Estero Island Vacation Packages
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Top Estero Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Fort Myers near Eastwood Village
Price was CA $1,577, price is now CA $1,109 per person
CA $1,109
per person
Jan 4 - Jan 11
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
I've stayed at the property twice, and both experiences were good. The apartments are newer and are clean and well maintained. The pool and fitness center are nice amenities. Communication with the host was excellent.
Reviewed on Nov 12, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $5,829, price is now CA $3,780 per person
CA $3,780
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
The property is beautiful!!!!! Staff always attentive and polite but never intrusive
Food is good but drinks are weak and expensive…just get beer to get your $ worth
Reviewed on Nov 13, 2026
The Perry Hotel Naples
Price was CA $3,811, price is now CA $2,534 per person
CA $2,534
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (1,224 reviews)
If you are looking for a fantastic resort that’s nearby everything SWFL has to offer. This is the resort for you! I wasn’t sure what to expect booking but it was great. From the staff, to the room, the food and private boat to the beach. Every detail was noted and appreciated. I cannot wait to return! Thank you for making a tough trip into a wonderful one!
Reviewed on Nov 13, 2026
Estero Island Hotel Deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Nov 16 to Nov 17
CA $253
CA $353 total
Nov 16 - Nov 17
includes taxes & fees
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Dec 3 to Dec 4
CA $223
CA $280 total
Dec 3 - Dec 4
includes taxes & fees
The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Nov 16 to Nov 17
CA $115
CA $157 total
Nov 16 - Nov 17
includes taxes & fees
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.
What to do in Estero Island
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
CA $87
per adult
Sunset Cruise Fort Myers Beach
CA $68
per adult
100% of travellers recommend
Dolphin and Manatee Adventure Tour of Fort Myers
CA $108
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
