Hotel in Upper Matecumbe Key, FL
5-Star Hotel
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this hotel
At The Islands of Islamorada, you can relax at one of the 2 outdoor swimming pools, play on the beach, or spend the day at a marina.
The Islands of Islamorada offers 30 air-conditioned accommodations, which are accessible via exterior corridors and feature laptop-compatible safes and coffee/tea makers. Rooms open to furnished balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. Pillowtop beds feature premium bedding. Smart televisions come with premium cable channels and Netflix. Bathrooms include showers with rainfall showerheads, bathrobes, designer toiletries, and complimentary toiletries.
A marina and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site along with a hot tub. Other recreational amenities include a 24-hour fitness center.
The Islands of Islamorada offers 30 air-conditioned accommodations, which are accessible via exterior corridors and feature laptop-compatible safes and coffee/tea makers. Rooms open to furnished balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. Pillowtop beds feature premium bedding. Smart televisions come with premium cable channels and Netflix. Bathrooms include showers with rainfall showerheads, bathrobes, designer toiletries, and complimentary toiletries.
Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards. In-room massages and hypo-allergenic bedding can be requested.
A marina and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site along with a hot tub. Other recreational amenities include a 24-hour fitness center.
The recreational activities listed below are available either on site or nearby; fees may apply.
Amenities
Air conditioning
Pool
Non-smoking
TV
Coffee/tea maker
Bar
Spa
Balcony/Terrace
WiFi/Internet
Microwave
Garden
Kettle
Ironing facilities
Towels
Hairdryer
Map of Upper Matecumbe Key, FL
Available Rooms
Ratings and reviews
10 / 10Outstanding·Apr 2026
What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic.
10 / 10Outstanding·Feb 2026
This place exceeded my expectations. Such a beautiful and quiet setting. Don't want to leave, but I will definitely be backa a beautiful
8 / 10Excellent·Oct 2025
i like the fact that there's beach area but it was difficult to walk in an out of it due to the rocks. The pool filter could have been cleaned during our stay as there was multiple days of debris caught in the drain trap. would have enjoyed more dining options. Room was available before check in time which was appreciated and property/ room was very clean and maintained
5 / 10·Aug 2026
Very helpful staff and all amenities are in excellent usable condition. The villas and the suites are very comfortable with beautiful comfortable bathrooms.
$$$$
Top rated by guests
9.6Outstanding
(79 Ratings)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
MichaelDon't miss out! Price and availability may change
