Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Mariners Boathouse by Coolvacay
South Island
Price was $1,285, price is now $878 per person
$878
per person
Jan 6 - Jan 11
found 5 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
Manasota Key Resort
Save 100% on your flight
Price was $2,486, price is now $1,676 per person
$1,676
per person
Dec 22 - Dec 29
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Stump Pass Beach State Park are located nearby.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,752, price is now $1,185 per person
$1,185
per person
Dec 22 - Dec 29
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Windward Passage Resort
Price was $1,565, price is now $1,071 per person
$1,071
per person
Jan 6 - Jan 11
found 12 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
The Suites at Fishermen’s Village
Punta Gorda Isles
Save 100% on your flight
Price was $1,817, price is now $1,245 per person
$1,245
per person
Dec 22 - Dec 29
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this aparthotel 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.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,388, price is now $962 per person
$962
per person
Dec 22 - Dec 29
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was $1,289, price is now $936 per person
$936
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Landing Apartments Fort Myers near Eastwood Village
Price was $1,509, price is now $1,104 per person
$1,104
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium 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. ...
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 Naples Beach ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 Naples Beach and Fifth Avenue South ...
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 Naples ...
The Escalante
290 5th Ave S Naples FL
Book a stay at this beach hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Naples Beach and Fifth Avenue South are located ...
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.
Mon, Jan 11 - Fri, Jan 22
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, found 5 hours ago
$80
Roundtrip
found 5 hours ago
Tue, Jan 26 - Fri, Feb 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$88 Roundtrip, found 18 hours ago
$88
Roundtrip
found 18 hours ago
Thu, Jan 7 - Fri, Jan 8
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$141 Roundtrip, found 4 hours ago
$141
Roundtrip
found 4 hours ago
Mon, Jan 11 - Fri, Jan 22
TTN
Mercer
RSW
Southwest Florida Intl.
$142 Roundtrip, found 5 hours ago
$142
Roundtrip
found 5 hours ago
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