outdoor experiences. Don't miss the charming Tub Old Naples and the iconic Naples Pier, both must-see spots that enhance your visit to this enchanting coastal town.

  • Naples Beach: A stunning stretch of soft sand, Naples Beach offers a quintessential beach experience with warm sun, gentle waves, and a relaxed atmosphere, perfect for sunbathing or leisurely strolls.
  • Fifth Avenue South: This vibrant street is the heart of Old Naples, brimming with boutique shops, delightful restaurants, and art galleries, creating a lively city vibe ideal for shopping and dining.
  • Naples Pier: A historic jetty, Naples Pier provides breathtaking views of the sunset and opportunities for fishing and dolphin watching, encapsulating the spirit of local excursions.

Things to do recommended for couples

For a romantic getaway in Old Naples, why not enjoy a fun round at Coral Cay Adventure Golf, just 1.2km away? Alternatively, indulge in an exhilarating day of water sports at Marco Island Ski & Watersports, a mere 9.3km from your base. Adventure awaits!

Things to do recommended for families

Families visiting Old Naples can enjoy a relaxing day at East Naples Community Park, just 1.9km away, perfect for wellness and relaxation. For a splash of adventure, Sun N Fun Lagoon, situated 5.6km away, offers thrilling water attractions that will entertain the whole family.

Things to do recommended for groups

Groups visiting Old Naples can enjoy a vibrant shopping experience at Tin City, immerse themselves in culture at the Norris Community Center, and indulge in outdoor sports at TPC Treviso Bay, located a mere 3.7km away, offering a delightful mix of activities for everyone.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to filter your options based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Old Naples with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Old Naples with young kids: Travelling with young children can present its own set of challenges. It’s important to prioritise their comfort and safety, along with suitable amenities, such as a private swimming 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 holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with 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 holiday rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Old Naples

Old Naples offers a delightful blend of family-friendly charm and romantic ambiance, making it an ideal destination for a relaxing holiday. Explore the vibrant downtown area, where you’ll find boutique shops and exquisite dining options. Venture into beautiful Old Naples to enjoy stunning beaches and picturesque landscapes. Just a stone's throw away, East Naples also beckons with its welcoming atmosphere and local attractions, ensuring a memorable experience for every traveller.

  • Naples: Located a mere 311m from Old Naples, the city of Naples is renowned for its stunning beaches and outdoor family experiences. Visitors flock to this vibrant locale for its luxurious resorts, expansive shopping mall centres, and superb golf courses. The local attractions include picturesque family beaches and a thrilling theme park, making it an ideal destination for a family getaway. Stroll along the beachfront or indulge in a spot of shopping, and you'll quickly discover why Naples is a favourite among tourists.
  • Redevelopment Area: Just 497m away from Old Naples, the Redevelopment Area offers an engaging blend of beachside leisure and city-themed exploration. This neighbourhood attracts families looking for a variety of activities, from shopping at local centres to enjoying a round of golf. With beautiful family beaches and vibrant streets to explore, visitors will find plenty of entertainment options. The area’s charm lies in its ability to combine urban life with a laid-back beach atmosphere, ensuring a delightful experience for all.
  • Ridge Lakes: Situated 559m from Old Naples, Ridge Lakes is a family-friendly neighbourhood that offers a variety of outdoor activities and cultural experiences. Here, you can catch a show at the local theatre, browse through shopping mall centres, or partake in a round of golf. The area is also home to beautiful beaches, an urban park, and a history museum, providing visitors with a perfect blend of relaxation and education. Ridge Lakes is an excellent choice for those seeking a mix of fun and family-oriented attractions.

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 simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy considerable savings. To discover a Vrbo property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly area to plan new journeys, continue from where you last paused, or manage your travel arrangements. Here, you can easily find the properties you've saved or booked, neatly organised under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Old Naples?
In Old Naples, condos are the most popular type of holiday rental, with around 179 available throughout the area. These condos are often situated in vibrant neighbourhoods close to the stunning beaches, upscale shopping along Fifth Avenue South, and delightful dining options. Most condos come equipped with modern amenities, including fully fitted kitchens, spacious living areas, and access to community pools or gyms.
Are there any beach house rentals in Old Naples?
In Old Naples, Florida, beach house rentals are quite abundant, with approximately 530 available in the area. These properties are typically located in picturesque neighbourhoods close to the stunning beaches and vibrant shopping districts, such as Fifth Avenue South and Third Street South. Most beach houses come equipped with essential amenities, including spacious living areas, fully equipped kitchens, and outdoor patios or decks for enjoying the warm Florida sun. Many rentals also feature private pools and proximity to scenic parks, making them ideal for families and groups looking to relax and enjoy the coastal lifestyle.
How much does it cost to rent a holiday home in Old Naples?
Prices for holiday 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 holiday 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.
Are there any Old Naples holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old Naples with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Old Naples?
A long-stay holiday rental in Old Naples is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Old Naples for a holiday rental?
March is the most popular month to visit Old Naples, as the charming coastal town comes alive with visitors seeking sun, sand, and relaxation. The peak season generally runs from February to April, drawing in those eager to enjoy the warm, pleasant temperatures and vibrant atmosphere. During this time, you can expect average highs around 26-28°C, making it ideal for outdoor activities such as beach lounging, golfing, and leisurely strolls along the picturesque streets lined with boutique shops and cafés.

March truly shines as travellers immerse themselves in the local culture, with plenty of events and festivals taking place. The beaches are bustling with families and friends soaking up the sun, while the nearby dining options offer fresh seafood and delightful culinary experiences.

If you're looking for a more budget-friendly time to visit, consider planning your trip in October. This month features pleasantly warm weather, averaging around 25°C, and is superb for enjoying the tranquil beauty of Old Naples without the crowds. You can take advantage of lower rental prices while still experiencing the area's charm and stunning sunsets.
Are there any remote work holiday rentals in Old Naples?
In Old Naples, Florida, there are numerous holiday rentals suitable for remote work, with around 238 options available. This picturesque area is known for its stunning beaches, upscale shops, and vibrant dining scene, making it an excellent choice for those looking to blend work with leisure. Many properties offer dedicated remote work amenities, including Wi-Fi, desks with ergonomic chairs, and even office spaces equipped with computer monitors. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Naples holiday rental?
Book your Old Naples holiday 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 holiday 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, Florida, visitors can enjoy a variety of attractions that showcase the area's charm and natural beauty. The historic Third Street South is a delightful shopping and dining destination, lined with boutique shops, cafes, and art galleries, making it a lovely spot for leisurely strolls. Nearby, the famous Naples Pier extends into the Gulf of Mexico, offering stunning sunset views and opportunities for fishing, with a beach area great for sunbathing and picnicking.
Can I change or cancel my Old Naples home rental booking on Vrbo?
To find Old Naples holiday 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 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 travellers 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 cosy 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 holiday 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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