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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
Save 100% on your flight
Price was $501, price is now $313 per person
$313
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 Eagle Harbor Golf Club are located nearby.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Save 100% on your flight
Price was $944, price is now $598 per person
$598
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this condo in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
Holiday Inn Fort Myers - Downtown Area by IHG

Holiday Inn Fort Myers - Downtown Area by IHG

3 out of 5
Save 100% on your flight
Price was $665, price is now $462 per person
$462
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 City of Palms Park and Thomas Edison Congregational Church are located nearby.
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $2,948, price is now $2,128 per person
$2,128
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $981, price is now $731 per person
$731
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Landing Apartments Fort Myers - River District

Landing Apartments Fort Myers - River District

4 out of 5
Save 100% on your flight
Price was $847, price is now $633 per person
$633
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy a rooftop terrace, a fitness center, and parking (surcharge). Popular attractions Edison and Ford Winter Estates and Thomas Edison Congregational Church are located nearby.
Edison Beach House

Edison Beach House

3.5 out of 5
Save 100% on your flight
Price was $936, price is now $723 per person
$723
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this 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.
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
Price was $762, price is now $595 per person
$595
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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 breakfast and the helpful staff in our reviews. Popular attractions Calusa Nature Center and Planetarium and Topgolf are located nearby.
Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

Walk to Beach, Pool+hot Tub, Game Room Captiva 5bdr Coco Mango by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,647, price is now $2,849 per person
$2,849
per person
Apr 26 - May 1
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
Book a stay at this beach cottage in Captiva. Enjoy free parking, private pools, and a beach locale. Popular attractions McCarthy's Marina and Jungle Drums are located nearby.
Landing Amazing 1bd, Clubhouse, Courtyard

Landing Amazing 1bd, Clubhouse, Courtyard

3 out of 5
Price was $855, price is now $673 per person
$673
per person
May 3 - May 7
found 9 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this apartment in Naples. Enjoy free parking, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Arrowhead Golf Course and Quail Village Golf Club are located nearby.

3-4 Night Vacations in Dismal Key

Price found within the past 48 hours. Click for updated prices.
Great Wolf Lodge Naples

Great Wolf Lodge Naples

2.5 out of 5
Rural Estates
Save 100% on your flight
Price was $437, price is now $292 per person
$292
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $777, price is now $498 per person
$498
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $691, price is now $479 per person
$479
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,837, price is now $1,274 per person
$1,274
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)

5-7 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
Save 100% on your flight
Price was $501, price is now $313 per person
$313
per person
May 8 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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
Save 100% on your flight
Price was $944, price is now $598 per person
$598
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Holiday Inn Fort Myers - Downtown Area by IHG

Holiday Inn Fort Myers - Downtown Area by IHG

3 out of 5
Midtown
Save 100% on your flight
Price was $665, price is now $462 per person
$462
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
The Boat House

The Boat House

2 out of 5
Olde Marco
Save 100% on your flight
Price was $1,662, price is now $1,170 per person
$1,170
per person
Apr 19 - Apr 25
found 8 hours ago
Roundtrip flight included
Cleveland (CLE) 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
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
Marco Island Home w/ Hot Tub, Lanai & Yard

Marco Island Home w/ Hot Tub, Lanai & Yard

3 out of 5
Marco Island FL
Book a stay at this business-friendly cottage in Marco Island. Enjoy free parking, patios, and air conditioning. Popular attractions Mackle Park and Marco Island ...
Marco Island Home w/ Hot Tub, Lanai & Yard
Villa Marco Island

Villa Marco Island

3.5 out of 5
192 Gulfport Court Marco Island FL
Book a stay at this beach villa in Marco Island. Enjoy free WiFi, free parking, and private pools. Popular attractions City of Marco Island Racquet Center and ...
Villa Marco Island
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
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
See all 4,127 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.

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