
Keewaydin Island Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Keewaydin Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $622, price is now $328 per person
$328
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Barbara B Mann Hall and Bell Tower Shops are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $1,604, price is now $793 per person
$793
per person
Nov 19 - Nov 24
just found
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star 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
Save 100% on your flight
Price was $1,059, price is now $550 per person
$550
per person
Nov 13 - Nov 19
found 14 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Edison Beach House
Save 100% on your flight
Price was $933, price is now $582 per person
$582
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

Innovation Hotel
Save 100% on your flight
Price was $1,923, price is now $1,204 per person
$1,204
per person
Dec 30 - Jan 4
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $619, price is now $389 per person
$389
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.
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See all available trips from Columbus to Keewaydin Island
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Naples Grande Beach Resort
475 Seagate Drive, Naples, FL
15.81 km from city center
Stay at this 4.5-star luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...

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 ...

Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
17.55 km from city center
Stay at this 4-star 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
7.87 km from city center
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. ...

Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N, Naples, FL
15.06 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...

Hilton Naples
5111 Tamiami Trl N, Naples, FL
15.55 km from city center
Stay at this 4-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

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 ...

Inn on Fifth
699 5th Ave S, Naples, FL
7.99 km from city center
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

JW Marriott Marco Island Beach Resort
400 S Collier Blvd, Marco Island, FL
16.83 km from city center
Stay at this 4-star 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 ...

Trianon Bonita Bay
3401 Bay Commons Dr, Bonita Springs, FL
31.09 km from city center
Stay at this 3.5-star family-friendly hotel in Bonita Springs. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool ...

The Perry Hotel Naples
12155 Tamiami Trail N, Naples, FL
23.49 km from city center
Stay at this 4.5-star 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
8.1 km from city center
Stay at this 3.5-star business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the bar in our reviews. ...

The Ritz-Carlton, Naples
280 Vanderbilt Beach Rd, Naples, FL
20.48 km from city center
Stay at this 5-star luxury resort in Naples. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Popular attractions Vanderbilt Beach and Barefoot ...
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.

Thu, Nov 27 - Thu, Dec 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago

Mon, Nov 10 - Thu, Nov 13
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 19 hours ago
$118
Roundtrip
found 19 hours ago

Fri, Nov 7 - Fri, Nov 14
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago

Sat, Nov 8 - Fri, Nov 14
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago

Mon, Nov 10 - Mon, Nov 17
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago