Naples Vacation Rentals

Naples Vacation Rentals By Owner

Start searching below for monthly, weekly vacation rentals, with pools, pet friendly, condos, houses and more.

Neighborhoods in Naples Vacation Rentals

Paradise Awaits at this Beautiful 1st Floor Lely Resort Condo/South Naples!

Naples Vacation Rentals
2/BR 2/BA SLEEPS 4

Oceanfront Naples Condo • Sleeps 6

Naples Vacation Rentals
2/BR 2/BA SLEEPS 6

STUNNING 3/2 Pool/Spa/Lake Home, Brand New Furniture, Fully Stocked, Lanai, Peaceful & Private

Naples Vacation Rentals
3/BR 2/BA SLEEPS 7

Oceanfront Naples Condo - Sleeps 6 - Naples Key Gated Community

Naples Vacation Rentals
2/BR 2/BA SLEEPS 6

Snowbirds Paradise

Naples Vacation Rentals
3/BR 2/BA SLEEPS 6

Relax in the Private Heated Saltwater Pool in this Newly Renovated 3/2 Home

Naples Vacation Rentals
3/BR 2/BA SLEEPS 6

North Naples, Emeralds lake, fully updated and furnished 3 bed, 2 bath condo

Naples Vacation Rentals
3/BR 2/BA SLEEPS 6

Naples Continental Club

Naples Vacation Rentals
2/BR 2/BA SLEEPS 4

Naples paradise

Naples Vacation Rentals
1/BR 1/BA SLEEPS 2

Exquisite Penthouse w Yacht Club Access

Naples Vacation Rentals
3/BR 2/BA SLEEPS 6

Quick walk to the beach from the condo with the view

Vanderbilt Beach Vacation Rentals
2/BR 2/BA SLEEPS 6

Sunny Getaway! Newly Renovated 1-Level Villa w South Facing Lanai & Pool

Naples Vacation Rentals
3/BR 2/BA SLEEPS 6

Naples, Gulfshore Boulevard, on the BAY across from the BEACH! With POOL and BOAT Dock !

Naples Vacation Rentals
2/BR 2/BA SLEEPS 4

Exquisite brand new home in resort style community

Naples Vacation Rentals
2/BR 2/BA SLEEPS 5

Royal Harbor Condo on Canal, Pool, Lanai, Near Beach. NOTE: THIS PROPERTY IS CURRENTLY UP FOR SALE AND IS NO LONGER BEING RENTED. (Previous rentals were from $5,880 per month.)

Naples Vacation Rentals
2/BR 2/BA SLEEPS 6

Sea Cret Hideaway

Naples Vacation Rentals
2/BR 2/BA SLEEPS 4

TIME 4 U Estate: Pool, Hot Tub, Pickle Ball, Tennis, Bocce Ball, Fire Pit + More

Naples Vacation Rentals
3/BR 2/BA SLEEPS 10

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Naples Vacation Rentals

Welcome to FLARBO's exclusive collection of vacation rentals in Naples, Florida. Nestled along the picturesque Gulf Coast, Naples is a captivating destination renowned for its pristine beaches, upscale shopping, and world-class golf courses. With our handpicked selection of luxurious and well-appointed vacation rentals, you can experience the perfect blend of relaxation, recreation, and indulgence. Whether you're seeking a beachfront condo with breathtaking ocean views or a spacious villa with a private pool, these Naples vacation rentals offer the ideal home-away-from-home for your unforgettable getaway. Discover the charm, sophistication, and natural beauty of Naples as you create lifelong memories in one of Florida Rental By Owners exquisite properties.

Is Naples, Florida a good place to rent a Vacation Rental?

Absolutely! Naples, Florida is an excellent place to rent a vacation rental. Here are some reasons why:

1. Beautiful Beaches: Naples is renowned for its stunning beaches with soft white sand and calm turquoise waters. Whether you're looking to relax under the sun, take a refreshing swim, or indulge in water sports like paddleboarding or snorkeling, the beaches in Naples offer a picturesque backdrop for your vacation.

2. Upscale and Vibrant Atmosphere: Naples exudes an upscale and vibrant atmosphere, with its elegant downtown area, high-end shopping districts like Fifth Avenue South and Waterside Shops, and a thriving arts and culture scene. Renting a vacation rental in Naples allows you to immerse yourself in the sophisticated ambiance and enjoy the city's refined offerings.

3. Outdoor Recreation: Naples is a paradise for outdoor enthusiasts. From world-class golf courses and tennis facilities to nature preserves and parks, there's an abundance of recreational opportunities. Explore the Everglades, go hiking or biking along scenic trails, or embark on a fishing excursion. Naples' year-round pleasant weather makes it an ideal destination for outdoor activities.

4. Dining and Culinary Delights: Food lovers will delight in Naples' culinary scene. The city is home to a diverse range of restaurants, from charming waterfront eateries to fine dining establishments. Indulge in fresh seafood, farm-to-table cuisine, and international flavors, all within reach of your vacation rental.

5. Arts and Culture: Naples boasts a thriving arts and culture community. You can explore world-class art galleries, catch a performance at the Naples Philharmonic, or attend a theater production. The city also hosts various festivals and cultural events throughout the year, providing enriching experiences for visitors.

6. Family-Friendly Destination: Naples offers plenty of family-friendly activities and attractions. Take the kids to the Naples Zoo or the Golisano Children's Museum of Naples for an educational and fun experience. The city's parks and playgrounds provide opportunities for outdoor play and picnics, ensuring an enjoyable time for the whole family.

7. Convenient Location: Naples' location on Florida's southwest coast makes it a convenient base for exploring the surrounding areas. Take day trips to nearby islands like Marco Island or Sanibel Island, or venture further to visit attractions like the Everglades National Park or the vibrant city of Miami. Having a vacation rental in Naples allows you to easily access these nearby destinations.

With its stunning beaches, upscale ambiance, outdoor activities, culinary delights, and convenient location, Naples, Florida offers an exceptional experience for vacation rental guests. Whether you're seeking relaxation, adventure, or cultural exploration, Naples has it all.

What cities are found near Naples Florida?

Naples, Florida is surrounded by several cities and towns that are worth exploring. Here are some cities found near Naples:

Marco Island: Located just south of Naples, Marco Island is a popular destination known for its beautiful beaches, outdoor recreational activities, and vibrant dining scene. It offers a laid-back island atmosphere and is famous for its stunning sunsets.

Bonita Springs: Situated north of Naples, Bonita Springs is a charming coastal community known for its pristine beaches and natural beauty. Visitors can enjoy activities like kayaking along the Estero River, exploring nature preserves, and dining at waterfront restaurants.

Estero: Located north of Bonita Springs, Estero is a growing community that offers a mix of residential, commercial, and recreational areas. It is home to popular attractions like the Koreshan State Park, Miromar Outlets for shopping, and Hertz Arena for sports and entertainment events.

Fort Myers: Located north of Estero, Fort Myers is a larger city with a rich history and diverse attractions. Visitors can explore the historic downtown area, visit the Edison and Ford Winter Estates, or enjoy outdoor activities along the Caloosahatchee River.

Cape Coral: Situated northwest of Fort Myers, Cape Coral is known for its extensive canal system, which has earned it the nickname "Waterfront Wonderland." It offers boating opportunities, beautiful waterfront homes, and a relaxed lifestyle.

Sanibel Island: Located west of Fort Myers, Sanibel Island is a popular destination known for its pristine beaches, wildlife refuges, and shell-filled shores. It offers a tranquil and natural setting, making it ideal for those seeking a peaceful retreat.

These cities near Naples offer diverse attractions, outdoor recreational opportunities, and unique experiences, providing visitors with a variety of options for exploration and entertainment during their stay in Southwest Florida.

What do I need to know to rent a vacation home in Naples Florida?

When renting a vacation home in Naples, Florida, there are several key things to know to ensure a smooth and enjoyable experience. Here's what you need to consider:

1. Research and Planning: Start by researching the different neighborhoods and areas in Naples to find the location that suits your preferences. Consider factors such as proximity to the beach, nearby attractions, and the amenities you desire. Look for reputable vacation rental websites or consult with local rental agencies to explore available options.

2. Booking in Advance: Naples is a popular vacation destination, especially during peak seasons. To secure your desired vacation home and dates, it's recommended to book well in advance. Early booking increases your chances of finding the ideal property and may offer better rates and availability.

3. Rental Regulations and Policies: Familiarize yourself with the rental regulations and policies specific to the vacation home you're interested in. Each rental property may have its own set of rules regarding occupancy limits, minimum stay requirements, pet policies, and smoking restrictions. Ensure that you understand and agree to these policies before making a reservation.

4. Amenities and Facilities: Carefully review the amenities and facilities offered by the vacation home. Consider your specific needs and preferences. Common features to look for include fully equipped kitchens, Wi-Fi access, parking facilities, laundry facilities, and outdoor spaces like pools or patios. Ensure that the property meets your requirements for comfort and convenience.

5. Rental Rates and Additional Fees: Take into account the rental rates and any additional fees associated with the vacation home. Rental rates can vary based on factors such as location, property size, amenities, and the time of year. Be aware of any cleaning fees, security deposits, or taxes that may apply. Understanding the total cost upfront will help you budget for your vacation accordingly. At FLARBO we don't charge traveler fees to book directly with our hosts.

6. Cancellation and Refund Policies: Review the cancellation and refund policies of the rental property. Understand the deadlines for cancellations, any applicable fees, and whether there's an option for rescheduling or obtaining a refund in case of unforeseen circumstances. It's essential to be aware of the terms and conditions to avoid any potential issues.

7. Communication with the Property Owner/Manager: Establish clear communication with the property owner or manager before your arrival. Seek clarification on any questions you may have regarding the property, arrival instructions, check-in and check-out procedures, and emergency contacts. Promptly notify them of any changes to your travel plans or any issues you encounter during your stay.

By conducting thorough research, understanding rental policies, and maintaining open communication, you can ensure a seamless experience when renting a vacation home in Naples, Florida. Enjoy the beauty of Naples' beaches, explore its attractions, and create unforgettable memories in your vacation rental.

What is the typical stay period for a vacation rental in Naples, Florida? 

The typical stay period for a vacation rental in Naples, Florida can vary depending on various factors such as personal preferences, availability, and the rental property's policies. However, vacation rentals in Naples often have minimum stay requirements that range from a few nights to a week or longer. The most common minimum stay requirement for vacation rentals in Naples is typically around 3 to 7 nights.

During peak seasons, such as the winter months when many visitors from colder climates flock to Naples, some vacation rentals may have longer minimum stay requirements, ranging from a week to a month or more. This is especially true for popular beachfront properties or highly sought-after locations.

  • nightly
  • weekly
  • monthly

What is the typical rental turnover day in Naples, Florida for vacation rentals?

In Naples, Florida, the typical rental turnover day for vacation rentals can vary. However, Saturday is commonly considered the most common turnover day for weekly rentals in the area. Many vacation rentals in Naples follow a Saturday-to-Saturday rental schedule during peak seasons, particularly in high-demand beachfront areas.

This turnover day allows property owners or rental management companies to efficiently clean and prepare the property for the next set of guests. It also provides a consistent schedule for travelers who prefer to plan their vacations over a standard weekly period.

However, it's worth noting that not all vacation rentals strictly adhere to a Saturday turnover day. Some properties may offer more flexibility, allowing guests to arrive and depart on different days of the week. Additionally, during non-peak seasons or for last-minute bookings, you may find more options with flexible turnover days.

How much does it cost to rent a vacation home in Naples, Florida?

The cost of renting a vacation home in Naples, Florida can vary widely depending on several factors such as the location, property size, amenities, seasonality, and duration of stay. Here's a general overview of the cost range you can expect:

1. Seasonal Rates: Naples experiences peak seasons, typically during the winter months when visitors from colder climates flock to the area. During these high-demand periods, rental rates are generally higher. Peak season rates can range from around $150 to $500 or more per night for smaller condos or townhouses, while larger luxury properties or beachfront homes can range from $500 to several thousand dollars per night.

2. Off-Peak Rates: Rental rates during non-peak seasons, such as the summer months or shoulder seasons, tend to be more affordable. Off-peak rates for smaller condos or townhouses can start around $100 to $150 per night, while larger properties may range from $200 to $500 per night.

3. Weekly and Monthly Rates: Many vacation rentals in Naples offer discounted rates for weekly or monthly stays. Weekly rates for a standard condo or townhouse can range from $800 to $3,000 or more, depending on the factors mentioned above. Monthly rates can vary significantly, starting around $2,500 for smaller properties and going up to $10,000 or more for luxury beachfront homes.

4. Additional Fees: In addition to the rental rate, it's important to consider additional fees that may apply, such as cleaning fees, booking fees, security deposits, and taxes. Cleaning fees typically range from $100 to $300, depending on the size and complexity of the property.

It's important to note that these price ranges are approximate and can vary based on the specific property, location, and rental market conditions. Availability, demand, and the level of luxury or amenities provided by the vacation home can also impact the cost.

When searching for a vacation rental in Naples, it's advisable to explore different options, compare prices, and read reviews to find the best value that fits your budget and preferences. Here are the current rate ranges on Florida Rental By Owners;

  • Low range from $53 per night - $371 per week - $1,484 per month
  • High range from $900 per night - $6,300 per week - $25,200 per month

How early should I book my Naples, Florida vacation rental?

To secure your preferred Naples, Florida vacation rental, it's generally advisable to book as early as possible. Naples is a popular destination, particularly during peak seasons, and desirable properties can get booked quickly. Here are some guidelines to consider:

1. Peak Seasons: Peak seasons in Naples typically include the winter months when many visitors escape colder climates. If you plan to visit during this time, which is especially popular, it's recommended to book your vacation rental at least 6 to 12 months in advance. By doing so, you increase your chances of finding the ideal property and securing your desired dates.

2. Shoulder Seasons: Shoulder seasons, which fall between the peak and off-peak periods, may offer more availability and flexibility. For these seasons, booking your vacation rental 3 to 6 months in advance is generally a good timeframe. This allows you to have a wider selection of options while still ensuring availability.

3. Off-Peak Seasons: Off-peak seasons, such as the summer months or other non-peak times, often provide more availability and lower rates. While you may have more flexibility in booking during these periods, it's still recommended to secure your vacation rental at least 2 to 3 months in advance, especially if you have specific preferences or requirements.

Keep in mind that these timeframes are general guidelines, and the exact timing may vary based on factors such as the popularity of the specific rental property, its location, and local events or holidays. Booking early not only allows you to secure your desired vacation rental but also provides you with ample time to plan other aspects of your trip and take advantage of any early booking discounts or offers.

If you're planning a last-minute trip, it's still worth checking for availability on our last minute deals page, as there might be some options available. However, keep in mind that the selection may be more limited, especially during peak seasons.

Ultimately, the earlier you can book your Naples vacation rental, the better chance you have of securing your preferred property and ensuring a stress-free vacation experience.

What months are high season for visiting Naples, Florida?

The high season for visiting Naples, Florida typically falls during the winter months, specifically from December through April. This period is when many visitors from colder climates flock to the area to enjoy the pleasant weather and escape the winter chill. The exact months considered as high season can vary slightly, but the peak months for tourism and increased activities in Naples are generally January, February, and March.

  • December through April 

What months are low season for visiting Naples, Florida?

The low season for visiting Naples, Florida typically falls during the summer months and parts of the fall. The exact months considered as low season can vary, but generally, May through September are considered the quieter months with fewer visitors compared to the high season.

During the low season, Naples experiences warmer temperatures and higher humidity. Average temperatures range from the upper 70s to the low 90s Fahrenheit (around 25-32 degrees Celsius). Despite the higher temperatures, there are still plenty of activities and attractions to enjoy in Naples during this time.

  • May through September 

Is Naples Florida a good option for snowbird seniors to book a monthly or seasonal vacation rental?

Yes, Naples, Florida is an excellent option for snowbird seniors looking to book a monthly or seasonal vacation rental. Here are a few reasons why Naples is popular among snowbirds:

1. Climate: Naples boasts a warm and pleasant climate, particularly during the winter months when many snowbirds seek refuge from colder climates. With average temperatures ranging from the mid-60s to the mid-70s Fahrenheit (around 18-24 degrees Celsius), Naples offers an inviting escape from winter's chill.

2. Beaches and Outdoor Activities: Naples is renowned for its beautiful beaches and abundant outdoor recreational opportunities. Snowbird seniors can enjoy leisurely walks along the sandy shores, soak up the sun, engage in water sports, or simply relax amidst the coastal scenery. The area also offers golf courses, nature parks, and opportunities for boating and fishing.

3. Senior-Friendly Amenities: Naples is well-equipped with senior-friendly amenities and services. The city offers excellent healthcare facilities, including hospitals, medical centers, and specialized clinics. There are also senior centers and community programs that provide a range of activities, classes, and social events tailored to the interests of seniors.

4. Cultural and Dining Scene: Naples is known for its vibrant cultural scene, including art galleries, theaters, and music performances. Snowbirds can immerse themselves in the local arts and entertainment scene, attend concerts, or explore museums. Additionally, Naples offers a diverse culinary landscape with a wide range of restaurants and dining options to suit different tastes and preferences.

5. Active Lifestyle and Social Opportunities: Naples has a thriving community of retirees and snowbirds, creating ample opportunities for socializing and engaging in various activities. From social clubs and hobby groups to fitness classes and organized outings, snowbird seniors can find like-minded individuals and participate in a vibrant social scene.

When considering a monthly or seasonal vacation rental in Naples, it's advisable to book in advance, particularly if you have specific preferences or desire a prime location. The city offers a range of rental options, from condos and townhouses to larger homes and gated communities, catering to different budgets and lifestyles.

Overall, Naples, Florida provides an ideal setting for snowbird seniors seeking a warm and welcoming destination to escape the winter months. With its pleasant climate, abundant amenities, outdoor activities, and vibrant community, Naples offers a rewarding and enjoyable experience for seniors looking for an extended stay.

There are 26 monthly / seasonal Naples Florida rentals on FLARBO.

Can I find a luxury vacation rental in Naples, Florida?

Yes, you can definitely find luxury vacation rentals in Naples, Florida. Naples is known for its upscale lifestyle and offers a wide selection of high-end properties that cater to luxury-seeking travelers. Whether you're looking for a lavish beachfront villa, a spacious waterfront estate, or a luxurious penthouse overlooking the city, Naples has options to suit your preferences. Here are some features commonly found in luxury vacation rentals in Naples:

Prime Locations: Luxury rentals in Naples often boast desirable locations, such as beachfront properties with direct access to the sandy shores, waterfront homes along canals or the Gulf of Mexico, or upscale residences in exclusive gated communities or golf course communities.

Upscale Amenities: These rentals are designed to provide a high level of comfort and luxury. They may feature private pools, hot tubs, private beach access, private boat docks, state-of-the-art fitness centers, gourmet kitchens, spacious outdoor living areas, and beautifully landscaped gardens.

Stylish Interiors: Luxury vacation rentals in Naples are often impeccably designed and furnished with high-end decor and furnishings. You can expect tasteful and luxurious finishes, premium appliances, elegant furnishings, and attention to detail in every aspect of the property's design.

Exceptional Services: Many luxury vacation rentals in Naples offer personalized services to enhance your stay. These can include concierge services, housekeeping, private chefs, and chauffeur services. Some properties may also provide access to exclusive amenities such as private golf courses, spas, and clubhouses.

Privacy and Security: Luxury rentals often prioritize privacy and security, providing gated entrances, security systems, and ample seclusion for a peaceful and exclusive retreat.

When searching for a luxury vacation rental in Naples, it's advisable to work with reputable rental agencies or consult with luxury property specialists who can guide you through the available options and assist in finding the perfect property that meets your specific requirements.

Keep in mind that luxury vacation rentals tend to have higher rental rates due to their premium features and prime locations. It's recommended to book in advance, especially during peak seasons, to secure your desired luxury property in Naples, Florida.

There are 13 luxury Naples Florida rentals on FLARBO.

Naples, Florida Vacation Rentals with Pool and Hot Tubs

Enhance your vacation experience by embracing the great outdoors within the confines of your vacation rental. Our properties provide a plethora of amenities that cater to your outdoor needs, including shimmering pools and serene hot tubs. With these enticing features, our rentals create the perfect haven for travelers, ensuring a delightful destination that can be enjoyed throughout the year.

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