
Cudjoe Key Vacations from $405
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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.

Barcelona Studios Guesthouse
South Beach
Price was $844, price is now $405 per person
$405
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (221 reviews)
I would 100% recommend this accommodation. For the price I paid, it was excellent value. The room is spacious and clean with a powerful aircon.
The location is fantastic, literally metres from Española Way and just a short walk to Lincoln Road and Ocean Drive.
My flight was cancelled, which meant I had to stay an extra 12 hours in South Beach. The manager was incredibly kind and allowed me to stay in the room until I needed to leave. Not many hotels would do that, so I really must thank the manager for their kindness and flexibility.
If I return to South Beach, I will definitely stay here again, as it truly felt like a home away from home.
Reviewed on Jun 8, 2026


Casablanca Miami Beach
North Beach
Price was $5,279, price is now $2,363 per person
$2,363
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

Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $911, price is now $426 per person
$426
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,005 reviews)
I called 3 times for info, too book and for directions and parking and each time I called, it answered quickly and the front ask helped with whatever I needed. Check In was easy. Our rooms were spotlessly clean. We ate outside at their restaurant and service was quick and efficient. The food was excellent. We really loved their open coffee and ice water bar. It was a very nice amenity . They have an ice machine down stairs and I was down there filling up my ice bucket for my water bottles. E Z no problems. The location is great. The beach is across the street. The staff is warm and personable. Even when we are outside we never had to ID our selves as hotel guests, they just knew and always gave us a % discount which is really nice.
Reviewed on Jun 13, 2026

Cudjoe Key Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $194 total per night from Jun 29 to Jun 30
$194 total
Jun 29 - Jun 30
Total with taxes and fees
8.4/10 Very Good! (2,398 reviews)
"Clean Rooms"
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 $158 total per night from Jun 29 to Jun 30
$158 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (1,238 reviews)
"Great hotel, would stay there again. Lyft rides to Duval were reasonable, but the hotel does offer a free shuttle during specific hours."
Reviewed on Jun 16, 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! (1,848 reviews)
"The hotel was nice, but not as nice as some of the other Margaritaville resorts we’ve stayed at. The pool area is small and unfortunately the beach across the street was unusable. That’s not the hotel’s fault, but part of the reason I chose to stay there was the proximity to the beach. The rooms ..."
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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