Hotels in Upper Matecumbe Key

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
Apr 13 - Apr 14
Tomorrow
Apr 14 - Apr 15
Next weekend
Apr 18 - Apr 20
In two weeks
Apr 25 - Apr 27

Where to stay in Upper Matecumbe Key?

Cheeca Lodge & Spa
Balcony

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1066)
The price is P17,042
P23,019 total
includes taxes & fees
May 4 - May 5
Cheeca Lodge & Spa
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.

Top landmarks in Upper Matecumbe Key

Florida Keys Brewing Co.

Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

See properties in Florida Keys Brewing Co.
Florida Keys Brewing Co.

Learn more about Upper Matecumbe Key

Upper Matecumbe Key is applauded for its cultural attractions such as History of Diving Museum and MoradaWay Arts & Cultural District.

See all hotels in Upper Matecumbe Key
Islamorada showing a beach bar

Frequently asked questions

What accommodations do travelers like in Upper Matecumbe Key?
The Caribbean Resort, Pines & Palms Resort and Cheeca Lodge & Spa are all accommodations that are popular with guests.
Can I book a refundable accommodation in Upper Matecumbe Key?
If you need the flexibility to change your travel plans to Upper Matecumbe Key, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Which Upper Matecumbe Key hotels do our guests like for their great location?
Travelers like these properties for their convenient location: Chesapeake Beach Resort, Islander Resort and Hadley House Islamorada.
Where can I stay in Upper Matecumbe Key if I want a budget-friendly accommodation?
Two inexpensive options worth considering are Chesapeake Beach Resort and La Jolla Resort.
Where can I stay in Upper Matecumbe Key if I want a vacation rental instead of a traditional hotel?
If you’re looking for a good alternative to a hotel, browse our selection of 115 vacation homes. In addition, there are 9 apartments and 13 condos.
Why should I book my Upper Matecumbe Key accommodation with Hotels.com?
There are lots of reasons to book your Upper Matecumbe Key trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.