Keewaydin Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Keewaydin Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Mariners Boathouse by Coolvacay
South Island
$756
per person
Nov 19 - Nov 23
found 19 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice place, our 2nd time here and we still love it
Reviewed on Sep 7, 2026
Tween Waters Island Resort & Spa
$1,036
per person
Dec 3 - Dec 7
found 10 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
$805
per person
Dec 3 - Dec 7
found 10 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.
Great place to stay and chill out for a few days. The lazy river and pools are amazing and the best I’ve experienced at any hotel.
Accommodation is spacious and well maintained.
Staff welcoming and friendly.
100% recommended.
Reviewed on Sep 9, 2026
Pointe Estero Beach Resort
South Island
$1,145
per person
Oct 16 - Oct 23
found 20 hours ago
Roundtrip non-stop flight included
Allentown (ABE) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free parking, a beach locale, and a garden. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Excellent place will be returning very soon
Reviewed on Sep 7, 2026
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
$794
per person
Dec 3 - Dec 7
found 10 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice clean and very helpful staff
Reviewed on Sep 11, 2026
Landing Furnished Apartments minutes from Downtown Fort Myers
Hancock
$807
per person
Dec 3 - Dec 7
found 10 hours ago
Roundtrip non-stop flight included
South Bend (SBN) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions Art of the Olympians Museum and Caloosa Sound Amphitheater are located nearby.
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See all available trips from Columbus to Keewaydin Island
View all tripsTop Hotel Deals
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and ...
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
JW Marriott Marco Island Beach Resort
400 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff and the property ...
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Marco Beach Ocean Suites
480 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Hilton Naples
5111 Tamiami Trl N Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Hampton Inn Naples Central
Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Trianon Bonita Bay
3401 Bay Commons Dr Bonita Springs FL
Book a stay at this family-friendly hotel in Bonita Springs. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...
Naples Beach Club, A Four Seasons Resort
851 Gulf Shore Blvd N Naples FL
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Fifth Avenue South and Naples Beach ...
AC Hotel by Marriott Naples 5th Avenue
455 12th Street South Naples FL
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our ...
Don't see what you're looking for?
See all available properties in Keewaydin Island
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Oct 4 - Thu, Oct 8
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$122
Roundtrip
found 1 day ago
Sun, Dec 6 - Thu, Dec 24
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199
Roundtrip
found 2 days ago
Wed, Jan 27 - Mon, Feb 1
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207
Roundtrip
found 1 day ago
Mon, Nov 9 - Tue, Nov 17
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$259
Roundtrip
found 4 days ago
Mon, Nov 9 - Tue, Nov 17
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$279
Roundtrip
found 4 days ago
Best points of interest in Naples
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