
Keewaydin Island Vacation Packages
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Top Keewaydin Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Tween Waters Island Resort & Spa
per person
Sep 14 - Sep 20
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Nice property, but rooms are dated, 3 star rating but paying 4-5 star prices. AC broke, we were offered another room but no help or golf cart to help move us at 10 PM to a different building.
Reviewed on Jul. 29, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Very good!
A nice experience for a quick getaway
Relaxing and beautiful beach with no over crowding.
Reviewed on Jul. 30, 2025

Inn on Fifth
Old Naples
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Excellent hotel in the heart of Naples, plenty of dining options, very friendly staff and service with the exception of one of the valet staff, who was very rude and inconsiderate, the other valet staff were amazing, maybe he had a bad day, but other than this small detail, I will definitely return.
Reviewed on Jul. 31, 2025

Latitude 26 Waterfront Resort & Marina
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (854 reviews)
The property was very well.We stayed in the cabin but when we got to the cabin the door was wide open and it was ninety degrees inside the cabin and we couldn't even go to sleep. The door was very hard to close and thank God. I'm my window and door guy and I was able to solve that problem.
But we had to go out and find air conditioning until the room got. Download comfortable degrees so we can go to sleep
Reviewed on Jul. 21, 2025
Keewaydin Island Hotel Deals

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Fully refundable
The price is CA $226 per night from Sep 1 to Sep 2
CA $226
CA $312 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,625 reviews)
"Beautiful hotel with amazing staff!"
Reviewed on Jul. 29, 2025

Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 1 to Sep 2
CA $176
CA $195 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,347 reviews)
"Nice location, good layout. On the water with easy self-parking options. Rooms were clean and well laid out. Restaurant food was good but not elegant. Service was top notch."
Reviewed on Jul. 28, 2025

La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S, Naples, FL
Fully refundableReserve now, pay when you stay
The price is CA $104 per night from Aug 11 to Aug 12
CA $104
CA $116 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (1,544 reviews)
"Nice stay with plenty of room."
Reviewed on Jul. 28, 2025
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.
Discover the most popular places to visit in Keewaydin Island

Naples Beach
Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Fifth Avenue South
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Naples Pier
Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.
What to do in Keewaydin Island

Sunset Tour in Naples Bay on a New Godfrey- All included
CA $137
per adult

Everglades: Mangrove Maze Airboat Tour and Boardwalk
CA $129
per adult
100% of travellers recommend
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