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.
Resort Harbour Properties
Punta Rassa
CA $3,300
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (372 reviews)
The property was clean and absolutely gorgeous. The pictures honestly didn't do it justice. The hospitality was great! The communication was top notch, but they weren't too much at all. Great privacy! Beach was steps away from the elevator. The location was wonderful! It was secluded but everything we needed was very close by. Sanibel Island was a 10 minute drive at most! We are only going to stay at this property in the future.
Reviewed on Aug 11, 2026
Landing Apartments Fort Myers near Eastwood Village
CA $2,317
per person
Dec 26 - Jan 2
found 15 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 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
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.
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.
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.
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.
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 Artis-Naples might round out your trip.
Old Naples Hotel Deals
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
CA $265
CA $294 total
Oct 31 - Nov 1
includes taxes & fees
Inn on Fifth
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
CA $537
CA $667 total
Oct 12 - Oct 13
includes taxes & fees
Bellasera Resort
221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
CA $411
CA $519 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (2,339 reviews)
"Nice condo , very clean, a/c works great. Nice restaurant at the Claw Bar. Comfy bed , love the bath products. We were greeted with a bag of cookies in our room"
Reviewed on Oct 4, 2026
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 $969. 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
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.
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.
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.
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.
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.
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.
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.
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.
Things to do
Naples Florida: Downtown Electric Trike Tour - Family Fun
CA $69
per adult
100% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
CA $103
per adult
88% of travellers recommend
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- Flights from Toronto (YYZ) to Fort Myers (RSW)
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- Naples Beach
- Visit Naples
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- Sanibel Vacations
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- Naples Vacations
- Naples Pier
- Vanderbilt Beach
- Marco Town Center Mall
- Naples Zoo at Caribbean Gardens
- San Carlos Golf Club
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- Little Hickory Island Beach Park
- Tiburon Golf Club
- Bowditch Point Park
- Visit Old Naples
- Barefoot Beach
- Coconut Point Mall
- Naples Marina and Excursions
- Key West Express
- Fort Myers Beach Vacations
- Estero Vacations
- Delnor-Wiggins Pass State Park
- Fifth Avenue South
- Bunche Beach
- Fort Myers Vacations
- Golfview Golf and Racquet Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.