Keewaydin Island Vacation Packages
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Top Keewaydin 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 4 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
Wiggins Pass Chalet
Price was CA $1,801, price is now CA $1,296 per person
CA $1,296
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! (296 reviews)
Facile d accès, accueil chaleureux, disponibilité de chaises parasol et serviettes de plage
Lieux propres, disponibilité des produits d hygiène et serviettes en libre service
Cuisinette et electros neuve neufs
Bémol proximité d un garage qui lave les véhicules à pression limitant le souhait d être sur le balcon
Reviewed on Nov 12, 2026
Keewaydin Island Hotel Deals
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Nov 22 to Nov 23
CA $152
CA $203 total
Nov 22 - Nov 23
includes taxes & fees
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
The price is CA $340 per night from Dec 13 to Dec 14
CA $340
CA $457 total
Dec 13 - Dec 14
includes taxes & fees
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Nov 22 to Nov 23
CA $288
CA $319 total
Nov 22 - Nov 23
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 Keewaydin Island
Gulf of Mexico Sunset Cruise from Naples
CA $89
per adult
88% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
CA $78
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
