Estero Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Estero Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,206, price is now $769 per person
$769
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this condo 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.
Windward Passage Resort
Save 100% on your flight
Price was $3,928, price is now $2,646 per person
$2,646
per person
May 1 - May 8
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $1,377, price is now $1,025 per person
$1,025
per person
May 1 - May 8
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
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 reviews. Popular attractions Key West Express and Ostego Bay Marine Science Center are located nearby.
Landing Apartments Fort Myers - River District
Fort Myers River District
Save 100% on your flight
Price was $1,093, price is now $824 per person
$824
per person
May 1 - May 8
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy a rooftop terrace, a fitness center, and parking (surcharge). Popular attractions Edison and Ford Winter Estates and Thomas Edison Congregational Church are located nearby.
Resort Harbour Properties
Punta Rassa
Save 100% on your flight
Price was $1,343, price is now $1,041 per person
$1,041
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
South Seas Resort
Save 100% on your flight
Price was $1,769, price is now $1,378 per person
$1,378
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.
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Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
4.42 km from city center
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
4.17 km from city center
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 Crescent Beach ...
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
3.7 km from city center
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 ...
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
4.57 km from city center
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
5.85 km from city center
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
Edison Beach House
830 Estero Blvd. Fort Myers Beach FL
4.89 km from city center
Book a stay at this beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and ...
Matanzas Inn Bayside Resort and Marina
414 Crescent Street Fort Myers Beach FL
4.64 km from city center
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
1.81 km from city center
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 Bonita ...
Pointe Estero Beach Resort
6640 Estero Blvd Fort Myers Beach FL
1.85 km from city center
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 Bonita Springs ...
Best Western Plus Beach Resort
684 Estero Boulevard Fort Myers Beach FL
5.16 km from city center
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 Lynn Hall Memorial ...
Casa Playa Beach Resort
510 Estero Blvd Fort Myers Beach FL
5.45 km from city center
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 Lynn Hall Memorial ...
Carribean Beach Club
7600 Estero Blvd Fort Myers Beach FL
3.07 km from city center
Stay at this condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach ...
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.
Tue, May 5 - Mon, May 11
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Mon, Apr 20 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$121 Roundtrip, just found
$121
Roundtrip
just found
Wed, Apr 15 - Tue, Apr 21
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Sat, May 2 - Sat, May 9
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Sat, May 2 - Sat, May 9
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago