Search Deals onEstero Vacation Packages
Estero Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Best Western Naples Inn & Suites
Save 100% on your flight
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Naples Zoo at Caribbean Gardens and Fifth Avenue South are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
per person
Aug 14 - Aug 20
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.
Bellasera Resort
Save 100% on your flight
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Inn on Fifth
Save 100% on your flight
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
The Perry Hotel Naples
Save 100% on your flight
per person
Sep 15 - Sep 19
found 1 day 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.
GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
per person
Sep 18 - Sep 22
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.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
Save 100% on your flight
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.
Lani Kai Beachfront Resort
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
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.
Mon, Sep 15 - Fri, Sep 26
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$68 Roundtrip, found 21 hours ago
$68
Roundtrip
found 21 hours ago
Thu, Sep 4 - Sun, Sep 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Mon, Sep 22 - Sun, Sep 28
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Wed, Oct 29 - Tue, Nov 4
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
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