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.
Landing Apartments Fort Myers near Olympia Pointe
Save 100% on your flight
Price was $944, price is now $677 per person
$677
per person
Sep 13 - Sep 20
found 22 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
Great pool,comfortable room.
Reviewed on Mar 27, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $2,159, price is now $1,272 per person
$1,272
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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 Delnor-Wiggins Pass State Park are located nearby.
Casa Ybel Resort
Mid Island
Save 100% on your flight
Price was $1,540, price is now $1,086 per person
$1,086
per person
Sep 13 - Sep 20
found 22 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.
Ŵe were very pleased. Restaurant was very good. We didnt use the pool or beach but both looked well maintained. Didnt realized there were stairs. Should be cautioned. Grounds man helped with luggage going up but busy checkout when we left . $40 per day charge for beach umbrellas and chairs. Overall, a great four days
Reviewed on Jul 27, 2026
GullWing Beach Resort
South Island
Save 100% on your flight
Price was $1,237, price is now $880 per person
$880
per person
Sep 13 - Sep 20
found 22 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach aparthotel 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.
Excelente servicio, calidad, comodidad, precio y ubicación
Reviewed on Jul 26, 2026
Landing Fort Myers - Eastwood Village
Eastwood Village
Save 100% on your flight
Price was $967, price is now $689 per person
$689
per person
Sep 13 - Sep 20
found 22 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this luxury aparthotel in Fort Myers. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Popular attractions Edison and Ford Winter Estates and Calusa Nature Center and Planetarium are located nearby.
Nice place
Reviewed on Mar 25, 2026
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,113, price is now $808 per person
$808
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Close by beach and 5th avenue
Reviewed on Jul 10, 2026
Don't see what you're looking for?
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
17.55 km from city center
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 ...
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
7.88 km from city center
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
15.52 km from city center
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
23.49 km from city center
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass ...
JW Marriott Marco Island Beach Resort
400 S Collier Blvd Marco Island FL
16.83 km from city center
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 ...
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
15.06 km from city center
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 ...
Naples Bay Resort & Marina
1500 Fifth Ave S Naples FL
7.66 km from city center
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 ...
Bayfront Inn Fifth Avenue
1221 5th Ave S Naples FL
8.1 km from city center
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 ...
Hilton Naples
5111 Tamiami Trl N Naples FL
15.52 km from city center
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 ...
The Ritz-Carlton, Naples
280 Vanderbilt Beach Rd Naples FL
20.48 km from city center
Book a stay at this luxury resort in Naples. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins ...
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
7.62 km from city center
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 ...
Naples Beach Club, A Four Seasons Resort
851 Gulf Shore Blvd N Naples FL
9.93 km from city center
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 ...
Marco Beach Ocean Suites
480 S Collier Blvd Marco Island FL
17.15 km from city center
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 ...
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.
Fri, Oct 30 - Mon, Nov 2
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Wed, Nov 11 - Sat, Nov 14
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$187 Roundtrip, found 4 days ago
$187
Roundtrip
found 4 days ago
Tue, Sep 22 - Sat, Sep 26
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Tue, Sep 22 - Sat, Sep 26
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Tue, Dec 8 - Wed, Dec 16
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago