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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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $841, price is now $457 per person
$457
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,354, price is now $701 per person
$701
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 $1,600, price is now $1,055 per person
$1,055
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $845, price is now $561 per person
$561
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $2,449, price is now $1,642 per person
$1,642
per person
Dec 6 - Dec 13
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star beach apartment in Marco Island. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Tigertail Beach and Sand Dollar Island Beach and Landing are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Price was $1,693, price is now $1,146 per person
$1,146
per person
Dec 29 - Jan 2
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,425, price is now $982 per person
$982
per person
Dec 29 - Jan 2
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star 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 Times Square are located nearby.
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

3 out of 5
Save 100% on your flight
Price was $1,712, price is now $1,192 per person
$1,192
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Naples Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hilton Naples

Hilton Naples

4 out of 5
Central Naples
Save 100% on your flight
Price was $641, price is now $425 per person
$425
per person
Dec 13 - Dec 17
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 $1,354, price is now $701 per person
$701
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $841, price is now $457 per person
$457
per person
Dec 10 - Dec 14
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 $845, price is now $561 per person
$561
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

Naples Vacation Packages 5-7 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
Save 100% on your flight
Price was $754, price is now $375 per person
$375
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop 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 $1,131, price is now $575 per person
$575
per person
Jan 17 - Jan 22
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 $919, price is now $507 per person
$507
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,384, price is now $838 per person
$838
per person
Dec 2 - Dec 9
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.

Spirit Airlines
Tue, Nov 25 - Tue, Nov 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Nov 25 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Nov 25, priced at $112 found 2 days ago
Spirit Airlines
Wed, Jan 14 - Wed, Jan 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Jan 14 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Jan 21, priced at $112 found 4 days ago
Breeze Airways
Wed, Jan 21 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jan 21 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Jan 28, priced at $122 found 2 days ago
Delta
Tue, Nov 11 - Tue, Nov 18
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 11 from John F. Kennedy Intl. to Southwest Florida Intl., returning Tue, Nov 18, priced at $127 found 2 days ago