Search Deals onKeewaydin Island Vacation Packages
Keewaydin Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral
Save 100% on your flight
Price was $599, price is now $344 per person
$344
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Edison Mall and Broadway Palm Dinner Theatre are located nearby.
The Perry Hotel Naples
Price was $1,958, price is now $1,260 per person
$1,260
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Landing Furnished Apartments minutes from Downtown Fort Myers
Price was $1,380, price is now $952 per person
$952
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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 Caloosa Sound Amphitheater and Florida Repertory Theater are located nearby.
Clean, quiet, perfect alternative to a hotel
Reviewed on Oct 7, 2026
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
Save 100% on your flight
Price was $6,300, price is now $4,401 per person
$4,401
per person
Jan 28 - Feb 1
found 3 hours ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and a beach locale. Popular attractions South Marco Beach and Marco Beach are located nearby.
Chadwick Cove Resort & Marina
Price was $4,040, price is now $2,838 per person
$2,838
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach condo in Englewood. Enjoy free WiFi, free parking, and 7 restaurants. Popular attractions Englewood Beach and Lemon Bay are located nearby.
View of harbor is excellent, centrally located to restaurants. The bar/restaurant next door was loud into the night.
Reviewed on Oct 13, 2026
Windward Passage Resort
Price was $1,481, price is now $1,047 per person
$1,047
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
Location is amazing, being right on the beach.
Having access to beach chairs to take down to the beach and return is a major plus.
Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!!
I would definitely recommend!
Reviewed on Oct 31, 2026
Landing Apartments Fort Myers near Eastwood Village
Save 100% on your flight
Price was $1,285, price is now $911 per person
$911
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
And easy check-in. Brittany made the process seamless.
Reviewed on Nov 9, 2026
Holiday Inn Express Hotel & Suites Fort Myers East - The Forum by IHG
Price was $1,153, price is now $817 per person
$817
per person
Jan 23 - Jan 30
found 1 hour ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium are located nearby.
Keewaydin Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Keewaydin Island Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Dec 11 - Fri, Jan 8
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$83 Roundtrip, just found
$83
Roundtrip
just found
Mon, Jan 11 - Fri, Jan 22
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$85 Roundtrip, found 20 hours ago
$85
Roundtrip
found 20 hours ago
Tue, Jan 26 - Fri, Feb 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$99 Roundtrip, found 3 hours ago
$99
Roundtrip
found 3 hours ago
Mon, Jan 11 - Fri, Jan 22
TTN
Mercer
RSW
Southwest Florida Intl.
$142 Roundtrip, found 20 hours ago
$142
Roundtrip
found 20 hours ago
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