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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
Price was $629, price is now $457 per person
$457
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,166, price is now $1,214 per person
$1,214
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,278, price is now $743 per person
$743
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,112, price is now $787 per person
$787
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Estero Boulevard Beach are located nearby.
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
Save 100% on your flight
Price was $1,054, price is now $747 per person
$747
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Estero Boulevard Beach and Key West Express 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 $7,726, price is now $5,493 per person
$5,493
per person
Jul 5 - Jul 11
found 12 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Fort Myers (RSW)
Stay at this cottage in Marco Island. Enjoy free parking, private pools, and a beach locale. Popular attractions South Marco Beach and Mackle Park are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,282, price is now $920 per person
$920
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Bonita Springs Public Beach and Hertz Arena are located nearby.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $935, price is now $678 per person
$678
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $1,346, price is now $984 per person
$984
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Gulfside City Park are located nearby.
Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Save 100% on your flight
Price was $1,150, price is now $841 per person
$841
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
Save 100% on your flight
Price was $2,139, price is now $1,580 per person
$1,580
per person
Jun 27 - Jul 4
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Sanibel Island Southern Beach and Key West Express are located nearby.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,001, price is now $743 per person
$743
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

3-4 Night Vacations in Dismal Key

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
Price was $641, price is now $484 per person
$484
per person
Jun 26 - Jun 29
found 13 hours ago
Roundtrip flight included
Nashville (BNA) 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 $680, price is now $491 per person
$491
per person
Jun 26 - Jun 29
found 13 hours ago
Roundtrip flight included
Nashville (BNA) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $818, price is now $615 per person
$615
per person
Jun 26 - Jun 29
found 13 hours ago
Roundtrip flight included
Nashville (BNA) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was $760, price is now $571 per person
$571
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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 $1,278, price is now $743 per person
$743
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 $2,166, price is now $1,214 per person
$1,214
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Fort Myers (RSW)
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,112, price is now $787 per person
$787
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay

3 out of 5
South Island
Save 100% on your flight
Price was $1,054, price is now $747 per person
$747
per person
Jun 16 - Jun 21
found 1 day ago
Roundtrip flight included
New York (JFK) 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 South Marco Beach and Mackle ...
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 South Marco Beach and City of Marco Island ...
Villa Marco Island
See all 3,969 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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