Search Deals onEstero Vacation Packages
Estero Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Doubletree by Hilton Fort Myers at Bell Tower Shops
Save 100% on your flight
Price was $573, price is now $364 per person
$364
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison and Ford Winter Estates and Bell Tower Shops are located nearby.
Only stayed 1 night
Reviewed on Jul 11, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $1,597, price is now $842 per person
$842
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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 Delnor-Wiggins Pass State Park are located nearby.
Todo muy bueno
Reviewed on Jul 12, 2026
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,182, price is now $760 per person
$760
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Bowman's Beach are located nearby.
Awesome
Reviewed on Jul 10, 2026
Inn on Fifth
Price was $1,281, price is now $835 per person
$835
per person
Aug 12 - Aug 17
found 19 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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 Beach are located nearby.
Wonderful experience.
Reviewed on Jul 11, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $875, price is now $581 per person
$581
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Great overall highly recommended
Reviewed on Jul 12, 2026
Quality Inn Fort Myers Cape Coral
Price was $565, price is now $377 per person
$377
per person
Aug 15 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Edison and Ford Winter Estates and Edison Mall are located nearby.
Hallway smelled shower head in roon was broken eggs during breakfast were burnt. AC in room was not cold.
Reviewed on Jul 11, 2026
The Perry Hotel Naples
Price was $678, price is now $455 per person
$455
per person
Aug 12 - Aug 17
found 19 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
CLEAN ROOM
Reviewed on Jul 10, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save 100% on your flight
Price was $872, price is now $595 per person
$595
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
The suites are great. We stayed at a 2 bedroom suite and it was very comfortable. Two elevators were not working and the pool was not appealing since it was very small, near the parking and only a couple of umbrellas in good condition. We planned to fish from shore but when we arrived, we were informed that we couldn't.
Reviewed on Jul 10, 2026
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, Aug 17 - Sun, Sep 6
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$105 Roundtrip, found 2 hours ago
$105
Roundtrip
found 2 hours ago
Tue, Sep 15 - Tue, Oct 6
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Tue, Sep 15 - Wed, Sep 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Wed, Sep 16 - Tue, Sep 29
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
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