
Cudjoe Key Vacations from $335
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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.
The Latest Cudjoe Key vacation packages
Price found within the past 48 hours. Click for updated prices.

UMA House by Yurbban South Beach
South Beach
Save 100% on your flight
Price was $643, price is now $335 per person
$335
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.2/10 Wonderful! (965 reviews)
Fue una buena experiencia, lugar céntrico y cerca de el lugar donde tenía que ir al concierto, la habitación estaba en muy buen estado, y el precio me pareció aceptable, calidad/precio. La atención fue excelente, tanto la recepción como los de el valet parking, la verdad en cuanto atención 10/10.
Pero como nada puede ser perfecto, tuve un par de inconvenientes, desde algunos muy sencillos hasta otros un poco más molestos, la habitación que me dieron fue la 114, primero la habitación es en otro building, la calidad de la habitación muy buena, pero no era la habitación que habíamos rentado, estaba bien, pero la que vi en las fotos incluía un baño más como bañera para hundirte y relajarte, y el que nos tocó era más como bañera común de estar de pie, aunque bien se podía hacer lo de llenarla, primero no era la misma forma que el de las fotos y segundo no existía un tapón para detener el agua, luego también, en las fotos se veía como un tocadiscos, y me hacía mucha ilusión poner algo de música, no estaba. Luego la televisión tampoco se podía ver. Esos fueron las cosas más simples, algo más difícil, la habitación estaba muy cerca de la entrada, se escuchaba el paso de las personas y el cierre de la puerta el cual era muy molesto, los pasos de las personas de arriba se escuchaban muy fuerte, el aire acondicionado no funcionaba bien, demasiado calor, las ventanas estaban tapadas de un plástico blanco. La verdad por todo lo demás 10/10, eso si si voy de nuevo buscaría otra habitación.
Reviewed on May 28, 2026

Casablanca Miami Beach
North Beach
Price was $5,640, price is now $2,384 per person
$2,384
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
5.8/10 (324 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



Cudjoe Key Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 17 to Jun 18
$197 total
Jun 17 - Jun 18
Total with taxes and fees
8.4/10 Very Good! (2,400 reviews)
"Beautiful resort"
Reviewed on Jun 16, 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jun 29 to Jun 30
$157 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (1,241 reviews)
"Great place to stay! I will say if you are a Key West newbie like we were, do not rent a golf cart through the hotel. You can get a better quality golf cart for the same price elsewhere."
Reviewed on Jun 14, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $297 total per night from Jun 21 to Jun 22
$297 total
Jun 21 - Jun 22
Total with taxes and fees
8.8/10 Excellent! (1,847 reviews)
"Outstanding facility, excellent service, super clean, great staff, beautiful surroundings, could not ask for more. Definitely recommend and we will be back!"
Reviewed on Jun 16, 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.
Find the Best Cudjoe Key Vacation Packages
Cudjoe Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Population | 1,750 |
Top Sights | Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market |
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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.



















