Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $767, price is now $494 per person
$494
per person
May 29 - Jun 2
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this condo 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.
Edison Beach House
Save 100% on your flight
Price was $851, price is now $562 per person
$562
per person
May 25 - May 29
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $831, price is now $553 per person
$553
per person
May 23 - May 27
found 1 day 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
Save 100% on your flight
Price was $1,343, price is now $896 per person
$896
per person
May 19 - May 24
found 19 hours 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 Estero Boulevard Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,903, price is now $1,283 per person
$1,283
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this 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.
Manasota Key Resort
Save 100% on your flight
Price was $1,212, price is now $842 per person
$842
per person
May 29 - Jun 2
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Boat House
Olde Marco
Save 100% on your flight
Price was $1,285, price is now $902 per person
$902
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Marco Island. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pelican Pier Marina and Cannon Beach are located nearby.
The Perry Hotel Naples
Price was $1,243, price is now $892 per person
$892
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop 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.
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
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. ...
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. ...
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
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 ...
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 ...
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 ...
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
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 4 - Wed, May 20
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Sun, May 3 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Tue, Apr 28 - Tue, May 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$181 Roundtrip, found 4 hours ago
$181
Roundtrip
found 4 hours ago
Sat, May 2 - Wed, May 13
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 14 hours ago
$197
Roundtrip
found 14 hours ago
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