Search Deals onSouth Naples Vacation Packages
South Naples Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save 100% on your flight
Price was $767, price is now $494 per person
$494
per person
May 29 - Jun 2
found 13 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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $1,911, price is now $1,043 per person
$1,043
per person
May 27 - May 31
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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,549, price is now $951 per person
$951
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,153, price is now $732 per person
$732
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,018, price is now $674 per person
$674
per person
May 27 - May 31
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.
Marriott Sanibel Harbour Resort & Spa
Save 100% on your flight
Price was $1,409, price is now $937 per person
$937
per person
Jun 13 - Jun 20
found 1 day 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.
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.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,296, price is now $867 per person
$867
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
South Naples Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South Naples Vacation Packages 5-7 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, 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.
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Sat, May 2 - Wed, May 13
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 9 hours ago
$197
Roundtrip
found 9 hours ago
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