Naples Vacations

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Find the Best Naples Vacation Packages

Naples Hotel Deals

Best Western Jacksonville Inn
Best Western Jacksonville Inn
2.5 out of 5
1709 W Morton Ave, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is ￥10,847 per night from Jun 29 to Jun 30
￥10,847
￥12,363 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very Good! (668 reviews)
Home away from home
"The hotel is a little older, but very well maintained and clean. The staff was friendly and helpful. The breakfast was great and the beds were very comfy. We had the room with the jacuzzi tub and balcony overlooking the pool... very clean and spacious. We had a really nice time there!"

Reviewed on Jun 24, 2025

Best Western Jacksonville Inn
Hampton Inn Jacksonville
Hampton Inn Jacksonville
2.5 out of 5
1725 W Morton Ave, Jacksonville, IL
Fully refundableReserve now, pay when you stay
The price is ￥12,172 per night from Jul 6 to Jul 7
￥12,172
￥13,874 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (450 reviews)
"Angie was great she helped us get checked in early as we were between games for our tournament but we were a little disappointed that the hotel was out of hand soap. Breakfast was great beds were ok"

Reviewed on Jun 8, 2025

Hampton Inn Jacksonville
William Watson Hotel
William Watson Hotel
3 out of 5
105 East Washington Street, Pittsfield, IL
The price is ￥11,066 per night from Jul 3 to Jul 4
￥11,066
￥12,170 total
Jul 3 - Jul 4
includes taxes & fees
9.4/10 Exceptional! (226 reviews)
"Check in & out was a breeze. Very clean and comfortable. Affordable and quaint. Would highly recommend."

Reviewed on Jun 15, 2025

William Watson Hotel
See all 21 properties in Naples
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?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Naples costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Naples?
If you'd like to score a cheap Naples vacation package, consider planning a trip in January, February and November. You'll typically find lower prices on airfares and hotels during these quieter months --- ideal for travelers wishing to save money.
How many days is enough for Naples?
Typically, a handful of days is enough to see the major attractions during your Naples vacation. However, if you prefer to have time to unwind or take day trips, consider extending your trip.
How to find the best Naples package deals?
Use Expedia's filter tool to help you find some of the best Naples package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Naples package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Naples vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can personalize your Naples getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Naples?
If you've got your Naples vacation dates confirmed, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Naples?

  1. Choose your dates: The things you want to do in Naples and your favorite season can help you decide when to travel.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to set aside for your trip to Naples. Then, pick a property that suits your budget, whether that's a wallet-friendly option or a high-end getaway.
  3. Decide how long to go away for: Now that you're more familiar with Naples, you can figure out the right length of your vacation. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Naples vacation package.

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