Naples Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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Naples Hotel Deals

BBQ Ready: Lakefront Retreat in Watertown

BBQ Ready: Lakefront Retreat in Watertown

Watertown
10/10 Exceptional! (3 reviews)
Family vacation time
"Nice lakefront location allowed for time to visit with people that visited from outta state. Had a grill for a cookout and lawn chairs to use."

Reviewed on Jul. 9, 2025

BBQ Ready: Lakefront Retreat in Watertown
Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent

Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent

Watertown
10/10 Exceptional! (42 reviews)
Vacation 2025
"Nice place to stay. Quiet lake. My family enjoyed our time here."

Reviewed on Jul. 12, 2025

Lake Luxury home: Elegance,Comfort,Fishing,Hunting,Optional Pontoon/Jet ski rent
Steps from the water! Quiet, peaceful location.

Steps from the water! Quiet, peaceful location.

Watertown
9.2/10 Wonderful! (14 reviews)
Wonderful weekend stay at the Lake
"Great place, great owners. Had a wonderful time with our family over the 4th."

Reviewed on Jul. 8, 2025

Steps from the water! Quiet, peaceful location.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Naples vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation to Naples costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Naples?
January, February and November are the best times to look for cheap Naples vacation packages. Choosing to travel in less busy periods means you can generally find lower prices on flights and accommodations.
How many days is enough for Naples?
Typically, a handful of days is enough to tick off the main attractions during your Naples vacation. But if you'd like to have time to kick back or take day tours, think about extending your itinerary.
How to find the best Naples package deals?
Begin your search for a Naples package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Naples package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Naples adventure off to a flying start.
Is it cheaper to book a Naples vacation as a package?
You can enjoy significant savings on your Naples retreat by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Naples?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Naples trip.
How to plan a trip to Naples?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to vacation in Naples.
  2. Plan your budget wisely: As well as the cost of your hotel, you should factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Naples.
  3. Work out your trip length: Think about how much time you want to spend discovering Naples. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, lock in the perfect Naples vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.