Search Deals onEstero Vacation Packages
Estero Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel Naples
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
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
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
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
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 16 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
Price was $1,693, price is now $1,146 per person
$1,146
per person
Dec 29 - Jan 2
found 21 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
Price was $1,425, price is now $982 per person
$982
per person
Dec 29 - Jan 2
found 21 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
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.
Estero Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Estero Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

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

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

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

Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
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