Search Deals onSouth Naples Vacation Packages
South Naples Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,018, price is now $628 per person
$628
per person
Aug 29 - Sep 5
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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $1,952, price is now $1,113 per person
$1,113
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip 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.
Inn on Fifth
Save 100% on your flight
Price was $1,504, price is now $925 per person
$925
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
GullWing Beach Resort
Save 100% on your flight
Price was $1,230, price is now $866 per person
$866
per person
Aug 29 - Sep 5
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Casa Ybel Resort
Save 100% on your flight
Price was $923, price is now $651 per person
$651
per person
Sep 20 - Sep 24
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.
Edison Beach House
Save 100% on your flight
Price was $1,193, price is now $842 per person
$842
per person
Aug 29 - Sep 5
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. 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.
Marriott Sanibel Harbour Resort & Spa
Save 100% on your flight
Price was $946, price is now $670 per person
$670
per person
Aug 29 - Sep 5
found 18 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 Sanibel Island Southern Beach are located nearby.
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,099, price is now $787 per person
$787
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
South Naples Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Aug 17 - Sun, Sep 6
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$105 Roundtrip, found 11 hours ago
$105
Roundtrip
found 11 hours ago
Tue, Sep 1 - Sat, Sep 12
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$177 Roundtrip, found 11 hours ago
$177
Roundtrip
found 11 hours ago
Tue, Sep 15 - Tue, Oct 6
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Sun, Aug 30 - Sun, Sep 13
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
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