Old Naples Vacation Packages

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Top Holiday Package Deals in Old Naples

Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort

Casa Ybel Resort

Mid Island
CA $824
per person
Sep 14 - Sep 18
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (391 reviews)
I’ve been staying at Casaybel for 49 years! Everything was great! Rooms very clean. The pool was good. The only problem I had was the front desk with a package that was delivered by the post office through Amazon that showed delivered yet the girl said there was no package and she would check the mailbox. The next day no call. So when we came back from dinner I stopped at the mail box and it was packed with mail and my package! I wonder how often they check the mailbox? Also I paid for weekly chairs and umbrella at the beach. One day it rained in the morning. I called and left a message for my chairs after the sun was shining and no call and no chairs. I found people on the beach with chairs and asked if they were brought out for them and she told me she retrieved them herself. No compensation. I understand they have staff issues with the beach stuff but then they shouldn’t offer them when 2 chairs and 1 umbrella cost $150 per week when I could have ordered them from Billy’s. My family owns 6 weeks and we love it! I also rented this week in the 1 bedrooms through Expedia since my family is growing. Maybe they could do better with the problems I experienced. Thanks for listening. Oh and also we saw a coyote walking around between the beach and the building 😳

Reviewed on Aug 9, 2026

South Seas

South Seas

CA $1,547
per person
Oct 31 - Nov 7
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very good! (1,004 reviews)
Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever possible. Unfortunately, our room was very close to it, which made the stay less enjoyable. Overall, it’s a beautiful place, and we would definitely consider staying again.

Reviewed on Aug 2, 2026

The Perry Hotel Naples

The Perry Hotel Naples

CA $1,283
per person
Oct 11 - Oct 17
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (970 reviews)
Bellasera Resort

Bellasera Resort

Old Naples
CA $1,954
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (2,307 reviews)
The perfect place for a family vacation

Reviewed on Aug 9, 2026

Marco Beach Ocean Suites

Marco Beach Ocean Suites

South End
CA $1,649
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.8/10 Excellent! (1,463 reviews)
From the moment we arrived, it was a problem. We arrived early and didn’t want to use valet parking and left our luggage in the lobby until our room was ready, but the valet attendant did not listen, he just wanted to park the car. We arrived at 12 PM, which I understand was early, but when I returned to the front desk at 4 PM, our room was still not ready. The staff at the table in the lobby was not helpful at all. They simply gave us a card and told us to call a phone number ourselves. The whole experience was a complete mess. We were not the only guests having this issue. Unfortunately, I do not recommend this hotel.

Reviewed on Aug 9, 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 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 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 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 Vanderbilt Beach or Pelican Bay North Beach 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
CA $201
CA $223 total
Sep 7 - Sep 8
includes taxes & fees
Hyatt House Naples/5th Avenue
Inn on Fifth

Inn on Fifth

699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
CA $439
CA $557 total
Aug 23 - Aug 24
includes taxes & fees
Inn on Fifth
Bellasera Resort

Bellasera Resort

221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
CA $304
CA $399 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (2,318 reviews)
"The perfect place for a family vacation"

Reviewed on Aug 9, 2026

Bellasera Resort
See all 11,892 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.

Frequently asked questions

How much does an Old Naples vacation package cost?
From just CA $824. Yes, you read that correctly. Our Old Naples vacation packages are an easy way to stretch your budget. Combine your preferred hotels, flights and car rentals and explore this wonderful destination.
How do I get a cheap travel package to Old Naples?
Combine your flights and hotels, add on extras such as a rental car or activities, and save with an Old Naples vacation package. You won't just pick up impressive discounts on your adventure — you'll have a world of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels worldwide. Your unforgettable vacation starts right here, right now!
Where should I stay in Old Naples?
Visitors come from far and wide to see Naples Pier and Barefoot Beach in Old Naples. Book a hotel within walking distance of these must-see attractions and visit them whenever you please.
What are the top hotels in Old Naples?
Get your vacation off to a great start by reserving a room at Olde Naples. . . New And Fabulous. It's one of most sought-after properties in Old Naples. Another leading option is Beaches Open 4 Bedroom - 5 Bath Home In Oldenaples.
How far in advance should I book my Old Naples vacation?
Travelers are usually able to compare international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Old Naples travel package include?
Expedia has all you need to arrange your Old Naples getaway, but what your package looks like is your call. Select from a combination of hotels, rental cars and flights. After some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget, there's a deal to meet your needs.
What should I know before booking an Old Naples travel package?
Find deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save loads just by bundling your bookings. Whether you're embarking on a ski adventure or relaxing on a sunny beach, your ideal vacation is only a few clicks away.
Can I choose my airline with an Old Naples Expedia vacation package?
You can, and with more than 550 airlines to choose from worldwide, you've got lots of choice. Search the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Old Naples vacation package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or amend your Old Naples vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances suddenly change, look up our Customer Service Portal for further information.

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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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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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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Things to do

Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $93
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $80
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
See all activities in Naples

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