Search Deals on
Dismal Key Vacation Packages

Dismal Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $644, price is now $485 per person
$485
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Edison Mall and Fort Myers Country Club are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $5,228, price is now $3,361 per person
$3,361
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $3,554, price is now $2,337 per person
$2,337
per person
Apr 5 - Apr 12
found 22 hours ago
Roundtrip flight included
Chicago (ORD) 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 Tigertail Beach and Sand Dollar Island Beach and Landing are located nearby.
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Save 100% on your flight
Price was $3,978, price is now $2,691 per person
$2,691
per person
Mar 19 - Mar 26
found 10 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Book a stay at this luxury resort in Naples. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Naples Zoo at Caribbean Gardens are located nearby.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,187, price is now $816 per person
$816
per person
Mar 31 - Apr 4
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.
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
Price was $3,883, price is now $2,771 per person
$2,771
per person
Mar 19 - Mar 26
found 10 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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 Beach are located nearby.
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
Price was $1,323, price is now $957 per person
$957
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt Beach are located nearby.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
Save 100% on your flight
Price was $8,105, price is now $5,889 per person
$5,889
per person
Mar 21 - Mar 25
found 2 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and patios. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.
Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $2,864, price is now $2,095 per person
$2,095
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
Save 100% on your flight
Price was $1,704, price is now $1,290 per person
$1,290
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
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 our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
Save 100% on your flight
Price was $2,967, price is now $2,275 per person
$2,275
per person
Mar 28 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Price was $737, price is now $566 per person
$566
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Book a stay at this 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 Edison Mall and Barbara B Mann Hall are located nearby.

3-4 Night Vacations in Dismal Key

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was $644, price is now $485 per person
$485
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
South End
Save 100% on your flight
Price was $8,105, price is now $5,889 per person
$5,889
per person
Mar 21 - Mar 25
found 2 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Wiggins Pass Chalet

Wiggins Pass Chalet

4 out of 5
Save 100% on your flight
Price was $929, price is now $682 per person
$682
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was $1,337, price is now $1,010 per person
$1,010
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

5-7 Night Vacations in Dismal Key

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,934, price is now $1,261 per person
$1,261
per person
Mar 21 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Save 100% on your flight
Price was $5,228, price is now $3,361 per person
$3,361
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) to Fort Myers (RSW)
Southseas

Southseas

3 out of 5
Save 100% on your flight
Price was $3,554, price is now $2,337 per person
$2,337
per person
Apr 5 - Apr 12
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
South End
Save 100% on your flight
Price was $2,446, price is now $1,648 per person
$1,648
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Dismal Key Last Minute Hotel Deals

Port of the Islands Everglades Adventure Resort

Port of the Islands Everglades Adventure Resort

2.5 out of 5
Naples FL
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 Everglades Adventure Resort
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
480 S Collier Blvd Marco Island FL
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 ...
Marco Beach Ocean Suites
JW Marriott Marco Island Beach Resort

JW Marriott Marco Island Beach Resort

4 out of 5
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 ...
JW Marriott Marco Island Beach Resort
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
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 ...
Hilton Marco Island Beach Resort and Spa
See all 4,121 properties in Dismal Key
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.

Discover Other Travel Deals