Old Naples Vacations from $504

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Your Old Naples Vacation

Book a customized vacation package to Old Naples and experience the wonders of this neighborhood from sunup to sundown. From its shopping and coastal beaches to its unique personality and vibe, there are lots of good reasons to visit Old Naples. When it's time to sightsee, you'll find a lot of popular attractions nearby including Naples Pier, Naples Zoo at Caribbean Gardens and Tin City. Visit one, two or all during your trip to Old Naples. Don't just think about it — turn it into reality! Lock in your ideal Old Naples vacation with Expedia and experience travel your way.

The Latest Old Naples Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Resort Inn & Suites

The Lighthouse Resort Inn & Suites

Save 100% on your flight
$504
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,787 reviews)
We had a great time!

Reviewed on Sep 22, 2026

The Perry Hotel Naples

The Perry Hotel Naples

Save 100% on your flight
$972
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (1,099 reviews)
Great all around!

Reviewed on Sep 23, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Save 100% on your flight
$536
per person
Dec 10 - Dec 14
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (3,301 reviews)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight
$532
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,006 reviews)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

South Island
Save 100% on your flight
$869
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (13 reviews)
Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Where to stay in Old Naples

Find the best Old Naples areas and neighborhoods for the activities you enjoy most. Learn more about Old Naples
A person carrying a child on their shoulders on a bridge with a view of greenery and a clear sky.

Central Naples

1 out of top 10 points of interest in this area

If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.

A pink and white orchid plant with a rocky background.

East Naples

Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.

A coastal landscape with a cruise ship, dense greenery, and a clear view of the ocean.

Naples Park

Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.

A sailboat with a blue canopy on calm waters, a red buoy, and a forested shoreline.

Vanderbilt Beach

1 out of top 10 points of interest in this area

While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.

A coastal landscape with a river, dense greenery, a beach with umbrellas, and high-rise buildings in the background.

Pelican Bay

The beaches and abundant dining options are top of the list for many visitors to Pelican Bay. A stop by Pelican Bay North Beach or Clam Pass Park might round out your trip.

Old Naples Hotel Deals

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
$164 nightly
$182 total
Sep 24 - Sep 25
Total with taxes and fees
9.2/10 Wonderful! (2,148 reviews)
"Me gustó el hotel calidad y precio adecuados y el mar está bien cerca"

Reviewed on Sep 23, 2026

Hyatt House Naples/5th Avenue
Inn on Fifth

Inn on Fifth

699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
$373 nightly
$414 total
Sep 28 - Sep 29
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
"Lovely hotel , staff is great and helpful . Rooms are lovely !"

Reviewed on Sep 21, 2026

Inn on Fifth
Bellasera Resort

Bellasera Resort

221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
$314 nightly
$348 total
Sep 29 - Sep 30
Total with taxes and fees
9.6/10 Exceptional! (2,333 reviews)
"My only complaint was that i was unaware before checking in that some of the amentities including the restaurant was closed for renovation."

Reviewed on Sep 17, 2026

Bellasera Resort
See all 11,971 properties in Old 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.

Stay near popular Old Naples attractions

A bustling street with palm trees, a yellow building, and people walking.

Fifth Avenue South

9.4/10 (2,799 reviews)
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
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A beach with a wooden pier extending into the ocean, a person walking along the shore, and a sunset in the background.

Naples Pier

9.2/10 (4,448 reviews)
Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.
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A red barn with a blue door and a wooden staircase leading up to it.

Tin City

8.6/10 (2,742 reviews)
During your visit to Naples, you can do some window-shopping at Tin City. In the area, take in the entertainment choices and beautiful sunsets.
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A historic house with a green sign in front.

Naples Historical Society's Historic Palm Cottage

Delight in the informative tours, lush gardens and tangible history of this authentic piece of 19th-century Americana.
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Cambier Park

8.4/10 (18 reviews)
After visiting Cambier Park, make a plan to see the other sights and activities in Naples. Wander the beautiful beaches or discover the area's beautiful sunsets.
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Norris Center

9.0/10 (4 reviews)
Enjoy a stop at Norris Center, an entertaining place to visit in Naples. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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Naples City Dock

9.6/10 (7 reviews)
Explore the waterfront of Naples City Dock and enjoy activities such as golfing in Naples. Wander the beautiful beaches or discover the area's beautiful sunsets.
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Port - O - Call Marina

Explore the waterfront of Port - O - Call Marina and enjoy activities such as golfing in Naples. Discover the area's beautiful sunsets and shops.
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Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

$73
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

$78
per adult
Naples: Sightseeing and Dining Cruises
Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

$67
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
See all activities in Naples

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