Keewaydin Island Vacation Packages
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Top Keewaydin Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Price was CA $1,289, price is now CA $863 per person
CA $863
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (912 reviews)
Great adults only roof top pool
Quiet peaceful with a bar and food right next to it
Only problem was they had to service staff
Reviewed on Jul 7, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $2,555, price is now CA $1,563 per person
CA $1,563
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Our son is in a wheelchair. Staff and facility were very accommodating to people with disabilities. All of resort was assessable to us. The rooms were great, pools and beaches were outstanding.
Reviewed on Jul 6, 2026
Inn on Fifth
Old Naples
Price was CA $2,261, price is now CA $1,485 per person
CA $1,485
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
Great location! Overall, room was clean and there was no carpet (which is a plus for us). Pool is small but very enjoyable!
Reviewed on Jul 6, 2026
GullWing Beach Resort
South Island
Price was CA $1,728, price is now CA $1,258 per person
CA $1,258
per person
Aug 16 - Aug 22
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (955 reviews)
We have stayed here before. We love how big the rooms are. The pool is always clean. Their is always someone cleaning around the property
Reviewed on Jun 27, 2026
Keewaydin Island Hotel Deals
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Aug 3 to Aug 4
CA $291
CA $402 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,885 reviews)
"Beautiful property, pristine beaches + great staff!"
Reviewed on Jul 7, 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
The price is CA $197 per night from Aug 4 to Aug 5
CA $197
CA $219 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,864 reviews)
"Staff didn’t allow my wife to check-in"
Reviewed on Jul 7, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
The price is CA $283 per night from Jul 9 to Jul 10
CA $283
CA $314 total
Jul 9 - Jul 10
includes taxes & fees
9.4/10 Exceptional! (1,018 reviews)
"Todo perfecto e impecable"
Reviewed on Jul 7, 2026
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 $94
per adult
88% of travellers recommend
Frequently asked questions
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- Golfview Golf and Racquet Club
- Visit Naples
- Naples Zoo at Caribbean Gardens
- Visit Old Naples
- Everglades City Vacations
- Key West Express
- Naples Vacations
- Little Hickory Island Beach Park
- Estero Vacations
- Naples Beach
- Visit Royal Harbor
- Tiburon Golf Club
- Barefoot Beach
- Delnor-Wiggins Pass State Park
- San Carlos Golf Club
- Naples Botanical Garden
- Vanderbilt Beach
- Fifth Avenue South
- Marco Town Center Mall
- Bowditch Point Park
- Fort Myers Vacations
- Sanibel Vacations
- Marco Island Vacations
- Coconut Point Mall
- Naples Marina and Excursions
- Bunche Beach
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- Bonita Springs Vacations
- J. N. Ding Darling National Wildlife Refuge
- Naples Pier
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
