Islamorada Guest Houses

A beach with white lounge chairs, a covered pavilion, and palm trees.

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Our top choices for Islamorada guest houses

1. Ragged Edge Resort & Marina

Islamorada

Marianne

RM389 total

includes taxes & fees

20 Sept - 21 Sept

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Top Islamorada Hotel Reviews

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"Beautiful place Great beds Lots of dining options"

La Jolla Resort

10/10 Excellent

"This is like an oasis along US 1 on the way down to Key West. We only stayed one night, but, in retrospect, I wish we had stayed a night or two more to take advantage of the amenities like the paddleboards and kayaks. It’s immaculately clean, everyone was so friendly, and the room was great. I can’t recommend this place more. It’s like a throwback to an earlier time, but completely updated. Plenty of restaurants to pick from nearby and the Islamorada Brewery across the street is great, and has a wonderful beer garden out back."

Find out more about Islamorada