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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$ 321). Conversely, the most expensive month to stay in Naples is September (S$ 603).

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

The cheapest day to stay in Naples is Saturday (S$ 472). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is S$ 886.

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$ 144 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$ 392 per night. There is currently one property in Naples, FL that can be booked for this price. Catina Golf Condo at the Lely Resort is one of the hotels that can be booked for the lowest price in Naples, FL. Price data was last updated on 5 January 2026
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.
Catina Golf Condo at the Lely Resort
Catina Golf Condo at the Lely Resort

Catina Golf Condo at the Lely Resort

Naples, FL, United States
11.1 km from city centre
Air conditioning
S$ 392
Avg. per night
View Deal
Parkshore resort apartment
Parkshore resort apartment

Parkshore resort apartment

Naples, FL, United States
6.8 km from city centre
Air conditioning
S$ 632
Avg. per night
View Deal

Other accommodations in Naples, FL

Find the perfect holiday rental for your stay in Naples, FL. There are 4,000 hotels in Naples, FL and price data was last updated on 5 January 2026. The average price for a hotel in Naples, FL is S$ 430/night.
The Fairways Inn of Naples
The Fairways Inn of Naples

The Fairways Inn of Naples

103 Palm River Boulevard, Naples, FL, United States
14.8 km from city centre
Free Wi-Fi
Air conditioning
S$ 193
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
S$ 614
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$ 1,451
Avg. per night
View Deal
Bayfront Inn 5th Avenue
Bayfront Inn 5th Avenue

Bayfront Inn 5th Avenue

1221 5th Avenue South, Naples, FL, United States
0.5 km from city centre
Free Wi-Fi
S$ 271
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$ 319
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 5 January 2026.
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 5 January 2026.

  • How much does a holiday rental in Naples cost?

    On average, it costs S$ 431 per night for a Naples holiday rental, but S$ 368 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$ 46 per night. If you can, try to avoid booking your rental December (as this is the most expensive month). Booking November (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 The Ritz-Carlton Naples.

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