Naples Vacations

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Find the Best Naples Vacation Packages

Naples Hotel Deals

Waterfront Maine cottage!  Next to Sebago Lake State Park!
Waterfront Maine cottage! Next to Sebago Lake State Park!
Naples
The price is ¥34,239 per night from Jun 19 to Jun 20
¥34,239
¥69,642 total
Jun 19 - Jun 20
includes taxes & fees
9.8/10 Exceptional! (15 reviews)
The best of everything!
"This is a great property! It is private and quiet yet you can be in downtown Naples in a few minutes. Very clean with lots of natural light. Plenty of room inside when it is raining but also lots of space outside when it is nice out…and the river passes on both sides of the property because it is ..."

Reviewed on May 25, 2025

Waterfront Maine cottage! Next to Sebago Lake State Park!
Romantic getaway for 2

small and simple 

Winter's Back
Romantic getaway for 2 small and simple Winter's Back
Naples
9.8/10 Exceptional! (223 reviews)
5.29-5.31
"We LOVED staying here. This was our final stop of a week long trip and it was perfect. The camp itself was clean, well stocked, beautiful, and comfortable. We enjoyed sitting by the fire, and watching the loon. Our weather was perfect so we were able to take the canoe, kayaks, and paddle boat out ..."

Reviewed on Jun 3, 2025

Romantic getaway for 2 small and simple Winter's Back
Great Place for a Family Retreat! Sleeps 10
Great Place for a Family Retreat! Sleeps 10
Naples
Relaxation plus
"Quiet neighborhood, close to beach and activities."

Reviewed on Aug 17, 2024

Great Place for a Family Retreat! Sleeps 10
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'll find cheap prices on Expedia for your Naples getaway. However, 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?
If you're looking to snag a cheap Naples vacation package, consider visiting in November, December and January. You're likely to find better rates on flights and hotels during these months --- ideal for travelers wishing to save money.
How many days is enough for Naples?
Generally, a few days is great for a Naples vacation. With a well-organized schedule, you can check out all the major sights like Sebago Cove, as well as discover some hidden treasures along the way.
Is it worth booking a vacation package to Naples?
It's no wonder a Naples vacation is on the must-do list of many travelers. Popular attractions like Brandy Pond are just the beginning of things to keep you busy here.
How to find the best Naples package deals?
Use Expedia's filters to find some great Naples package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Naples package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Naples vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Naples escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Naples?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Naples escape.
How to plan a trip to Naples?

  1. Pick the ideal time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Naples.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Naples.
  3. Decide how long to go for: Now that you know more about Naples, you can figure out the right length of your vacation. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: Once you've nailed down your 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.