
Long Key Vacation Packages
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Your Long Key Vacation
History, cuisine, art and more … There's so much to experience with a Long Key vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's tough to forget. Every trip to Long Key needs a well-planned itinerary. Fill yours with big-name attractions like Annes Beach, Fiesta Key and Little Conch Key. Stop daydreaming and start traveling. Browse the many options on Expedia today and finally put your Long Key vacation plans in motion!
Top Long Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Casablanca Miami Beach
North Beach
Price was CA $10,305, price is now CA $3,899 per person
CA $3,899
per person
May 4 - May 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (311 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026


La Siesta Resort & Villas
Matecumbe
Price was CA $4,357, price is now CA $2,275 per person
CA $2,275
per person
Apr 7 - Apr 14
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Room was clean, had some wear and tear but overall a good room for 5 of us. Beds were comfy. This is a quiet resort, but we did like that we could go to the other resorts. Loved the amenties. My only complaint was I wish they were available past 4pm. We wanted to do some water activities after returning to the resort but these things close early.
Reviewed on Feb 28, 2026

The Key West Hotel
Key West Historic District
Price was CA $5,206, price is now CA $2,945 per person
CA $2,945
per person
May 15 - May 22
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
My boyfriend and I had such an incredible, relaxing stay. Everyone was very nice but our front desk gentleman, Chris, really stood out. The pool was clean and the sun hit there most of the day. The bar was fun and the live music was very enjoyable. Thank you Key West Hotel. 10/10 recommend.
Reviewed on Feb 20, 2026
Long Key Hotel Deals

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
The price is CA $358 per night from Mar 3 to Mar 4
CA $358
CA $464 total
Mar 3 - Mar 4
includes taxes & fees
9.2/10 Wonderful! (1,174 reviews)
The place was very clean and a great location. A suggestion to the proprietor would be to add a full length mirror somewhere. Also, the lighting was harsh. Extremely bright. A dimmer switch or two would really add to the ambiance or a floor lamp. Other wise the place was beautiful. I’ll stay there ...
Reviewed on Feb 26, 2026

Edgewater Lodge
US Highway 1 MM 65,5 Long Key FL
The price is CA $379 per night from Mar 12 to Mar 13
CA $379
CA $427 total
Mar 12 - Mar 13
includes taxes & fees
8.6/10 Excellent! (820 reviews)
The best hotel in all of the Keys. Your room is right on the water, a barbecue place on premises with outdoor tiki hut, and sports tv. There is a pier for fishing, or dock your boat. Rooms were clean and updated. Staff was accommodating to our requests. It is a very well maintained property. It was ...
Reviewed on Feb 27, 2026

Fiesta Key RV Resort
70001 Overseas Hwy Long Key FL
7.4/10 Good! (452 reviews)
Very peaceful and accommodating
Reviewed on Feb 23, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








