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The Perry Hotel Naples
4.5 out of 5
Save 100% on your flight
Price was $998, price is now $640 per person
$640
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
9.6/10 Exceptional! (943 reviews)
Hotel is new and everything was great!
Reviewed on Jul 20, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $2,277, price is now $1,226 per person
$1,226
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Fort Myers (RSW)
9/10 Wonderful! (1,026 reviews)
A Wave From it All
2 out of 5
Siesta Isle
Save 100% on your flight
Price was $2,249, price is now $1,446 per person
$1,446
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
No reviews
Stay near popular Cabbage Key attractions
Cabbage Key
8.6/10 (42 reviews)
Commune with nature and explore the great outdoors at Cabbage Key during your travels in Captiva. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.