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

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Check prices for these dates

Tonight
21 Sep - 22 Sep
Tomorrow
22 Sep - 23 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct
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Top Islamorada Hotel Reviews

La Jolla Resort

La Jolla Resort

10/10 Excellent
"Beautiful and quaint property located on the Gulf side with water access. Clean rooms, bathroom is smaller. Centrally located in Islamorada with plenty to do."
James 1-night trip
Posted 2 hours ago
La Jolla Resort
Islander Resort

Islander Resort

10/10 Excellent
"Perferto"
Donel 1-night trip
Posted 2 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"They do strive to provide great customer service and promised to have clean rooms but there were some minor things I noticed after the staff assured me they pay attention to great detail. The wall in bathroom had some mysterious staining and the toilet seat was super loose on the verge of falling off. Overall, this hotel was by far the one of the better ones around and had a professional and friendly staff. We stayed here because the hotel we booked initially down the road had bugs in the bed, so it was a relief to stay here last minute as a backup without the pests."
Paul 2-night trip
Posted 6 hours ago
Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Loved the room, quiet vibe, designated parking, the water front area, and staff. Nice surrounding area. You need a car if you want to go to Key West or nearby cities. If you want activity recommend planning ahead. We were celebrating wedding anniversary and this fit the bill. Loved it and would come back. Things to be mindful of. Yes there is a resort fee and the property holds a fee per day for Incidentals. Having the ability to know it was negotiable would have been better than finding out when I checked out. Adult pool only was nice and relaxing. The other pools were nice but very lively, if you want to chill the other pools may not be your thing. We wanted to go to a night club with dancing but there were none in this area near the resort. We went to Hog heaven, live music was great but not a night club. The Cheeca Lodge and Spa was wonderful!"
Chrisandra 6-night trip
Posted 15 hours ago
Cheeca Lodge & Spa
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Si quieres unas vacaciones increíbles , este es el lugar"
Yerisleidys 2-night trip
Posted 23 hours ago
Hadley Resort and Marina
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
Dionisio 1-night trip
Posted 2 days ago
Breezy Palms Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Clean and comfortable rooms. I love the location relative to things to do in the Keys. We used the bikes while there and have used kayak/paddleboards in past. The staff is absolutely amazing. I had messed up the dates of the reservation. Jamal worked really hard to get me a room at a rate i could afford. REALLY appreciate his efforts. We'll stay here again on our next trip to Islamorada"
Scott 6-night trip
Posted 3 days ago
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Excellent stay! Love this place and will definitely be back!"
Hailey Ritch and Patrick 3-night trip
Posted 4 days ago
Coconut Cove Resort and Marina
Drop Anchor

Drop Anchor

10/10 Excellent
"Great resort. Staff were helpful and the location is amazing"
Heather 1-night trip
Posted 6 days ago
Drop Anchor