Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral
Price was $651, price is now $467 per person
$467
per person
Dec 1 - Dec 8
found 24 hours ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions The Ranch Concert Hall & Saloon and Edison Mall are located nearby.
Bellasera Resort
Old Naples
Save 100% on your flight
Price was $1,368, price is now $867 per person
$867
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $3,787,806, price is now $2,414,251 per person
$2,414,251
per person
Dec 1 - Dec 8
found 24 hours ago
Roundtrip flight included
Hartford (BDL) 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 Captiva Beach and Captiva Chapel By the Sea are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,690, price is now $1,084 per person
$1,084
per person
Dec 10 - Dec 14
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.
Manasota Key Resort
Save 100% on your flight
Price was $2,424, price is now $1,648 per person
$1,648
per person
Dec 1 - Dec 8
found 1 day 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 Manasota Beach and Englewood Beach are located nearby.
Lighthouse Resort and Club
East End
Save 100% on your flight
Price was $1,742, price is now $1,202 per person
$1,202
per person
Dec 1 - Dec 8
found 24 hours ago
Roundtrip flight included
Hartford (BDL) 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.
Windward Passage Resort
Price was $1,112, price is now $788 per person
$788
per person
Nov 28 - Dec 2
found 23 hours ago
Roundtrip flight included
Hartford (BDL) 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.
Wiggins Pass Chalet
Save 100% on your flight
Price was $1,070, price is now $770 per person
$770
per person
Dec 4 - Dec 10
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this 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
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
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 ...
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 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 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.
Sun, Dec 13 - Thu, Jan 7
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$104 Roundtrip, found 7 hours ago
$104
Roundtrip
found 7 hours ago
Tue, Dec 8 - Tue, Dec 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Sun, Dec 6 - Sun, Dec 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Sun, Jan 10 - Thu, Jan 28
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$184 Roundtrip, found 2 days ago
$184
Roundtrip
found 2 days ago
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