Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Port Charlotte/Punta Gorda
Save 100% on your flight
per person
May 12 - May 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kidstar Park and Sun Flea Market are located nearby.
Comfort Inn & Suites
Save 100% on your flight
per person
May 12 - May 17
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this 3-star beach resort in Captiva. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
Shell Island Beach Club
Save 100% on your flight
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Lani Kai Beachfront Resort
Save 100% on your flight
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Fort Myers (RSW)
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square are located nearby.
Hyatt Place Fort Myers/at The Forum
The Forum
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Edison Mall and Calusa Nature Center and Planetarium are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
per person
May 1 - May 5
found 1 day ago
Roundtrip flight included
New York (LGA) to Fort Myers (RSW)
Stay at this 4.5-star 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.
Wiggins Pass Chalet
Save 100% on your flight
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this 4-star business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt 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
Inn on Fifth
699 5th Ave S, Naples, FL
Stay at this 4-star 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
Stay at this 3.5-star 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 condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
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 3-star hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Fifth ...
The Capri Inn
955 7th Ave South, Naples, FL
Stay at this 3.5-star hotel in Naples. Enjoy breakfast (surcharge), free bicycles on site, and a 24-hour front desk. Our guests praise the breakfast and the ...
Naples Park Central Hotel
Naples
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 ...
Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S, Naples, FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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, May 5 - Mon, May 5
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$72 Roundtrip, found 3 days ago
$72
Roundtrip
found 3 days ago
Sun, Apr 20 - Fri, Apr 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$100 Roundtrip, found 1 hour ago
$100
Roundtrip
found 1 hour ago
Fri, Apr 25 - Mon, Apr 28
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$108 Roundtrip, found 13 hours ago
$108
Roundtrip
found 13 hours ago
Sun, Apr 13 - Thu, Apr 17
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Naples Beach Vacations
- Fifth Avenue South Vacations
- Naples Pier Vacations
- Tin City Vacations
- Third Street South Vacations
- Naples Historical Society's Historic Palm Cottage Vacations
- Cambier Park Vacations
- Port - O - Call Marina Vacations
- Naples City Dock Vacations
- Norris Community Center Vacations
- Ole Marina Docks Vacations
- Von Liebig Art Center Vacations