Naples Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Ready to book your vacation to Naples?

 

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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 $85 per night from Jul 12 to Jul 13
CA $85
CA $97 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (816 reviews)
"Great, helpful staff. Was clean but had large stain on carpet in our room."

Reviewed on Jul 8, 2026

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 26 to Jul 27
CA $115
CA $131 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (528 reviews)
"Clean rooms and friendly staff."

Reviewed on Jun 26, 2026

Hampton Inn Jacksonville
William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street Pittsfield IL
The price is CA $120 per night from Jul 11 to Jul 12
CA $120
CA $132 total
Jul 11 - Jul 12
includes taxes & fees
9.2/10 Wonderful! (365 reviews)
"A must stop for any history lover. Beautiful building! AC was sufficient, parking was easy even though the hotel is on a main road. Our room was in the middle of the building so we didn’t hear much road noise. And yes it’s on a main road, but this is a small town so the traffic isn’t anything major. ..."

Reviewed on Jul 7, 2026

William Watson Hotel
See all 52 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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Frequently asked questions

How much does a Naples vacation package cost?
You'll find cheap prices 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.

Explore a world of travel with Expedia

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