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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 October (S$ 218). Conversely, the most expensive month to stay in Naples is May (S$ 1,881).

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

The cheapest day to stay in Naples is Sunday (S$ 346). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 2,037.

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 S$ 147 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 S$ 437 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 14 August 2025
These are the lowest prices we've found on vacation rentals in Naples at the moment. Consider alternative dates if you're able to compare prices.
Parkshore resort apartment
Parkshore resort apartment

Parkshore resort apartment

Naples, FL, United States
6.8 km from city centre
Air conditioning
S$ 437
Avg. per night
View Deal

Other accommodations in Naples, FL

Find the perfect holiday rental for your stay in Naples, FL. There are 5,989 hotels in Naples, FL and price data was last updated on 14 August 2025. The average price for a hotel in Naples, FL is S$ 420/night.
Inn On Fifth
Inn On Fifth

Inn On Fifth

699 5th Avenue South, Naples, FL, United States
0.3 km from city centre
S$ 351
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
S$ 562
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
S$ 181
Avg. per night
View Deal
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
S$ 309
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
S$ 540
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
S$ 316
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 14 August 2025.
Whether you're visiting Naples for leisure or business, utilize the map to find vacation rentals close to your ideal location. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 14 August 2025.

  • How much does a holiday rental in Naples cost?

    On average, it costs S$ 421 per night for a Naples holiday rental, but S$ 375 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Naples was for S$ 83 per night. If you can, try to avoid booking your rental May (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Naples?

    There are 25 holiday rentals in Naples that fall under the Resort category, the most popular is JW Marriott Marco Island Beach Resort.

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