Search Deals onDismal Key Vacation Packages
Dismal Key Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hilton Garden Inn Ft Myers
Save 100% on your flight
Price was $796, price is now $408 per person
$408
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star 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 Barbara B Mann Hall and Bell Tower Shops are located nearby.

The Perry Hotel Naples
Price was $1,280, price is now $598 per person
$598
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $3,286, price is now $1,841 per person
$1,841
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 4.5-star 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.

Inn on Fifth
Save 100% on your flight
Price was $3,066, price is now $1,831 per person
$1,831
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Home2 Suites Naples I-75 Pine Ridge Road, FL
Save 100% on your flight
Price was $1,010, price is now $640 per person
$640
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-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 Naples Zoo at Caribbean Gardens and Vanderbilt Beach are located nearby.

Casa Playa Beach Resort
Save 100% on your flight
Price was $1,287, price is now $840 per person
$840
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Lynn Hall Memorial Park are located nearby.

Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
Price was $1,030, price is now $677 per person
$677
per person
Nov 5 - Nov 12
found 1 day 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 room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.

Bellasera Resort
Save 100% on your flight
Price was $2,873, price is now $1,889 per person
$1,889
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Lani Kai Beachfront Resort
Save 100% on your flight
Price was $994, price is now $656 per person
$656
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.

Wiggins Pass Chalet
Save 100% on your flight
Price was $943, price is now $630 per person
$630
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star 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.

Latitude 26 Waterfront Resort & Marina
Save 100% on your flight
Price was $774, price is now $517 per person
$517
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Stay at this 3-star motel in Fort Myers Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Jungle Golf Ft. Myers are located nearby.

THE Palmview AND Sandpiper Inns
Save 100% on your flight
Price was $1,074, price is now $721 per person
$721
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
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

Luxurious Canal-front Retreat w/ Game Room!
Naples
Stay at this 3-star family-friendly cottage in Naples. Enjoy free parking, a marina, and patios. Popular attractions Rookery Bay Reserve Lands and Marsh Trail ...

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 ...

Sail + Soak: Naples Condo w/ Heated Pool Access
Naples
Stay at this apartment in Naples. Enjoy patios and air conditioning. Popular attractions Rookery Bay Reserve Lands and Marsh Trail Trailhead are located ...

Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd, Marco Island, FL
Stay at this 4-star 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 ...

Marco Beach Ocean Suites
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 Island Home w/ Heated Pool + Screened Lanai!
Marco Island
Stay at this 3-star business-friendly cottage in Marco Island. Enjoy free parking, patios, and air conditioning. Popular attractions Mackle Park and Marco Island ...

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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