
Cudjoe Gardens Vacations from ¥144,459
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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The Latest Cudjoe Gardens Vacation Packages
Price found within the past 48 hours. Click for updated prices.

President Hotel
South Beach
Save 100% on your flight
Price was ¥235,667, price is now ¥144,459 per person
¥144,459
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
First time in Miami and the President was nice, right in the middle of the action of South Beach! Dont expect this to a quiet quaint type hotel or location, lots of hustle and bustle! I liked it because was so close to the ocean and ocean drive and all the shops and restuarants. You dont need to rent a car if your gonna stay on south beach the entire time. Parking garage 2 blocks down 10 min walk is $20 a day
Reviewed on Jan 13, 2026


The Shelborne By Proper, a Member of Design Hotels
South Beach
Save 100% on your flight
Price was ¥436,028, price is now ¥254,390 per person
¥254,390
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
The holding fee is ridiculously high
Reviewed on Jan 8, 2026

Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was ¥253,160, price is now ¥151,138 per person
¥151,138
per person
Feb 13 - Feb 16
just found
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Very cool vintage style hotel. Rooms were comfortable and clean! Hotel restaurant had great options and great food! The bar has good drinks and is very conveniently located. Great location to great food, bars and beach. I would stay here again for sure!
Reviewed on Jan 13, 2026

President Hotel Villa
South Beach
Save 100% on your flight
Price was ¥262,920, price is now ¥160,628 per person
¥160,628
per person
Feb 13 - Feb 16
just found
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
Breakfast was better than La Quinta, but not especially good. Balcony was worthless, no view and over a noisy alleyway.
Reviewed on Jan 7, 2026
Where to stay in Cudjoe Gardens
Find the best Cudjoe Gardens areas and neighborhoods for the activities you enjoy most. Learn more about Cudjoe Gardens

Sugarloaf Shores
While Sugarloaf Shores isn't home to many top sights, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby.
Cudjoe Gardens Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ¥51,344 per night from Jan 19 to Jan 20
¥51,344
¥65,764 total
Jan 19 - Jan 20
includes taxes & fees
8.6/10 Excellent! (1,894 reviews)
Beautiful property, helpful staff , would highly recommend
Reviewed on Jan 11, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is ¥46,082 per night from Jan 15 to Jan 16
¥46,082
¥60,731 total
Jan 15 - Jan 16
includes taxes & fees
8/10 Very Good! (1,846 reviews)
Everything was clean, people were friendly. A lot to do there
Reviewed on Jan 11, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is ¥37,211 per night from Jan 22 to Jan 23
¥37,211
¥51,524 total
Jan 22 - Jan 23
includes taxes & fees
8.8/10 Excellent! (1,778 reviews)
The staff was outstanding, rooms were clean and beautiful and food was excellent. All around a great hotel!
Reviewed on Jan 11, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
