Search Deals onOld Naples Vacation Packages
Old Naples Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Best Western Naples Inn & Suites
Moorings
Save 100% on your flight
Price was $865, price is now $629 per person
$629
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 pool in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are located nearby.
The Boat House
Olde Marco
Save 100% on your flight
Price was $1,891, price is now $1,279 per person
$1,279
per person
Apr 22 - Apr 29
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.
Bellasera Resort
Old Naples
Save 100% on your flight
Price was $2,467, price is now $1,672 per person
$1,672
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip 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 Beach are located nearby.
Hilton Marco Island Beach Resort and Spa
South End
Save 100% on your flight
Price was $2,780, price is now $1,960 per person
$1,960
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 our reviews. Popular attractions South Naples and Marco Island Beaches and Winterberry Beach are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $907, price is now $643 per person
$643
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and a marina. 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.
Holiday Inn Express Hotel Naples Downtown - 5th Avenue
East Naples
Save 100% on your flight
Price was $980, price is now $705 per person
$705
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $2,443, price is now $1,767 per person
$1,767
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,390, price is now $1,020 per person
$1,020
per person
Apr 22 - Apr 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this apartment in Naples. Enjoy a fitness center, parking (surcharge), and in-room washers/dryers. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South 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 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 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 Grande Beach Resort
475 Seagate Drive Naples FL
Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
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 ...
Marco Beach Ocean Suites
480 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise 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.
Sat, May 2 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$62 Roundtrip, found 4 hours ago
$62
Roundtrip
found 4 hours ago
Wed, Mar 18 - Wed, Mar 18
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Sat, Apr 18 - Sat, Apr 25
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Sat, Apr 4 - Thu, Apr 9
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
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