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Dismal Key Vacation Packages

Dismal Key Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 17
found 19 hours ago
Roundtrip flight included
Boston (BOS) 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 and the clean rooms in our reviews. Popular attractions JetBlue Park at Fenway South and Edison Mall are located nearby.
La Quinta Inn and Suites Fort Myers I-75

La Quinta Inn and Suites Fort Myers I-75

2.5 out of 5
per person
Mar 21 - Mar 27
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 and the clean rooms in our reviews. Popular attractions JetBlue Park at Fenway South and Legends Golf and Country Club are located nearby.
Resort Harbour Properties

Resort Harbour Properties

3.5 out of 5
Save 100% on your flight
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Sanibel Harbour are located nearby.
Days Inn by Wyndham Fort Myers Springs Resort

Days Inn by Wyndham Fort Myers Springs Resort

2.5 out of 5
per person
Mar 21 - Mar 27
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 and the clean rooms in our reviews. Popular attractions Gulf Coast Town Center and Coconut Point Mall are located nearby.
Bellasera Resort

Bellasera Resort

4 out of 5
Save 100% on your flight
per person
Apr 12 - Apr 17
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Veterans Community Park are located nearby.
Hampton Inn & Suites Naples South

Hampton Inn & Suites Naples South

2.5 out of 5
per person
Apr 12 - Apr 17
found 7 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this hotel in Naples. Enjoy free breakfast, free parking, and room service. Popular attractions Tin City and Fifth Avenue South are located nearby.
Residence Inn by Marriott Fort Myers Sanibel

Residence Inn by Marriott Fort Myers Sanibel

3 out of 5
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Port Sanibel Marina are located nearby.
Best Western Fort Myers Inn & Suites

Best Western Fort Myers Inn & Suites

2.5 out of 5
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Edison Mall and Eagle Harbor Golf Club are located nearby.
Hyatt Place Coconut Point

Hyatt Place Coconut Point

3.5 out of 5
per person
Apr 12 - Apr 17
found 7 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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 helpful staff and the clean rooms in our reviews. Popular attractions Coconut Point Mall and Miromar Outlets are located nearby.
Everglades Adventures Hotel Suites by Ivey House

Everglades Adventures Hotel Suites by Ivey House

2.5 out of 5
Save 100% on your flight
per person
Mar 29 - Apr 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Everglades City. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Museum of the Everglades and Gulf Coast Visitor Center are located nearby.
Beach & Tennis 5302

Beach & Tennis 5302

4 out of 5
per person
Apr 12 - Apr 17
found 7 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4-star spa condo in Bonita Springs. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Barefoot Beach and Bonita Springs Public Beach are located nearby.

3-4 Night Vacations in Dismal Key

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Fort Myers Airport

Travelodge by Wyndham Fort Myers Airport

2 out of 5
Daniels Corridor
per person
Apr 13 - Apr 16
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
per person
Apr 13 - Apr 16
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Days Inn by Wyndham Fort Myers Springs Resort

Days Inn by Wyndham Fort Myers Springs Resort

2.5 out of 5
San Carlos Park
per person
Apr 13 - Apr 16
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Baymont by Wyndham Fort Myers Airport

Baymont by Wyndham Fort Myers Airport

2.5 out of 5
Daniels Corridor
per person
Apr 13 - Apr 16
found 2 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

5-7 Night Vacations in Dismal Key

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn and Suites Fort Myers I-75

La Quinta Inn and Suites Fort Myers I-75

2.5 out of 5
Daniels Corridor
per person
Mar 21 - Mar 27
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Hyatt Place Fort Myers/at The Forum

Hyatt Place Fort Myers/at The Forum

3 out of 5
The Forum
Save 100% on your flight
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Shell Island Beach Club

Shell Island Beach Club

2 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
per person
Mar 23 - Mar 28
found 21 hours ago
Roundtrip flight included
Chicago (ORD) 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
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
Port Of The Islands Resort
Port Of The Islands Resort
3 out of 5
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 ...
Port Of The Islands 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
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 ...
Hilton Marco Island Beach Resort and Spa
Marco Island Home w/ Heated Pool + Screened Lanai!
Marco Island Home w/ Heated Pool + Screened Lanai!
3 out of 5
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 ...
Marco Island Home w/ Heated Pool + Screened Lanai!
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
See all 3,881 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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Apr 2 - Tue, Apr 8
TTN
Mercer
RSW
Southwest Florida Intl.
$48 Roundtrip, found 1 day ago
$48
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Mercer to Southwest Florida Intl., returning Tue, Apr 8, priced at $48 found 1 day ago
Frontier Airlines
Tue, Apr 1 - Wed, Apr 9
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$49 Roundtrip, found 1 day ago
$49
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Philadelphia Intl. to Southwest Florida Intl., returning Wed, Apr 9, priced at $49 found 1 day ago
Frontier Airlines
Tue, Mar 11 - Tue, Mar 25
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$57 Roundtrip, found 13 hours ago
$57
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Mar 11 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Mar 25, priced at $57 found 13 hours ago
Spirit Airlines
Mon, Mar 31 - Tue, Apr 8
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$64 Roundtrip, found 1 day ago
$64
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 31 from Logan Intl. to Southwest Florida Intl., returning Tue, Apr 8, priced at $64 found 1 day ago

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