Old Naples Vacations from $312
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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.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $760, price is now $467 per person
$467
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Room was ok with carpet needs cleaning. Staff was excellent
Reviewed on Feb 27, 2026
Landing Apartments Fort Myers near Olympia Pointe
Save 100% on your flight
Price was $912, price is now $579 per person
$579
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
10/10 Exceptional! (2 reviews)
This property is beautiful! We were thoroughly impressed with how nice our room was and how amazing the facilities were. The pool is incredible and made our stay that much better! We would definitely come back again and recommend to others.
Reviewed on Oct 7, 2025
Landing Apartments near North Fort Myers
Hancock
Save 100% on your flight
Price was $858, price is now $550 per person
$550
per person
Apr 7 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (44 reviews)
excellent staff assistance, attractive, setting easy to get around the community. Unfortunately it was the coldest spell. We didn’t get into the pool, but glad it was there. Glad to know it was heated unfortunately shower curtain liner was not clean and there were some stains in the tub I think it was the finish on the tub some of the air vents needed dusting all in all good experience would stay again. In fact we had asked for two more weeks, but there was a glitch with the Vrbo computer that did not transfer our request.
Reviewed on Feb 14, 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
East Naples
4/5(171 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.
Old Naples Hotel Deals
Inn on Fifth
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
$794 nightly
The price is $881 total per night from Mar 29 to Mar 30
$881 total
Mar 29 - Mar 30
Total with taxes and 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
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
$389 nightly
The price is $432 total per night from Feb 28 to Mar 1
$432 total
Feb 28 - Mar 1
Total with taxes and fees
9/10 Wonderful! (1,661 reviews)
everyone was very nice and the rooms were clean, great location
Reviewed on Feb 26, 2026
Bellasera Resort
221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
$565 nightly
The price is $628 total per night from Mar 19 to Mar 20
$628 total
Mar 19 - Mar 20
Total with taxes and fees
9.6/10 Exceptional! (2,244 reviews)
Large rooms, Very clean. Helpful attentive staff. Spacious grounds.
Reviewed on Feb 22, 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.
Discover the most popular places to visit in Old Naples
Fifth Avenue South
4.5/5(45 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
4.5/5(1,161 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
4/5(575 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.
Things to do
Gulf of Mexico Sunset Cruise from Naples
$72
per adult
88% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
$110
per adult
100% of travellers recommend
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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.