Old Naples vacation rentals

We found 1,215 vacation rentals — enter your dates for availability

Select from 52 houses, 215 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:Feb 13 - Feb 20

Find out more about Old Naples

Why visit Old Naples

  • Charming Historic District: Explore the picturesque streets of Old Naples, lined with delightful shops and restaurants.
  • Beautiful Beaches: Relax at the serene Olde Naples Beach, perfect for sunbathing and family outings.
  • Iconic Naples Pier: Take in stunning views and enjoy fishing or strolling at the iconic Naples Pier.
  • Outdoor Activities: Discover urban parks and outdoor adventures that cater to all types of travellers.
  • Exceptional Accommodations: Stay in charming condos, private homes, or villas, offering comfort and unique character.

Popular types of accommodation around Old Naples

If you’re considering a getaway to Old Naples, you’ll find a variety of exceptional vacation rentals to suit your needs. Our most popular options include condos, houses, and villas, each offering unique charm and comfort. With key amenities to enhance your stay, you can relax knowing you have the perfect home base to explore the beautiful surroundings. Discover the ideal Old Naples vacation rental for your next adventure.

  • Condos: The top choice for visitors to Old Naples, offering a blend of convenience and luxury, often featuring stunning views and amenities.
  • Houses: A fantastic option for families or groups, providing spacious living areas and a homey atmosphere for your stay.
  • Villas: Elegant residences that combine comfort and style, perfect for a relaxing getaway in a picturesque setting.
  • Apartments: A practical choice for solo travellers or couples, these accommodations offer essential amenities in a central location.
  • Cottages: Quaint and charming, these cozy retreats are ideal for those seeking a peaceful escape by the beach.**

Top attractions in and around Old Naples

Old Naples is perfect for a beach, family, or city-themed getaway, offering a variety of attractions such as Naples Beach, the iconic Naples Pier, and charming historic vacation homes. Whether you're seeking cultural experiences or outdoor adventures, this vibrant area caters to all types of travellers looking to enjoy its beautiful streets and urban parks.

  • Naples Beach: A stunning shoreline located 966m from Old Naples, Naples Beach offers a relaxed ambiance perfect for sunbathing, swimming, and beachcombing. The soft, white sand and gentle waves create an idyllic setting for a leisurely day by the ocean.
  • Fifth Avenue South: This vibrant street within Old Naples features a delightful mix of boutiques, cafés, and art galleries. Its lively atmosphere makes it an ideal spot for shopping, dining, and enjoying local culture.
  • Naples Pier: Situated in Old Naples, this historic pier offers breathtaking views of the Gulf and opportunities for fishing and dolphin watching. It's a lovely place to take a stroll and soak in the scenic beauty.

Things to do recommended for couples

For a romantic getaway in Old Naples, enjoy a round of mini-golf at Coral Cay Adventure Golf, just 3.2km away, for some playful competition. Alternatively, experience the thrill of water sports at Marco Island Ski & Watersports, located 24.1km away, for unforgettable outdoor fun.

Things to do recommended for families

Families can unwind at East Naples Community Park, a serene spot just 4.8km from Old Naples, perfect for relaxation. For a splash of fun, visit Sun N Fun Lagoon, a vibrant waterpark located 14.5km away, offering thrilling adventures and family-friendly entertainment.

Things to do recommended for groups

Explore the vibrant Tin City for shopping and entertainment, just a stone's throw from Old Naples. For sports enthusiasts, enjoy a round at the New Smyrna Beach Municipal Golf Course or the Evergreen Golf and Country Club, both offering beautiful outdoor settings.

*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 planning a trip with a group, family, pets, or looking for extended stays, be sure to prioritize your search criteria. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Old Naples with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Old Naples with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize 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 attractions that are family-friendly.
  • Taking your pets with you to Old Naples: For many, a family getaway isn’t truly fulfilling unless their furry companion is along for the adventure. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Old Naples: If you're in search of vacation rentals that offer discounts 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 features like a parking spot, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Old Naples

Old Naples, Florida, is a charming destination perfect for a beach or family-themed vacation. Explore the historic downtown area, where you'll find delightful shops and restaurants, and enjoy the serene beauty of Olde Naples Beach. With its friendly atmosphere and romantic settings, this neighborhood offers a relaxing getaway for everyone. Don't miss the chance to experience the stunning views and the inviting vibe of beautiful Naples.

  • Naples: Naples is a charming city located along the Gulf of Mexico, known for its pristine beaches and upscale ambiance. Old Naples, nestled within the city, offers a delightful mix of boutique shopping, fine dining, and family-friendly activities. The beachfront is perfect for sunbathing, while local parks provide scenic spots for picnics and outdoor fun. Families will appreciate the proximity to theme parks and attractions that cater to all ages, making Naples a versatile destination for everyone.
  • Redevelopment Area: The Redevelopment Area, situated just 1.3km from Old Naples, presents a vibrant neighborhood with a focus on family and city life. Visitors can enjoy a variety of shopping experiences, from quaint local shops to larger mall centres. The area is also known for its beautiful beaches, perfect for a day of relaxation. With streets lined with palm trees and a welcoming atmosphere, this neighborhood offers a unique blend of urban convenience and coastal charm.
  • East Naples: East Naples, located 3.2km from Old Naples, is an inviting neighborhood that boasts a family-friendly vibe and plenty of outdoor activities. Known for its golf courses and shopping options, visitors can easily spend the day exploring local parks or enjoying the sun on the nearby beaches. The area’s diverse attractions make it an ideal choice for families looking to experience the beauty of Florida's coastline while indulging in recreational pursuits.

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

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels, allowing you to start new trips, pick up right where you left off, and easily manage your itineraries. You can find all the properties you've saved or booked categorized under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-ca/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 prevalent type of vacation rental, with around 179 available throughout the area. These condos are often situated in charming neighbourhoods close to the stunning beaches and the vibrant shopping districts along Fifth Avenue South and Third Street South. Most condos come equipped with modern amenities, including fully fitted kitchens, spacious living areas, and access to communal pools or fitness centres.
Are there any beach house rentals in Old Naples?
In Old Naples, Florida, there are approximately 530 beach house rentals available, offering a variety of options for travellers. These rentals are located in charming neighbourhoods close to the stunning Gulf of Mexico beaches, with many properties just a short stroll from the vibrant shopping and dining scene on 5th Avenue South. 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 travelling 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.
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.
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 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 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. 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 vacation rental?
March is the most popular time to visit Old Naples, attracting sun-seekers and beach lovers eager to enjoy the beautiful Florida coast. This period falls within the peak season, which runs from February to April, when the weather is pleasantly warm and ideal for outdoor activities. Visitors can expect average temperatures in the high 20s to low 30s Celsius, superb for relaxing on the stunning beaches or exploring the charming streets filled with boutique shops and delightful dining options.

During these months, Old Naples comes alive with vibrant tourist activity, offering numerous events and festivals that enhance the vacation experience. Whether you're interested in leisurely strolls along the beach, enjoying water sports, or discovering the local art scene, there's something for everyone.

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 area's natural beauty without the hustle and bustle of peak season. The weather remains warm, with average temperatures in the mid to high 20s Celsius, making it still quite comfortable for outdoor exploration.
Are there any remote work vacation rentals in Old Naples?
In Old Naples, Florida, there are a variety of remote work vacation rentals available, with around 238 properties to choose from. This area is renowned for its beautiful beaches, upscale shopping, and vibrant dining scene, making it an excellent choice for both work and leisure. Many of the rentals offer dedicated workspaces, including desks and comfortable chairs, along with high-speed Wi-Fi to support remote working needs. 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 Naples Pier is a must-visit, offering stunning views of the Gulf of Mexico and a lovely spot for fishing or watching sunsets. Close by, the beautiful sandy beaches provide a superb setting for sunbathing and water activities.

The vibrant Fifth Avenue South is lined with shops, galleries, and restaurants, making it a lively hub for dining and entertainment, while the nearby Third Street South offers a more quaint atmosphere with its boutique stores and local cafes. For those interested in nature, the Naples Botanical Garden showcases a diverse collection of plants and stunning landscapes, ideal for a leisurely stroll.
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 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 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.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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