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Browse our "Best of" lists to find the top-rated properties in Islamorada – based on 7,479 reviews from real guests
#1 of 17 hotels in Islamorada
#2 of 17 hotels in Islamorada
#3 of 17 hotels in Islamorada
Only 1-1/2 hours or so from Key West. A few interesting shops. Great restaurants - Loralei (which is right on the water) all outdoors, has good food, live music some nights, and beautiful sunsets. Habana restaurant (next to Caloosa Cove) for great food and inside seating with full windows across the front to view the ocean as you eat. Robbie’s to charter a fishing boat. Great captain and crew, family friendly. Robbie’s also has many shops to browse, an outdoor bar and eating area.
Great restaurants - Lorelei has good food, live music, lots of outdoor seating, and is located right on the water for amazing sunsets. Robbie’s is a great place to hop on a party boat for fishing - great price, very helpful and knowledgeable crew. Robbie’s also has great shopping and eats. Easy to get around in Islamorada, with many places to shop for unique items.
Gorgeous city with so many different options for food and fun! We are huge fans of the movie series “Bloodline” so we spent the week going to various locations where they filmed. Robbie’s is a great choice - actually a must for anyone who visits Islamorada. Lots of great things for sale, excellent food, service and you can feed the tarpon! You can also get squared away with any excursions you might want to partake in.
For those looking for a relaxing environment with the right mix of dinning options and activities Islamorada provides the ability for a family or a couple to enjoy their time in the keys. Midway Cafe provided great coffee and breakfast options, while Mangrove Mike’s is a locals favorite. Lerelie provides a great waterfront happy hour spot with live music and scenic views of the sunsets. The food is fair. Morada Bay Cafe has a chief providing locally sourced meal options with outstanding cocktails in a prestine environment with some of the most scenic views on the Island. Marker 88 is another great option for a sunset meal with outstanding KeyLime Pie! Robbies provided family friendly opportunities for snorkeling and parasailing! The staff on the boats was friendly accomodating and knowledgable. All the places we visited were enjoyable because we were not in a hurry. We made sure we arrived long before we needed to eat, the keys run on island time and in many instances so does all the food service. If you are relaxing enjoying the scenery and atmosphere you will not notice the time that passes when the resturants are crowded.
This was a nice small area that had enough to do to keep us busy for a few days. But is not overly commercial. Need to check out Robbie‘s marina for fun experience even if you’re not into fishing. Really enjoyed Morada Bay restaurant. Great sunsets.
Great relaxing place to stay. Beautiful water views and too many restaurants and bars to choose from. Had a great art fair every 3rd Thursday of the month. Fun and easy drive to Key Largo and explore there as well
“Location is perfect for staying in Islamorada. The townhouses have everything you need”
“Good representation of the Florida Keys.”
“Have stayed in Islamorada for 30 years. Many of the hotels are old and not updated. This former Hampton INN was renovated for 3 years. Absolutely beautiful. Heading back in August. It's now my first choice. Beautiful pool. Lots of lounges and umbrellas. Great air conditioner and big rooms. Courtesy van takes you 4 miles north to 2 miles south for free if you don't want to drive. Can't wait to return with my kids this summer.”
“Very friendly owners and staff -- easy check-in and they made sure to let them know if we needed anything. The location was wonderful and perfect for exploring the middle of the Florida Keys. Near excellent restaurants and bars. New shower and sink in the bathroom. We weren't traveling with a pet this time but this place was definitely pet-friendly, which I'll remember the next time we travel with a furry companion!”
“Absolutely loved every moment at Cheeca Lodge. Best option in Islamorada and pet friendly! I'll be back soon!”
“Beautiful and elegant. Right on the beach. Great location very close to great restaurants and bars on Islamorada”
“Loved the value and the wonderful upgrade from Mia for our 30th anniversary. We wish you the best and be safe. Hoping Irma leaves your spectacular paradise and people un scaved.”
“The overall grounds were kept in immaculate condition and the availability of water activities plus the use of the bikes made it possible not to get back in to the car for two days. Will definitely stay here again!!”
“The flat was very large, staff very kind, utilities very nice and modern. It was amazing !”
“Beautiful views and just wanting to plan a trip back ASAP.”
“The staff was so nice and polite. The grounds and location were perfect!”
“Wonderful bed. Very good facilities. Nice restaurant next door.”
“The grounds, location, rooms and staff were excellent especially for the very reasonable room rates. We thoroughly enjoyed our stay. Can't wait to go back!!!”
“Felt like coming home - totally relaxed atmosphere and the staff was great.”
“Excellent location,friendly staff VERY accommodating Great mini vacation Patty was great!!”
“Room was clean, bright, beautifully decorated. Bed was very comfortable. Kitchen had many appliances. Bathroom was clean and modern.”
“One of the best destination when you look for relax.”
“The Staff was amazing. Made me and my friends fell welcomed. Will defiantly go back. Five star service.”
“Location is very good and staff was very friendly. Room was also very clean. Our room had a kitchen, which was a nice surprise as well.”
“Very clean rooms, loved the ambiance, pool area was nice. Safari lounge was added treat, great live music.”
