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Naples Vacation Packages

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Naples Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Edison Beach House

Edison Beach House

3.5 out of 5
Price was $908, price is now $626 per person
$626
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $2,327, price is now $1,315 per person
$1,315
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star 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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $3,571, price is now $2,099 per person
$2,099
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $881 per person
$881
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Inn on Fifth

Inn on Fifth

4 out of 5
Save 100% on your flight
Price was $1,242, price is now $793 per person
$793
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this 4-star 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 Pier are located nearby.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
Price was $1,639, price is now $1,079 per person
$1,079
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
Price was $1,463, price is now $988 per person
$988
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt Beach are located nearby.
Sanibel Inn

Sanibel Inn

3 out of 5
Save 100% on your flight
Price was $1,562, price is now $1,089 per person
$1,089
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star beach hotel in Sanibel. Enjoy a private beach, a 24-hour front desk, and daily housekeeping. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.

Naples Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was $675, price is now $411 per person
$411
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,122, price is now $649 per person
$649
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $1,266, price is now $755 per person
$755
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,347, price is now $808 per person
$808
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Naples Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
Price was $788, price is now $442 per person
$442
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,373, price is now $702 per person
$702
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $2,327, price is now $1,315 per person
$1,315
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
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
Price was $4,088, price is now $2,386 per person
$2,386
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Wed, Jan 14 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Jan 14 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Jan 28, priced at $102 found 6 hours ago
Spirit Airlines
Fri, Dec 5 - Fri, Dec 19
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Dec 5 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Dec 19, priced at $112 found 2 days ago
Frontier Airlines
Sun, Dec 7 - Mon, Dec 8
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$125 Roundtrip, found 6 days ago
$125
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Dec 7 from Hopkins Intl. to Southwest Florida Intl., returning Mon, Dec 8, priced at $125 found 6 days ago
JetBlue Airways
Tue, Nov 11 - Tue, Nov 18
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 16 hours ago
$127
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Nov 11 from John F. Kennedy Intl. to Southwest Florida Intl., returning Tue, Nov 18, priced at $127 found 16 hours ago