Search Deals onDismal Key Vacation Packages
Dismal Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites
Save 100% on your flight
per person
May 12 - May 17
found 19 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
Private Pool + Sunroom Beach Escape at Manatee
Save 100% on your flight
per person
Apr 30 - May 7
found 8 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star cottage in Naples. Enjoy free parking, patios, and air conditioning. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Key West Express and Times Square are located nearby.
Villa Marco Island
Save 100% on your flight
per person
Apr 30 - May 7
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3.5-star beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center and Marco Island Historical Museum are located nearby.
Sleep Inn & Suites Port Charlotte - Punta Gorda
per person
May 15 - May 22
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
Bellasera Resort
per person
May 22 - May 26
found 1 day ago
Roundtrip non-stop flight included
Green Bay (GRB) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
Sanibel Island Beach Resort
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Country Inn & Suites by Radisson, Port Charlotte, FL
per person
May 15 - May 22
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Golf Club and Lake Betty Park are located nearby.
The Perry Hotel Naples
per person
May 22 - May 26
found 1 day ago
Roundtrip non-stop flight included
Green Bay (GRB) 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.
THE Palmview AND Sandpiper Inns
Save 100% on your flight
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3.5-star motel in Sanibel. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Sanibel Island Southern Beach and Sanibel Island Golf Club are located nearby.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach
Save 100% on your flight
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Stay at this 3-star cottage in Marco Island. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.
3-4 Night Vacations in Dismal Key
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Dismal Key
Price found within the past 48 hours. Click for updated prices.
Dismal Key Last Minute Hotel Deals
Port of the Islands Everglades Adventure Resort
Naples
Book a stay at this business-friendly hotel in Naples. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular ...
Port Of The Islands Resort
25000 Tamiami Trail East, Naples, FL
Stay at this 3-star condo in Naples. Enjoy free parking, a fitness center, and a 24-hour business center. Popular attractions Rookery Bay Reserve Lands and Marsh ...
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in ...
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 ...
Marco Island Home w/ Heated Pool + Screened Lanai!
Marco Island
Stay at this 3-star cottage in Marco Island. Enjoy free parking, patios, and air conditioning. Popular attractions Mackle Park and Marco Island Historical Museum ...
Villa Marco Island
192 Gulfport Court, Marco Island, FL
Stay at this 3.5-star beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center ...
Lowest 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.
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Hotels Near Points of Interest in Dismal Key
- Hotels near Everglades National Park
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