Naples Vacations

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Find the Best Naples Vacation Packages

Naples Hotel Deals

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! (222 reviews)
Wonderful rest to finish the school year!
"Amazing location with views of Trickey Pond. Large windows line the front of the cabin to give you spectacular views of everything going on around you. Fished from the well build wooden dock and paddled around in one of the on site kayaks. Cabin is fitted with your every need and has so much character ..."

Reviewed on 26 May 2025

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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 17 August 2024

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Great Place for a Family Retreat! Sleeps 10
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Naples
9.8/10 Exceptional! (84 reviews)
A Quiet Hideaway Place
"My first time booking a getaway like this and I was pleasantly surprised how this cottage fit my needs. Very clean inside and had all the amenities that I needed.The owner was friendly and was available for any questions.I would go back again."

Reviewed on 9 May 2025

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Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
See all 1,445 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?
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 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.

Discover the most popular places to visit in Naples

Sebago Cove

Commune with nature and explore the great outdoors at Sebago Cove during your travels in Naples. While you're in the area, stroll along the lakeside.

Sebago Cove

Trickey Pond

Commune with nature and explore the great outdoors at Trickey Pond during your travels in Naples. While you're in the area, stroll along the lakeside.

Trickey Pond

Songo River

4.5/5(5 reviews)

Commune with nature and explore the great outdoors at Songo River during your travels in Naples. Wander the lakeside in this relaxing area.

Songo River