Old Naples holiday lettings

We found 1,245 holiday rentals — enter your dates for availability
Select from 26 houses, 93 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:9 Oct - 16 Oct

Image gallery for Tropical Retreat Pool Home close to Downtown & Naples Beaches

Pool
9.8 out of 10, Exceptional, (120 reviews)
Exceptional
(120 reviews)

Tropical Retreat Pool Home close to Downtown & Naples Beaches

Naples

8% off
Price is £2,120
for 7 nights, 1 home
£303 per night
includes taxes & fees
Tropical Retreat Pool Home close to Downtown & Naples Beaches

Find spaces that suit your style

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    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Old Naples

  • Charming streets: Stroll through picturesque streets lined with exquisite boutiques and art galleries, offering a delightful shopping experience.
  • Beautiful beaches: Relax on the stunning sandy shores, perfect for sunbathing and enjoying the coastal atmosphere.
  • Naples Pier: Visit the iconic Naples Pier, an ideal spot for breathtaking sunsets and leisurely walks.
  • Vibrant dining scene: Enjoy a variety of dining options, from casual eateries to fine dining, all within walking distance.
  • Family-friendly atmosphere: Experience a welcoming community vibe, making it perfect for families and couples alike.

Popular types of accommodation around Old Naples

Welcome to Old Naples, a charming neighbourhood in Naples, Florida, where stunning beaches meet vibrant culture. Experience the allure of exquisite boutiques, art galleries, and delightful dining options, all within walking distance. Popular accommodation choices include cosy condos, spacious houses, and luxurious villas, ensuring a perfect stay for every traveller. Immerse yourself in the local charm and enjoy the serene atmosphere that Old Naples has to offer.

  • Condos: These modern and stylish units are the most sought-after choice for holidaymakers in Old Naples, offering comfort and convenience.
  • Houses: Ideal for families or groups, these spacious homes provide a more personalised experience during your stay.
  • Villas: Elegant and often luxurious, villas offer a perfect blend of privacy and sophistication.
  • Apartments: Compact and convenient, apartments are a practical option for those looking to explore the area.
  • Cottages: Charming and quaint, cottages provide a cosy atmosphere for a relaxing getaway.**

Top attractions in and around Old Naples

Old Naples, Florida, offers a delightful blend of beach and city experiences, perfect for families and culture enthusiasts alike. Visitors can stroll along the picturesque streets, enjoy the sandy shores, or unwind at the charming marina. The iconic Naples Pier is a must-visit, providing stunning views and a relaxing atmosphere. With plenty of outdoor activities and vibrant local culture, Old Naples is an ideal destination for those seeking a memorable vacation.

  • Fifth Avenue South: This vibrant street offers a delightful mix of boutique shops, art galleries, and fine dining, creating a lively atmosphere perfect for leisurely strolls and people-watching.
  • Naples Beach: Renowned for its soft, white sands and stunning sunsets, Naples Beach invites visitors to relax, swim, or indulge in water sports amid a picturesque coastal setting.
  • Naples Pier: A historic pier that stretches into the Gulf, ideal for fishing, dolphin watching, and enjoying panoramic views, it embodies the essence of local excursions and leisure.

Things to do recommended for couples

Old Naples offers a delightful romantic getaway. Enjoy a leisurely walk along the picturesque beaches at sunset, indulge in a candlelit dinner at a waterfront restaurant, or explore the charming boutiques and art galleries. Don’t miss a sunset cruise for an unforgettable experience together.

Things to do recommended for families

Families visiting Old Naples can explore the stunning beaches, enjoy a day at the Naples Zoo, and take a scenic stroll through the Naples Botanical Garden, where children can discover nature and engage in hands-on activities.

Things to do recommended for groups

Explore the charming streets of Old Naples, where your group can indulge in local cuisine at vibrant eateries or enjoy a leisurely stroll along the pristine beaches. Don't miss the chance to visit the historic Naples Pier for stunning sunset views and great photo opportunities.

*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

When planning your trip, whether you're travelling with a group, as a family, or bringing your pets along, or if you're seeking longer stays, it's essential to prioritise your preferences. 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 amenities like a fully equipped kitchen or outdoor space for group gatherings. Luckily, 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 difficulties. It's essential to prioritise their comfort and safety, along with suitable amenities like 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, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Old Naples: If you’re in search of holiday rentals with offers for stays of a month or more, 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 include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Old Naples

Old Naples, Florida, offers a charming blend of picturesque streets and stunning beaches, perfect for a relaxing getaway. Visitors can explore the quaint boutiques and dining options along Fifth Avenue South, while the beautiful Naples Pier provides a stunning sunset viewpoint. With its family-friendly atmosphere and romantic spots, Old Naples is ideal for anyone seeking a perfect coastal retreat. Experience the warm hospitality and friendly vibe that make this neighbourhood a delightful destination.

  • Naples: Naples is a charming city renowned for its stunning beaches and family-friendly attractions. Nestled along the Gulf of Mexico, Old Naples serves as the heart of this vibrant community, offering a delightful mix of upscale shopping, dining, and outdoor activities. Visitors can explore the pristine sandy beaches, indulge in local cuisine, or visit nearby family-oriented attractions such as theme parks and nature reserves. The city's relaxed atmosphere, combined with its beautiful landscapes and cultural venues, makes it a perfect destination for both relaxation and adventure.
  • Redevelopment Area: Located a mere 1km from Old Naples, the Redevelopment Area is an up-and-coming neighbourhood that blends urban charm with coastal allure. This area appeals to families and city explorers alike, featuring a variety of shopping centres and golf courses. The proximity to beautiful beaches ensures that visitors can easily enjoy sun-soaked days by the water. With its vibrant streets and local charm, the Redevelopment Area offers a unique experience that captures the essence of Naples living.
  • East Naples: East Naples, situated 3km from Old Naples, is a dynamic neighbourhood known for its outdoor recreational opportunities and family-friendly atmosphere. This area features picturesque parks and a selection of golf courses, perfect for those looking to enjoy the Florida sunshine. Shopping malls and diverse dining options are readily accessible, making it an ideal spot for families and visitors alike. With its inviting beaches and ample outdoor activities, East Naples is perfect for those seeking adventure or relaxation in a serene setting.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 next holiday? It may be worthwhile to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo accommodation that fits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, carry on with your arrangements, or manage and review your bookings. Your saved or reserved properties are now conveniently categorised into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

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?
The best time to visit Old Naples for a holiday rental is during the peak season from February to April, with March being particularly popular. This vibrant period attracts a mix of tourists seeking sun-soaked days and a lively option. With temperatures averaging between 20 to 27 degrees Celsius, visitors can enjoy outdoor activities such as relaxing on the pristine beaches, exploring the charming shops along Fifth Avenue South, or indulging in al fresco dining at delightful local restaurants.

Springtime in Old Naples offers plenty of opportunities for sightseeing and enjoying the natural beauty of the area, including the stunning sunsets over the Gulf of Mexico. The warm, pleasant climate is superb for leisurely strolls along the beach or participating in various water sports, making it an ideal destination for those looking to soak up the sun.

If you're looking for a more budget-friendly option, consider planning your visit in October. While this month is outside the main tourist season, it offers a quieter experience with the warm weather still lingering. October is a great time to explore the local art galleries and enjoy the beautiful parks without the crowds, allowing for a more relaxed holiday.

Ultimately, choosing the right time to visit Old Naples depends on whether you prefer the energetic buzz of peak season or the serene charm of the quieter months.
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, Florida, United States of America?
In Old Naples, visitors can enjoy a delightful mix of attractions that embody the charm of this coastal town. The historic Third Street South is a must-visit, lined with boutique shops, art galleries, and a variety of dining options, offering a vibrant setting, especially during the evening. Nearby, the beautiful Naples Pier provides stunning views of the Gulf of Mexico and is an ideal spot for fishing, sunset watching, or simply enjoying a leisurely stroll along the beach.

Additionally, the pristine beaches of Naples are a major draw, where visitors can relax on soft white sands and partake in water sports. For those interested in nature, the nearby Naples Botanical Garden is a serene escape, showcasing a diverse collection of plants and themed gardens that reflect the region's ecology.
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 cabin or a beach house, 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 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.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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