Central Naples Vacation Packages for 2025

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Central Naples Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
per person
Jul 21 - Jul 25
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 4.5-star 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.

Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Edison Mall and Barbara B Mann Hall are located nearby.

GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Swamp Buggy Races are located nearby.

Bellasera Resort

Bellasera Resort

4 out of 5
Old Naples
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Pier are located nearby.

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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.

Frontier Airlines
Mon, Jul 28 - Thu, Jul 31
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$146 Roundtrip, found 5 days ago
$146
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Jul 28 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Jul 31, priced at $146 found 5 days ago
Spirit Airlines
Thu, Jun 26 - Fri, Jul 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Jul 4, priced at $150 found 2 days ago
United
Sun, Jun 22 - Sat, Jul 12
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select United flight, departing Sun, Jun 22 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Jul 12, priced at $157 found 2 days ago
Delta
Tue, Jul 8 - Tue, Jul 15
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jul 8 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Jul 15, priced at $159 found 6 days ago