Hotels in Upper Matecumbe Key

your current months are January, 2025 and February, 2025.
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February 2025
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Where to stay in Upper Matecumbe Key?

Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1391)
The price is £224
includes taxes & fees
15 Jan - 16 Jan
Chesapeake Beach Resort
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.

Matecumbe is home to Florida Keys Brewing Co., so why not stop by during your stay in Islamorada? Islamorada has other activities that you might want to enjoy, such as Everglades National Park.

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 hotels do travellers recommend in Upper Matecumbe Key?
The Caribbean Resort, Pines & Palms Resort and Cheeca Lodge & Spa are all accommodation options that are popular with guests.
Can I book a refundable accommodation option in Upper Matecumbe Key?
If you want the flexibility to change your plans to Upper Matecumbe Key, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the “fully refundable” filter to narrow the results down.
Which Upper Matecumbe Key hotels do travellers like for their great location?
Travellers 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 holiday rental instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 115 holiday homes. In addition, there are 9 apartments and 13 condos.
Why should I book my Upper Matecumbe Key hotel 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.