Search Deals onKeewaydin Island Vacation Packages
Keewaydin Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
Save 100% on your flight
Price was $944, price is now $594 per person
$594
per person
Nov 19 - Nov 22
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.
Justo lo que se necesita para relajarse un fin de semana
Reviewed on Oct 17, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $7,354, price is now $4,878 per person
$4,878
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Everything was great. Loved the overall experience
Reviewed on Oct 16, 2026
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Save 100% on your flight
Price was $1,030, price is now $695 per person
$695
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Landing Apartments Fort Myers near Eastwood Village
Save 100% on your flight
Price was $1,135, price is now $789 per person
$789
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Price was $887, price is now $621 per person
$621
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Lots of good options onsite, but limited menus for those with allergies. Everything else about this resort was amazing!
Reviewed on Oct 18, 2026
Southseas
Save 100% on your flight
Price was $4,175, price is now $2,941 per person
$2,941
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this beach apartment in Marco Island. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Marco Beach and Tigertail Beach are located nearby.
Landing Apartments Fort Myers near Olympia Pointe
Save 100% on your flight
Price was $1,002, price is now $715 per person
$715
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Topgolf are located nearby.
Manasota Key Resort
Save 100% on your flight
Price was $1,375, price is now $990 per person
$990
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Manasota Beach and Englewood Beach 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.
Sun, Dec 13 - Thu, Jan 7
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$104 Roundtrip, found 2 hours ago
$104
Roundtrip
found 2 hours ago
Tue, Dec 8 - Tue, Dec 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$183 Roundtrip, found 2 hours ago
$183
Roundtrip
found 2 hours ago
Sun, Jan 10 - Thu, Jan 28
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$184 Roundtrip, found 4 days ago
$184
Roundtrip
found 4 days ago
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