Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Stay Inn & Suites
Winkler
Price was $616, price is now $450 per person
$450
per person
Oct 1 - Oct 6
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers. Enjoy free WiFi, free parking, and room service. Popular attractions The Ranch Concert Hall & Saloon and Edison Mall are located nearby.
Landing Furnished Apartments - Naples, FL
Price was $1,441, price is now $1,075 per person
$1,075
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Lighthouse Resort and Club
East End
Price was $1,434, price is now $1,119 per person
$1,119
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, a beach locale, and free bicycles on site. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Serene Stays Naples
Rural Estates
Price was $956, price is now $752 per person
$752
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Fort Myers (RSW)
Stay at this guesthouse in Naples. Enjoy free WiFi, free parking, and a garden. Popular attractions Paradise Coast Sports Compex and Arrowhead Golf Course are located nearby.
Landing Apartments near Edison Park Historic District
Fort Myers River District
Price was $941, price is now $744 per person
$744
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf apartment in Fort Myers. Enjoy free parking, a rooftop terrace, and a fitness center. Popular attractions Edison and Ford Winter Estates and Thomas Edison Congregational Church are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,699, price is now $1,083 per person
$1,083
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.
Tween Waters Island Resort & Spa
Price was $1,557, price is now $1,153 per person
$1,153
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Casa Ybel Resort
Mid Island
Price was $1,522, price is now $1,131 per person
$1,131
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Bowman's Beach are located nearby.
3-4 Night Vacations in Old Naples
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Old Naples
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Old Naples
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Inn on Fifth
699 5th Ave S Naples FL
Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Bellasera Resort
221 9th St S Naples FL
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar ...
Save an average of 15% on thousands of hotels when you're signed in
Cove Inn on Naples Bay
900 Broad Avenue South Naples FL
Stay at this hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue ...
The Capri Inn
955 7th Ave South Naples FL
Stay at this hotel in Naples. Enjoy breakfast (surcharge), free bicycles on site, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...
Olde Naples Hotel
200 Broad Ave, S Naples FL
Book a stay at this spa hotel in Naples. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Fifth Avenue South and Naples Beach ...
Naples Park Central Hotel
Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean ...
Hilton Vacation Club Charter Club Naples Bay
1000 10th Ave S Naples FL
Stay at this resort in Naples. Enjoy free WiFi, a marina, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Fifth ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Sep 25 - Fri, Oct 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Mon, Nov 23 - Thu, Dec 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Sat, Oct 24 - Sat, Nov 7
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, just found
$179
Roundtrip
just found
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