Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $703, price is now $486 per person
$486
per person
May 31 - Jun 4
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Ostego Bay Marine Science Center are located nearby.
Shell Island Beach Club
East End
Price was $2,292, price is now $1,691 per person
$1,691
per person
May 9 - May 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Lighthouse Resort and Club
East End
Price was $2,508, price is now $1,863 per person
$1,863
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,266, price is now $1,318 per person
$1,318
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
The Perry Hotel Naples
Price was $1,537, price is now $987 per person
$987
per person
May 8 - May 15
found 1 day ago
Roundtrip 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 Barefoot Beach are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,315, price is now $844 per person
$844
per person
May 11 - May 17
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
Hilton Marco Island Beach Resort and Spa
South End
Save 100% on your flight
Price was $1,276, price is now $871 per person
$871
per person
May 18 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $809, price is now $554 per person
$554
per person
May 23 - May 30
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Barbara B Mann Hall and Bell Tower Shops 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
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. ...
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. ...
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 ...
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 ...
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 ...
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
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.
Sun, Apr 26 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Sun, May 10 - Wed, May 27
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, just found
$112
Roundtrip
just found
Tue, Apr 28 - Tue, May 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$181 Roundtrip, found 1 hour ago
$181
Roundtrip
found 1 hour ago
Tue, May 5 - Tue, May 12
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$192 Roundtrip, found 15 hours ago
$192
Roundtrip
found 15 hours ago
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