Cudjoe Key Vacation Packages
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Your Cudjoe Key Vacation
Say bye-bye to the hassle of planning and hello to a Cudjoe Key vacation package. With everything organized before you go, you can focus on discovering this city, starting with Sugarloaf Shores, which is great for families, fishing and views. Make your trip to Cudjoe Key even more fulfilling by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the most popular attractions worth exploring. Whoever you're going away with and whether your budget is big or small, your ultimate Cudjoe Key vacation is just a few clicks away with Expedia.
Top Cudjoe Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Casablanca Miami Beach
North Beach
Price was CA $1,591, price is now CA $811 per person
CA $811
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
5.8/10 (311 reviews)
I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly
Reviewed on Nov 12, 2025
1 Hotel South Beach
South Beach
Price was CA $19,925, price is now CA $11,095 per person
CA $11,095
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish
Lobby is fabulous as is the bars and restaurants
You must stay here !!! Total wow
Reviewed on Jan 21, 2026
Cudjoe Key Hotel Deals
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
8.4/10 Very Good! (157 reviews)
Great location. Clean, quiet place. Close to trail (across Hwy) Clear communication with host.
Reviewed on Jan 1, 2026
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
8.2/10 Very Good! (56 reviews)
It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great ...
Reviewed on Jan 22, 2026
Private Secluded Ocean View & Pool Near Key West
Summerland Key FL
8.2/10 Very Good! (99 reviews)
A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!
Reviewed on Nov 18, 2025
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.
