Pick from 31 Islamorada Hotels with an Outdoor Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.
The Caribbean Resort
The Caribbean Resort
3.5 star property
Matecumbe
10.0 out of 10, Exceptional, (136)
10.0/10
Exceptional
(136)
"The grounds were beautiful and well kept. the staff was friendly and helpful. Everything needed for a wonderful stay was included. It is a beautiful resort and The only improvement I would recommend would be to get a larger screen TV."
"Drop Anchor is a great place. Oceanfront but peaceful and the grounds are well kept. We like to walk everywhere and that was a bit hard to do and to no fault of Drop Anchor - just wish there was more dining/bars closer than a car ride. We will be back to stay."
"Rooms are very quiet. We had two small children and we were worried we would hear neighbors or we would bother them but you couldn’t hear anything in next room. Hotel was fully book3d "
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
"Rooms are very quiet. We had two small children and we were worried we would hear neighbors or we would bother them but you couldn’t hear anything in next room. Hotel was fully book3d "
"I stayed here for one night after leaving Sugarloaf key, to be nearer friends and also the Miami airport.
It was wonderfully appointed (room), clean and totally updated. Great view with a balcony too! "
A verified traveler stayed at Fisher Inn Resort & Marina
"Drop Anchor is a great place. Oceanfront but peaceful and the grounds are well kept. We like to walk everywhere and that was a bit hard to do and to no fault of Drop Anchor - just wish there was more dining/bars closer than a car ride. We will be back to stay."
"We had a great short stay at La Jolla Resort! The beds were comfy and the resort itself was nice. We took advantage of the paddle boards, kayaks, and snorkel gear. Also catching the sunset from the back on the hammocks was an added plus! "