
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.




Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
It's a very quaint hotel. The rooms are spacious with a living area. The pool is small, but it's a good thing there were not too many people. Great happy hours even during the weekend. I didn't like that they only have valet parking. Albert was the best server at Ocean 2000. And Jennifer and Melissa at the O2K Lounge.
Reviewed on Aug. 10, 2025

Flow Miami Hotel
Downtown Miami
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
9/10 Wonderful! (149 reviews)
We had a great time at the hotel and were impressed with the well-maintained and spacious rooms. The mix of renters, vacationers, and pets on-site created a lively and diverse atmosphere, with everyone being friendly and welcoming.
However, there was one issue that I would like to bring to your attention. Some previous tenants or vacationers had let their pets urinate in the common areas, which was unpleasant. Additionally, we noticed a smell in our room’s living room carpet, which was a result of pet urine. As pet owners, we understand the strong odor of pet urine and appreciate it when guests take responsibility for cleaning up after their pets.
I hope this feedback helps improve the experience for future guests.
Reviewed on Aug. 4, 2025
Cudjoe Key Hotel Deals

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
The price is CA $172 per night from Aug 27 to Aug 28
CA $172
CA $349 total
Aug 27 - Aug 28
includes taxes & fees
8.4/10 Very Good! (144 reviews)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
Reviewed on Jul. 20, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Aug 12 to Aug 13
CA $185
CA $277 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very Good! (1,437 reviews)
"Beautiful and plenty of room"
Reviewed on Aug. 8, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 9 to Sep 10
CA $163
CA $261 total
Sep 9 - Sep 10
includes taxes & fees
7.6/10 Good! (1,530 reviews)
"All ok"
Reviewed on Aug. 8, 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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