South End Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Lisa Warmouth Strusowski
South End Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites
Save 100% on your flight
Price was $952, price is now $610 per person
$610
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Eau Claire (EAU) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,609, price is now $898 per person
$898
per person
Mar 2 - Mar 6
found 4 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Innovation Hotel
Save 100% on your flight
Price was $2,124, price is now $1,236 per person
$1,236
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Eau Claire (EAU) 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 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 $1,373, price is now $819 per person
$819
per person
Mar 2 - Mar 6
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this golf aparthotel 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.
Home2 Suites Naples I-75 Pine Ridge Road, FL
Save 100% on your flight
Price was $1,472, price is now $991 per person
$991
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Eau Claire (EAU) 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 helpful staff in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $4,256, price is now $2,972 per person
$2,972
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Eau Claire (EAU) 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Jan 10 - Sat, Jan 17
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Sun, Jan 11 - Tue, Jan 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$70 Roundtrip, found 3 days ago
$70
Roundtrip
found 3 days ago
Sun, Feb 1 - Thu, Feb 5
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$137 Roundtrip, found 11 hours ago
$137
Roundtrip
found 11 hours ago
Tue, Feb 10 - Wed, Feb 11
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Sun, Mar 22 - Sat, Mar 28
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago