
Keewaydin Island Vacations from $378
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The Latest Keewaydin Island vacation packages
Price found within the past 48 hours. Click for updated prices.


LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
The mandatory 20% service charge feels excessive, especially since it’s added every single time you order something at the beach or pool. For the nightly rates they charge, it’s unreasonable not to include at least two bottles of water per night — and even more so when the bottles in the room come at an extra cost. The pillows are also in urgent need of replacement. The only standout was the beach staff, who provided truly exceptional service with the chairs and umbrellas.
Reviewed on Aug 10, 2025


Lani Kai Beachfront Resort
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,031 reviews)
Property was great, several dining options. The only suggestion I have is that you leave a broom and dustpan in rooms so guests can sweep up sand and not have to have housekeeping do it.
Reviewed on Aug 12, 2025

The Perry Hotel Naples
Save 100% on your flight
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
Classic 4 stars hotel. That is goof but something is missing. Here the pool for families was so cold nobody can swim in it. Even though we are in summer the heater wasn’t working and the are was great, the pool super clean a poolside bar etc, but you can’t enjoy the pool because literally was freezing. Good thing we spoke to the staff and they let us use the adults only pool. The other thing and really annoying was the AC in the room. Not working at night despite several attempts of the staff to fix it. So to us was good but could have been better
Reviewed on Aug 8, 2025
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See all available trips from Columbus to Keewaydin Island
View all tripsDiscover 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

Manatee Sightseeing and Wildlife Boat Tour
$70
per adult
90% of travellers recommend

Naples Florida: Downtown Electric Moped Tour
$60
per adult
100% of travellers recommend
Keewaydin Island Hotel Deals

Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
Fully refundable
$208 nightly
The price is $231 total per night from Sep 7 to Sep 8
$231 total
Sep 7 - Sep 8
Total includes taxes and fees
9/10 Wonderful! (1,677 reviews)
"Lots to do there beautiful great resort will definitely go again"
Reviewed on Aug 9, 2025

Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
$260 nightly
The price is $289 total per night from Aug 19 to Aug 20
$289 total
Aug 19 - Aug 20
Total includes taxes and fees
8.8/10 Excellent! (1,494 reviews)
"Perfect place to relax"
Reviewed on Aug 7, 2025

Hyatt House Naples/5th Avenue
1345 5th Avenue South, Naples, FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Sep 1 to Sep 2
$141 total
Sep 1 - Sep 2
Total includes taxes and fees
8.8/10 Excellent! (1,399 reviews)
Best Stay in Naples
"Excellent location great pool great fishing they also offer charters. Food and drinks were amazing. Apartment has one bedroom with 2 queen beds also a sofa bed and full kitchen. Hot breakfast was a 10/10 !!!"
Reviewed on Aug 11, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.