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.
Naples Inn & Docks
East Naples
$1,264
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Stay at this inn in Naples. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Naples Beach and Fifth Avenue South are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
$5,031
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
The Perry Hotel Naples
$2,671
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Lani Kai Beachfront Resort
$1,976
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
There was a lot of confusion and we couldn’t sleep well . Very uncomfortable . We have been there in the past and had a pleasant time. But this
Reviewed on Oct 23, 2026
GreenLinks Golf Villas at Lely Resort
$2,249
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Naples. Enjoy free parking, a golf course, and 2 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.
Wiggins Pass Chalet
$1,435
per person
Dec 24 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt Beach are located nearby.
Been there before and the rates are good minutes from the beach
Reviewed on Oct 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Keewaydin Island
View all tripsTop Hotel Deals
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 ...
Fairways Inn of Naples
103 Palm River Blvd Naples FL
Stay at this hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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. ...
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 ...
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 Vanderbilt Beach and Barefoot Beach are ...
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 ...
La Quinta Inn & Suites by Wyndham Bonita Springs Naples N.
28600 Trails Edge Blvd Bonita Springs FL
Book a stay at this business-friendly hotel in Bonita Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 ...
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 24-hour fitness center. Our guests praise the helpful staff ...
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.
Mon, Dec 7 - Tue, Dec 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$128
Roundtrip
found 4 days ago
Fri, Jan 29 - Thu, Feb 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199
Roundtrip
found 2 days ago
Sat, Feb 6 - Sat, Feb 13
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$215
Roundtrip
found 3 days ago
Sun, Jan 17 - Sun, Jan 24
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$218
Roundtrip
found 4 days ago
Sat, Dec 5 - Wed, Dec 9
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$219
Roundtrip
found 2 days ago
Best points of interest in Naples
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations