
Cudjoe Key Holidays
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Top Flight + Hotel Deals in Cudjoe Key
Price found within the past 48 hours. Click for updated prices.

President Hotel
South Beach
Price was €1,441, price is now €1,016 per person
€1,016
per person
8 Jun - 14 Jun
found 24 hours ago
Return direct flight included
Reykjavik (KEF) to Miami (MIA)
8.4/10 Very Good! (2,145 reviews)
I loved the room I received at this old school Florida hotel. It was clean and bright. The bed was comfortable and the air worked great. There was plenty of hot water. The deadbolt didn’t work and they told us it couldn’t be repaired and that there were no more rooms available. We simply put chairs and bags in front of the door. We’ve actually had the front desk at an another hotel key another guest for our room. So we are quite cautious. That’s pretty scary at 2:00 in the morning to have someone open your door other than the emergency latch. It could also be dangerous for many reasons. My friend had the “penthouse” ant the President and it was nowhere near the quality the name brings to mind. It was old and the balcony was dirty with cigarette ash everywhere. They must have left the doors open because the room smelled of smoke. I think I would have fussed about it because of my allergies, but we were just passing through. I hate she wasted $200 for an upgrade that wasn’t there. But for a couple hundred dollars you can’t go wrong if you need a unique boutique type hotel for an overnight stay with their king rooms.
Reviewed on 19 Apr 2026

1 Hotel South Beach
South Beach
Price was €3,966, price is now €2,378 per person
€2,378
per person
8 Jun - 14 Jun
found 24 hours ago
Return direct flight included
Reykjavik (KEF) to Miami (MIA)
9.4/10 Exceptional! (1,471 reviews)
Our stay started off on a frustrating note due to issues with housekeeping. Room service didn’t come on the first day, and on the second day we had to call reception around 5pm to follow up. After speaking with the manager, we agreed on a specific daily time for housekeeping for the remainder of our 8-day stay. Unfortunately, even after this arrangement, the room was not serviced at the agreed time the following day, and we once again had to contact reception.
While the staff did offer a room credit as a gesture, the repeated inconvenience did affect the overall holiday experience and made it difficult to fully relax thereafter.
That said, the hotel itself has a lot going for it. The room was excellent, and the amenities were of a high standard. The rooftop area is a highlight, although it can get quite crowded—on one occasion we weren’t able to get chairs, which was disappointing.
Overall, a property with great potential and strong facilities, but the inconsistency in service needs improvement to match the otherwise high standard.
Reviewed on 18 Apr 2026

Cavalier Hotel South Beach
South Beach
Price was €1,842, price is now €1,153 per person
€1,153
per person
8 Jun - 14 Jun
found 24 hours ago
Return direct flight included
Reykjavik (KEF) to Miami (MIA)
8.6/10 Excellent! (1,001 reviews)
While our room faced the building next to us, the atmosphere and character of the hotel was top notch. William checked us in with enthusiasm and Alexander made our check out smooth and offfered some hotel history while we waited for the taxi he called for us. Excellent stay, loved the location to the beach and the restaurants on the strip.
Reviewed on 19 Apr 2026

Fontainebleau Miami Beach
Mid Beach
Price was €2,008, price is now €1,329 per person
€1,329
per person
8 Jun - 14 Jun
found 24 hours ago
Return direct flight included
Reykjavik (KEF) to Miami (MIA)
8.4/10 Very Good! (8,003 reviews)
We love this place. This is our second stay. The pool and beach are impeccably maintained. All of the restaurants are great.we preferred the Arkadia Grill as it was the most laid back restaurant. .
Reviewed on 18 Apr 2026

President Hotel Villa
South Beach
Price was €1,441, price is now €1,016 per person
€1,016
per person
8 Jun - 14 Jun
found 24 hours ago
Return direct flight included
Reykjavik (KEF) to Miami (MIA)
8.2/10 Very Good! (1,001 reviews)
Breakfast buffet was amazing but make sure to get there at 7:30am because around 9am it gets packed and it’s hard to find seats. There’s additional seating outside and in the patio but if there's rain you have to sit inside
Reviewed on 16 Apr 2026
Top hotels in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
8.6/10 Excellent! (162 reviews)
Great house, so clean Nicole was so pleasant and responsive
Reviewed on 18 Feb 2026

Seabreeze Escape WF RV Lot 489
Cudjoe Key FL
The price is €254 per night from 22 Apr to 23 Apr
€254
22 Apr - 23 Apr
includes taxes & fees

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is €219 per night from 22 Apr to 23 Apr
€219
22 Apr - 23 Apr
includes taxes & fees
8.2/10 Very Good! (2,120 reviews)
Excellent. Provides shuttle to Duval area.
Reviewed on 19 Apr 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.
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- Visit Doctor's Arm
- Visit Eden Pines
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- Visit Cudjoe Key
- Custom House Museum
- Duval Street
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- Harry S. Truman Little White House
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- Visit Little Torch Key
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- Mallory Square
- Marathon Holidays
- Museum of Art & History at the Custom House
- Key West Historic District
- Robbie's
- San Carlos Institute - Casa Cuba
- Seven Mile Bridge
- Simonton Beach
- Smathers Beach
- Sombrero Beach
- Visit Stock Island
- Visit Sugarloaf Key
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- Sunset Park Beach
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- Car hire near Robbie's
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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.
