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

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Sep 12 - Sep 13
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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"I always stay here with my sisters & mom for our girls trip! Always so relaxing!!"
Alisha 1-night trip
Posted 1 hour ago
Chesapeake Beach Resort
Drop Anchor

Drop Anchor

8/10 Good
"Muy tranquilo"
Moraima 2-night trip
Posted 1 hour ago
Drop Anchor
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great views"
Steve 2-night trip
Posted 1 hour ago
Hadley Resort and Marina
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Have stayed here for the past 5 years which includes over 20 nights. Spacious rooms and clean. Like all the recent upgrades to the rooms."
Daniel 3-night trip
Posted 2 hours ago
Breezy Palms Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

10/10 Excellent
"Beautiful place Great beds Lots of dining options"
Eslita 3-night trip
Posted 8 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
La Jolla Resort

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."
Michael 1-night trip
Posted 19 hours ago
La Jolla Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Loved staying here and would stay again. Staff were so friendly and nice - made you feel like you knew them for years."
Stephen 2-night trip
Posted 1 day ago
Pines & Palms Resort
Treasure Harbor

Treasure Harbor

10/10 Excellent
"Amazing location and well equipped. Loved the local vibe, didn't see a manatee but plenty of green iguanas. Property was comfortable with great AC."
Robert 1-night trip
Posted 3 days ago
Treasure Harbor
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Everything was great!"
Samantha 2-night trip
Posted 5 days ago
Fisher Inn Resort & Marina

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