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.
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Price was CA $727, price is now CA $506 per person
CA $506
per person
Nov 12 - Nov 16
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,017 reviews)
For the first time coming out here after reading these great reviews. All I can say is that I had a great stay, however they could’ve done better with maintenance in bathroom, plastique couch and in general… staff were amazing, grace’s dining was amazing, stay was amazing. Lots of work still…. Def, coming back…!!

Reviewed on Aug. 28, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $1,764, price is now CA $935 per person
CA $935
per person
Nov 21 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
I loved the beachfront access

Reviewed on Aug. 27, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $935, price is now CA $623 per person
CA $623
per person
Nov 12 - Nov 16
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (598 reviews)
We always have a great time

Reviewed on Aug. 26, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,060, price is now CA $742 per person
CA $742
per person
Nov 21 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
9.6/10 Exceptional! (398 reviews)
Great property with welcoming staff

Reviewed on Aug. 28, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $1,153, price is now CA $812 per person
CA $812
per person
Nov 21 - Nov 23
found 9 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Great hotel at great location , ill be back!

Reviewed on Aug. 28, 2025

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
Naples Botanical Garden which includes a pond and a garden

East Naples

4/5(11 area reviews)

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.

Find hotels in East Naples

Old Naples Hotel Deals

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Sep 4 to Sep 5
CA $175
CA $194 total
Sep 4 - Sep 5
includes taxes & fees
Hyatt House Naples/5th Avenue
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S, Naples, FL
Fully refundable
The price is CA $221 per night from Sep 8 to Sep 9
CA $221
CA $306 total
Sep 8 - Sep 9
includes taxes & fees
Inn on Fifth
Bellasera Resort

Bellasera Resort

4 out of 5
221 9th St S, Naples, FL
The price is CA $300 per night from Aug 31 to Sep 1
CA $300
CA $394 total
Aug 31 - Sep 1
includes taxes & fees
Bellasera Resort
See all 11,527 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Old Naples vacation package cost?
From just CA $506. 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.

Discover the most popular places to visit in Old Naples

5th Avenue Shopping District which includes markets, street scenes and a city

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Naples Pier featuring landscape views and a beach as well as a large group of people

Naples Pier

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.

Naples Pier

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.

Port - O - Call Marina

Things to do

SEAS The Day with Pure Florida

Naples Sightseeing Boat Tour

CA $88
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Moped Tour

Naples Florida: Downtown Electric Moped Tour

CA $96
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Moped Tour
Marco Island: Sunset Boat Tour

Marco Island: Sunset Boat Tour

CA $172
per adult
100% of travellers recommend
Marco Island: Sunset Boat Tour
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.