Naples Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Naples Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Rodeway Inn

Rodeway Inn

2 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Quincy (UIN)
7/10 Good! (118 reviews)
They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, i did see some little Debbie items

Reviewed on Jul. 7, 2025

William Watson Hotel

William Watson Hotel

3 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Quincy (UIN)
9/10 Wonderful! (323 reviews)
Check in & out was a breeze. Very clean and comfortable. Affordable and quaint. Would highly recommend.

Reviewed on Jun. 15, 2025

Americas Best Value Inn Beardstown

Americas Best Value Inn Beardstown

2 out of 5
per person
Sep 4 - Sep 11
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Quincy (UIN)
5.4/10 (171 reviews)
Deeply appreciated my stay!

Reviewed on Jul. 25, 2025

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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 CA $103 per night from Aug 6 to Aug 7
CA $103
CA $118 total
Aug 6 - Aug 7
includes taxes & fees
8.4/10 Very Good! (681 reviews)
"Very nice room. Was able to park right outside our room. Very close to lots of food options."

Reviewed on Jul. 22, 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 CA $116 per night from Aug 17 to Aug 18
CA $116
CA $132 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (464 reviews)
New friendships
"The staff was great. The front desk was amazing."

Reviewed on Jul. 31, 2025

Hampton Inn Jacksonville
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is CA $104 per night from Aug 11 to Aug 12
CA $104
CA $115 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (234 reviews)
Historic hotel
"Very cool, historic hotel! Very clean and well maintained. Within walking distance of several restaurants and bars. ."

Reviewed on Aug. 3, 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a Naples vacation package cost?
You'll find cheap prices from CA $771 on Expedia for your Naples getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Naples costs.
What are the cheapest months to go to Naples?
You can typically find reduced prices and better availability in January, February and November. Take a look at our cheap Naples vacation packages and you could get some great off-season deals.
How many days is enough for Naples?
The ideal length for your Naples vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to visit all the top attractions and discover some hidden gems along the way.
How to find the best Naples package deals?
Bagging a cheap Naples package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Naples package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Naples vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Naples vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Naples?
If you have your Naples vacation dates confirmed, book as early as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Naples?

  1. Pick your travel dates: The things you want to do in Naples and your preferred season will help you decide when to go.
  2. Set your budget: Consider costs like transportation, flights and meals when calculating how much to set aside for your trip to Naples. Then, select a property that works with your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Decide how long to go for: Now that you're up to speed on Naples, you can figure out the right length of your break. Pull together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book 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.