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Holiday rentals in Naples, Florida

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Travel insights for holiday rentals in Naples

Use these up-to-date, data-driven insights about booking a holiday rental in Naples including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Naples?

The cheapest month to book a vacation rental in Naples is September ($125). Conversely, the most expensive month to stay in Naples is May ($1,084).

What is the cheapest day to stay in a vacation rental in Naples?

The cheapest day to stay in Naples is Sunday ($224). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $1,316.

How far ahead should you book a vacation rental in Naples?

Save money by booking a vacation rental at least 10 days before your trip to Naples. The lowest price found when booking 10 days ahead was $115 per night.
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Cheapest holiday rentals in Naples, FL

Discover affordable stays in Naples, FL that provide a quality experience without breaking the bank. Hotels in Naples, FL can be found for as low as $336 per night. There is currently one property in Naples, FL that can be booked for this price. Parkshore resort apartment is one of the hotels that can be booked for the lowest price in Naples, FL. Price data was last updated on 30 July 2025
Currently, these are the lowest-priced vacation rentals in Naples we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.
Parkshore resort apartment
Parkshore resort apartment

Parkshore resort apartment

Naples, FL, United States
6.8 km from city centre
Air conditioning
$336
Avg. per night
View Deal

Other accommodations in Naples, FL

Find the perfect holiday rental for your stay in Naples, FL. There are 5,969 hotels in Naples, FL and price data was last updated on 30 July 2025. The average price for a hotel in Naples, FL is $315/night.
Naples Grande Beach Resort
Naples Grande Beach Resort

Naples Grande Beach Resort

475 Seagate Drive, Naples, FL, United States
7.9 km from city centre
Free Wi-Fi
$198
Avg. per night
View Deal
LaPlaya Beach & Golf Resort - A Noble House Resort
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

9891 Gulf Shore Drive, Naples, FL, United States
13.7 km from city centre
Free Wi-Fi
$485
Avg. per night
View Deal
Bellasera Resort
Bellasera Resort

Bellasera Resort

221 9th Street South, Naples, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
$247
Avg. per night
View Deal
Conty's Motel
Conty's Motel

Conty's Motel

11238 Tamiami Trail East, Naples, FL, United States
8.8 km from city centre
Free Wi-Fi
Parking
$67
Avg. per night
View Deal
Inn On Fifth
Inn On Fifth

Inn On Fifth

699 5th Avenue South, Naples, FL, United States
0.3 km from city centre
$296
Avg. per night
View Deal
Hotel Escalante
Hotel Escalante

Hotel Escalante

290 5th Ave. South, Naples, FL, United States
0.8 km from city centre
Parking
$439
Avg. per night
View Deal
Hyatt House Naples/5th Avenue
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

1345 5th Avenue South, Naples, FL, United States
0.7 km from city centre
Free Wi-Fi
$141
Avg. per night
View Deal

Where to stay in Naples

Explore different neighbourhoods and areas within Naples, FL to find the perfect location for your stay. Map data was last updated on 30 July 2025.
Navigate to the areas in Naples you plan to visit to find vacation rentals that are close by. You can find more information on a particular vacation rental within the map by clicking on its name.

Facts about staying in Naples, FL

Find useful tips and insights about staying in Naples to help you make the most of your experience. FAQs were last updated on 30 July 2025.

  • How much does a holiday rental in Naples cost?

    The average cost for a holiday rental in Naples is $316/night. A good holiday rental deal in Naples would be for $273/night or less. The cheapest rental deal found recently by our users was $62/night. If you’re flexible with your travel dates, then try to avoid booking May, the most expensive month of the year. Booking July is the cheapest month to book a holiday rental in Naples.

  • Are there any Resort holiday rentals in Naples?

    Yes, there are 25 Resort holiday rentals in Naples. According to our data, JW Marriott Marco Island Beach Resort is currently the most popular Resort rental in the city.

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