Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wiggins Pass Chalet
Save 100% on your flight
Price was $717, price is now $488 per person
$488
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $984, price is now $587 per person
$587
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Bellasera Resort
Old Naples
Save 100% on your flight
Price was $1,766, price is now $1,174 per person
$1,174
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
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 reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
Inn on Fifth
Old Naples
Save 100% on your flight
Price was $2,003, price is now $1,344 per person
$1,344
per person
Nov 8 - Nov 15
found 21 hours ago
Roundtrip non-stop flight included
Atlantic City (ACY) 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.
GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
Price was $1,029, price is now $697 per person
$697
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop 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.
THE Palmview AND Sandpiper Inns
Save 100% on your flight
Price was $810, price is now $555 per person
$555
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Home2 Suites Naples I-75 Pine Ridge Road, FL
Save 100% on your flight
Price was $875, price is now $621 per person
$621
per person
Nov 8 - Nov 15
found 21 hours ago
Roundtrip non-stop flight included
Atlantic City (ACY) to Fort Myers (RSW)
Stay at this 3-star business-friendly 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 Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
Hilton Naples
Central Naples
Save 100% on your flight
Price was $1,096, price is now $793 per person
$793
per person
Nov 8 - Nov 15
found 21 hours ago
Roundtrip non-stop flight included
Atlantic City (ACY) to Fort Myers (RSW)
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naples Zoo at Caribbean Gardens 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
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. ...
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. ...
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 21 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Mon, Nov 3 - Fri, Nov 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Sun, Nov 9 - Thu, Nov 13
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
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