Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
Price was $657, price is now $472 per person
$472
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,388, price is now $900 per person
$900
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $1,452, price is now $956 per person
$956
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
South Seas Resort
Save 100% on your flight
Price was $1,213, price is now $825 per person
$825
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star beach resort in Captiva. Enjoy 3 outdoor pools, 6 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.
Hilton Garden Inn Ft Myers
Villas
Price was $716, price is now $492 per person
$492
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star 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.
Matanzas Inn Bayside Resort and Marina
Price was $1,016, price is now $704 per person
$704
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star 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 Times Square are located nearby.
Hyatt Place Fort Myers/at The Forum
The Forum
Price was $743, price is now $536 per person
$536
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Calusa Nature Center and Planetarium and Topgolf are located nearby.
Staybridge Suites Naples – Marco Island by IHG
Price was $809, price is now $584 per person
$584
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park 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
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 ...
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 ...
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 ...
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 ...
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 4 restaurants. Our guests praise the pool 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.
Wed, Jan 14 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Wed, Jan 14 - Fri, Jan 23
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Sun, Dec 7 - Mon, Dec 8
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 8 hours ago
$127
Roundtrip
found 8 hours ago
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