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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 January (S$ 295). Conversely, the most expensive month to stay in Naples is May (S$ 1,530).

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

The cheapest day to stay in Naples is Sunday (S$ 217). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 1,916.

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$ 146 per night.
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Other accommodations in Naples, FL

Find the perfect holiday rental for your stay in Naples, FL. There are 4,069 hotels in Naples, FL and price data was last updated on 3 November 2025. The average price for a hotel in Naples, FL is S$ 515/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
S$ 315
Avg. per night
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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$ 330
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$ 531
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
S$ 72
Avg. per night
View Deal
Coral Cottage Retreat
Coral Cottage Retreat

Coral Cottage Retreat

Naples, FL, United States
4.8 km from city centre
Air conditioning
S$ 252
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 3 November 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 3 November 2025.

  • How much does a holiday rental in Naples cost?

    On average, it costs S$ 515 per night for a Naples holiday rental, but S$ 460 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$ 68 per night. If you can, try to avoid booking your rental May (as this is the most expensive month). Booking September (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 Naples Grande Beach Resort.

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