TOP Hotels with a Bar in Cudjoe Key, FL for 2026

Venture Out in Cudjoe Key, Florida Keys.

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Our top choices for Cudjoe Key hotels with a bar

Sugar Loaf Lodge

Summerland Key

Oyuntseren

₹18,194 total

includes taxes & fees

31 May - 1 Jun

Looe Key Reef Resort

Summerland Key

Dwain

₹16,775 total

includes taxes & fees

7 Jun - 8 Jun

Margaritaville Beach House Key West

Key West

Christine M

₹30,278 total

includes taxes & fees

31 May - 1 Jun

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Key West

Eduardo

₹24,756 total

includes taxes & fees

2 Jun - 3 Jun

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort

Melinda

₹23,701 total

includes taxes & fees

15 Jun - 16 Jun

The Perry Hotel & Marina Key West

Stock Island

Sharon

₹20,814 total

includes taxes & fees

31 May - 1 Jun

Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

New Town

RAFAEL G

₹16,326 total

includes taxes & fees

21 Jun - 22 Jun

Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

Key West

Lilia

₹19,270 total

includes taxes & fees

26 May - 27 May

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Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Very clean and beautiful property. The free shuttle is an amazing amenity to have and really makes key west a great experience"

The Perry Hotel & Marina Key West

8/10 Good

"Restaurant staff was hit or miss. You either had a really awesome waiter or a waitress who couldn't be bothered. Breakfast was good but other meals were not the best. Drink was good. Property is beautiful and very well maintained. Host staff was great and friendly. Room had some deferred maintenance issues. Balcony light didn't work, phone didn't work and shower gel and shampoo bottles just say on the ledge of the shower instead of them being on the apparatus to hold them."

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We stayed at the Hyatt Vacation Club at Windward Pointe in Key West and overall had a great experience. The room was spacious, very clean, and had everything we needed for our stay. The property itself was well maintained, relaxing, and a great place to unwind. One thing to note is that the resort is very close to the airport, so there is some airplane noise throughout the day. If that doesn’t bother you too much, it’s absolutely worth staying here. It’s also a little outside the main Duval Street area, about a 15–20 minute ride depending on traffic, and usually around a $25 Uber. For us, that was a fair tradeoff for a quieter, more laid-back property. One thing that could be clearer in the listing is the beach situation. The property is not directly on a beach. Across the street is more of a bulkhead/waterfront area where you’re not really going to lay out or swim. The closest actual beach is about a 15-minute walk away. Overall, we’d definitely stay here again."

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"As a business traveler, the Wi-Fi connection is extremely important to me. It is so weak that I can’t even connect to Gmail. I had to use my cellphone hotspot to connect to Gmail. It was strong enough to send a few files that were due in the morning! My work would’ve been late if my hotspot didn’t work. Also, as a business traveler, I don’t use any of the other amenities (including the free breakfast). I think there should be an option for business travelers to opt out of the resort fee and forgo the amenities. Other than that, it’s super close to where I work when I’m there and my room is clean and otherwise adequate. The staff is always super nice."

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Check availability on Cudjoe Key Hotels with a Bar

Our top choices for Cudjoe Key hotels with a bar

Sugar Loaf Lodge

Looe Key Reef Resort

Margaritaville Beach House Key West

Beachside Resort & Residences

Parrot Key Hotel & Villas

The Perry Hotel & Marina Key West

Hilton Garden Inn Key West / The Keys Collection

Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

Blue Flamingo Resort Key West

Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

Ibis Bay Beach Resort

The Perry Hotel & Marina Key West

Hyatt Vacation Club at Windward Pointe, Key West

Parmer's Resort

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Beachside Resort & Residences

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Search Hotels with a Bar in Cudjoe Key

Change your mind

Treat yourself

Be picky

Check availability on Cudjoe Key Hotels with a Bar

Our top choices for Cudjoe Key hotels with a bar

Sugar Loaf Lodge

Looe Key Reef Resort

Margaritaville Beach House Key West

Beachside Resort & Residences

Parrot Key Hotel & Villas

The Perry Hotel & Marina Key West

Hilton Garden Inn Key West / The Keys Collection

Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

Blue Flamingo Resort Key West

Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

Explore a world of travel with Expedia