Deals on vacations and trips to Naples

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Naples flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $437, price is now $386 per person
$386
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking and a free area shuttle.
Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was $891, price is now $656 per person
$656
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.
OneSixtyFive

OneSixtyFive

3 out of 5
Price was $641, price is now $554 per person
$554
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage and concierge services are also provided.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was $440, price is now $388 per person
$388
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
Ski-in/ski-out access, a gym, and a restaurant are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking.
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
Price was $627, price is now $563 per person
$563
per person
Apr 21 - Apr 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Augusta (AUG)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Top Naples hotels deals

Romantic getaway for 2 PEAK fall foliage!!!

Romantic getaway for 2 PEAK fall foliage!!!

Naples ME
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This cabin features barbecue grills.
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Naples ME
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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Hot Tub
Kitchen
Waterfront cottage in protected cove. Private dock. Close to sand bar!

Waterfront cottage in protected cove. Private dock. Close to sand bar!

2 out of 5
Naples ME
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This vacation home features laundry facilities.
Kitchen
Washer
Paradise in the Lakes Region

Paradise in the Lakes Region

Naples ME
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A gym is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Kitchen
Washer
Cozy Naples Escape - Nestled in Lakes & Mountains

Cozy Naples Escape - Nestled in Lakes & Mountains

Naples ME
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This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Naples ME
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This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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See all available properties in Naples
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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.

Popular places to visit

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

Brandy Pond

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

Brandy Pond

Steamboat Landing Mini Golf

You can take time to visit Steamboat Landing Mini Golf during your travels to Naples. Wander the lakeside in this family-friendly area.

Steamboat Landing Mini Golf

Frequently asked questions

How much are vacation packages to Naples?
With vacation packages being sold from just $386, you won't need to blow out the credit card for your trip to Naples. Travelocity is here to help. Bundle your flights, hotels and experiences into a convenient package and score some exciting discounts. The more you book, the more you save.
How long should my Naples vacation be?
Your Naples vacation can be as long or as short as you would like it to be, but many travelers stay around 2 nights. In the mood to veer off the beaten path and uncover some less touristy sights? Lock in a few more nights and see another side of this destination.
Where can I get the best vacation package deals for Naples?
Your dream escape is waiting for you at Travelocity. With access to 400 airline partners and at least 1,000,000 worldwide properties, selecting the perfect Naples package deal couldn't be simpler.
Why should I book my Naples vacation bundle via Travelocity?
Whether you're planning a month-long vacation or a last-minute weekend escape, we have loads of alluring destinations to choose from at a great price. In addition, we offer 24/7 assistance, quality service and a Price Match Guarantee. Save yourself money and time and book your dream vacation now.
Can I save money on my Naples car rental if I bundle it with a hotel or flight?
With a Naples vacation package, you can bundle your car, hotel and flight bookings and save a tidy sum. If you're in the mood to explore the best of this fabulous destination, why not start with Fenway Park? This well-known attraction is 120 mi from Naples. With your own wheels, you'll be there in the blink of an eye.
Which airport is best for Naples?
Portland Intl. Jetport Airport (PWM) is where many visitors arrive. It's located around 30 mi southeast from downtown Naples. Alternatively, check out the deals to Augusta State Airport (AUG), which is 45 mi away from central Naples.
What is there to do in Naples?
Naples has plenty of places to explore, including Songo River and Brandy Pond. These two fantastic attractions are at the top of most tourists' must-see lists.
Where should I stay when visiting Naples?
The Lakeview Inn is the number one choice of many travelers. Book as soon as possible before it's too late.

Photos of local treasures

Browse Naples vacation photos for more inspiration

Bridgton
Bridgton
Bridgton
Bridgton
Bridgton