Naples vacation rentals

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Booking Insights
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Best Naples vacation rentals

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$40 - $623$623 - $1,205$1,205 - $1,787$1,787 - $2,369$2,369+ per night

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Most recommended vacation rentals in Naples

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Sunny Naples Escape with Heated Community Pool! - Naples - Lobby
Sunny Naples Escape with Heated Community Pool!
Naples, FL
Free Wi-Fi
Pool
$90+
Check availability
Cozy Apartment in Naples - Naples - Bedroom
Cozy Apartment in Naples
Naples, FL
9.0Wonderful(13)
Parking
Free Wi-Fi
$150+
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Cozy Naples Retreat with Community Pool and Water View - Naples - Pool
Cozy Naples Retreat with Community Pool and Water View
Naples, FL
8.4Very good(9)
Free Wi-Fi
Pool
$102+
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Messina Vacation Rental - Naples - Pool
Messina Vacation Rental
Lely Resort
9.0Wonderful(3)
Parking
Free Wi-Fi
Pool
$365+
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Tropical Oasis 809 - Naples - Patio
Tropical Oasis 809
Old Naples
7.1Good(12)
Parking
Free Wi-Fi
Pool
Pet friendly
$455+
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Lely Resort Condo with Golf Course and Pool Access - Naples - Dining room
Lely Resort Condo with Golf Course and Pool Access
Lely Resort
8.0Very good(12)
Free Wi-Fi
$210+
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Del Mar Villa - Naples - Restaurant
Del Mar Villa
Naples Park
9.5Wonderful(53)
Parking
Free Wi-Fi
Pool
Pet friendly
$428+
Check availability
Naples Studio w/ Community Pool & Tennis Courts! - Naples - Lobby
Naples Studio w/ Community Pool & Tennis Courts!
Naples, FL
8.3Very good(7)
$134+
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Starfish Paradise,fenced Yard-Only 1/2mile To Ocean-Sleeps 4-1bed/1.5bath, 2 Tvs - Naples - Kitchen
Starfish Paradise,fenced Yard-Only 1/2mile To Ocean-Sleeps 4-1bed/1.5bath, 2 Tvs
Naples Park
9.3Wonderful(18)
Free Wi-Fi
$288+
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Sea La Vie Cozy Beach Home On 500 Block, Walk To Beach Only Half Mile Away, Sleeps 6 - Naples - Dining room
Sea La Vie Cozy Beach Home On 500 Block, Walk To Beach Only Half Mile Away, Sleeps 6
Naples Park
8.6Very good(7)
Free Wi-Fi
Pet friendly
$261+
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Naples Hideaway with Resort Amenities! - Naples - Lobby
Naples Hideaway with Resort Amenities!
Naples, FL
6.8Okay(3)
Free Wi-Fi
Pool
$124+
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Naples' Hidden Gem - Naples
Naples' Hidden Gem
Naples, FL
9.0Wonderful(540)
Parking
Free Wi-Fi
Pet friendly
$109+
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699 Beach Oasis,walk,bike To Beach, Fenced Backyard, Large Driveway - Naples
699 Beach Oasis,walk,bike To Beach, Fenced Backyard, Large Driveway
Naples Park
Free Wi-Fi
Pet friendly
$273+
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Aqua Breeze 811 - Naples
Aqua Breeze 811
Old Naples
8.6Very good(10)
Parking
Free Wi-Fi
Pool
Pet friendly
$374+
Check availability
Beach Luxury 805 - Naples
Beach Luxury 805
Old Naples
8.0Very good(16)
Parking
Free Wi-Fi
Pool
Pet friendly
$451+
Check availability
Luxury Golf Villa in Beautiful Lely Resort with Pool - Naples
Luxury Golf Villa in Beautiful Lely Resort with Pool
Lely Resort
9.7Wonderful(40)
Free Wi-Fi
$279+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Naples

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Naples with confidence.

Which month has the cheapest vacation rental rates in Naples?

Vacation rentals are cheapest in Naples in October, with average rates of $132. In comparison, May is the most expensive month, with prices at $1,300.

What is the cheapest day of the week to book a vacation rental in Naples?

Sunday offers the lowest rates in Naples, with an average nightly price of $167. The highest prices are found on Friday, with average rates at $1,058.

How early should you book a vacation rental in Naples?

Book at least 10 days before your stay begins to get the best price for your Naples vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
May
$320
$790
Cheapest month to stay with an average 66% drop in price.
Most expensive month to stay with an average 232% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Naples vacation rental deals

  • Pool, beachfront, pet friendly, air-conditioned, kitchen/kitchenette, parking, and spa are the most popular vacation rental property amenities in Naples
  • Vacation rentals in Naples are around 52% more expensive than hotels on average. Search here to compare prices for all accommodation types in Naples.
  • The best vacation rental properties in Naples are Luxury Golf Villa in Beautiful Lely Resort with Pool (9.7, 40 reviews), Private Master Suite (9.7, 24), and Del Mar Villa (9.5, 53), based on ratings and reviews from real travelers.
  • Golden Gate is the neighborhood in Naples with the most affordable vacation rental properties (21 properties with an average price of $208 per night). The Sunset Bungalow, The Green Door Bungalow, and The Best In Florida. Caney, Pier, Kayak, are the most popular rental properties in Golden Gate.
  • If you’re looking for a cheap vacation rental in Naples, you should consider visiting during the low season. The cheapest vacation homes in Naples can be found in October and January.
  • The cheapest night for renting a vacation home in Naples is Sunday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Naples for 6 days.

FAQs when booking a vacation home in Naples

  • How much is a Rental rental for a week in Naples?

    The average price for a weekly Naples Rental rental found by KAYAK users in the last 2 weeks is $1,615. Though this can obviously vary depending on the time of year of your stay and when you make the booking.

  • How much is a Rental rental for a month in Naples?

    The average price for a monthly Naples Rental rental found by KAYAK users in the last 2 weeks is $6,326.

Where to stay in Naples?

Our map will help you find the perfect place to stay in Naples by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Naples

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