Estero Island Vacation Packages for 2026
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Estero Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral
$434
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 The Ranch Concert Hall & Saloon and Edison Mall are located nearby.
Tween Waters Island Resort & Spa
$1,158
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Bowman's Beach and Captiva Beach are located nearby.
Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back.
Reviewed on Aug 13, 2026
South Seas
$1,062
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions Bowman's Beach and Jungle Drums are located nearby.
We had a wonderful stay at South Seas Resort!
Everything was perfect from beginning to end.
The staff was very friendly, helpful, and attentive, and the entire resort was extremely clean, well maintained and organize.
The location is beautiful, and the water park for the kids was absolutely excellent, they all had a great time! Everything was very family-friendly and made our stay relaxing and enjoyable.
I would definitely recommend Southseas Resort to families and anyone looking for a clean, comfortable and fun place to stay .
Reviewed on Aug 13, 2026
Casa Ybel Resort
Mid Island
$1,065
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.
Lehigh Resort Club
Joel
$668
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Lehigh Acres. Enjoy free WiFi, free parking, and a golf course. Popular attractions Veterans Park and Cypress Pines Country Club are located nearby.
Landing Fort Myers - Eastwood Village
Eastwood Village
$806
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Book a stay at this luxury aparthotel in Fort Myers. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Edison and Ford Winter Estates and Calusa Nature Center and Planetarium are located nearby.
Nice place
Reviewed on Mar 25, 2026
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Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Pointe Estero Beach Resort
6640 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Key West Express and Estero Boulevard ...
The Bay Inn at Lani Kai
1401 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and 6 bars/lounges. Popular attractions Key West Express and Estero Boulevard ...
Edison Beach House
830 Estero Blvd. Fort Myers Beach FL
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Best Western Plus Beach Resort
684 Estero Boulevard Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Key West Express and Estero Boulevard ...
Matanzas Inn Bayside Resort and Marina
414 Crescent Street Fort Myers Beach FL
Stay at this 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 ...
GullWing Beach Resort
6620 Estero Blvd Fort Myers Beach FL
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero ...
Harbour House At The Inn
450 Old San Carlos Blvd Fort Myers Beach FL
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions ...
Flamingo Inn
6090 Estero Blvd Fort Myers Beach FL
Stay at this apartment in Fort Myers Beach. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the property condition in our reviews. Popular ...
Casa Playa Beach Resort
510 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
Mariners Boathouse by Coolvacay
7630 Estero Blvd Fort Myers Beach FL
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Oct 26 - Mon, Nov 2
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98
Roundtrip
found 2 days ago
Sat, Sep 19 - Tue, Sep 22
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189
Roundtrip
found 18 hours ago
Thu, Sep 10 - Sat, Sep 12
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$195
Roundtrip
found 5 hours ago
Thu, Sep 10 - Sat, Sep 12
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$195
Roundtrip
found 5 hours ago
Thu, Feb 4 - Thu, Feb 11
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207
Roundtrip
found 1 day ago
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