Naples Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Naples Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Beardstown

Americas Best Value Inn Beardstown

2 out of 5
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Quincy (UIN)
5.2/10 (169 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 $102 per night from Jul 27 to Jul 28
CA $102
CA $117 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (679 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 $115 per night from Jul 31 to Aug 1
CA $115
CA $131 total
Jul 31 - Aug 1
includes taxes & fees
8.6/10 Excellent! (463 reviews)
"Great weekend hotel, clean and easy to get to. Would recommend !"

Reviewed on Jul. 20, 2025

Hampton Inn Jacksonville
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is CA $106 per night from Jul 26 to Jul 27
CA $106
CA $117 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (232 reviews)
Definitely would stay here again!
"Really loved the historic of the building. Very clean and comfortable."

Reviewed on Jul. 6, 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
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Naples vacation package cost?
You'll find cheap prices from CA $1,229 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.