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.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was CA $638, price is now CA $368 per person
CA $368
per person
May 12 - May 18
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (997 reviews)
Everything was fine

Reviewed on Feb 25, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,547, price is now CA $902 per person
CA $902
per person
May 12 - May 18
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
The staff were very friendly and helpful. Our room was clean. It is the perfect location in Fort Myers Beach! Definitely recommend

Reviewed on Feb 25, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,307, price is now CA $797 per person
CA $797
per person
May 12 - May 18
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Amazing pool area, quiet and safe property, and beautiful private beach

Reviewed on Feb 21, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,805, price is now CA $1,146 per person
CA $1,146
per person
May 12 - May 18
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.4/10 Very Good! (1,005 reviews)
Great room, lovely teaort

Reviewed on Feb 25, 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
Six beautiful cultivated gardens, 2.5 miles of hiking trails and a restored nature preserve

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

Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $1,024 per night from Mar 29 to Mar 30
CA $1,024
CA $1,205 total
Mar 29 - Mar 30
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Safe didn’t work . TV sound didn’t work. Lights in bathroom confusing.Not comfortable bed or pillow. No real lobby or bar. Would not go back

Reviewed on Feb 18, 2026

Inn on Fifth
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 $532 per night from Feb 27 to Feb 28
CA $532
CA $591 total
Feb 27 - Feb 28
includes taxes & fees
9/10 Wonderful! (1,661 reviews)
everyone was very nice and the rooms were clean, great location

Reviewed on Feb 26, 2026

Hyatt House Naples/5th Avenue
Bellasera Resort

Bellasera Resort

4 out of 5
221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $735 per night from Mar 6 to Mar 7
CA $735
CA $877 total
Mar 6 - Mar 7
includes taxes & fees
9.6/10 Exceptional! (2,244 reviews)
Large rooms, Very clean. Helpful attentive staff. Spacious grounds.

Reviewed on Feb 22, 2026

Bellasera Resort
See all 12,054 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.
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Frequently asked questions

How much does an Old Naples vacation package cost?
From just CA $368. 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

4.5/5(74 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.

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 $90
per adult
98% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $100
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

CA $150
per adult
100% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
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.