Hotels in Upper Matecumbe Key

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Check prices for these dates

Tonight
Apr 19 - Apr 20
Tomorrow
Apr 20 - Apr 21
Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4

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, (1430)
The price is $268
includes taxes & fees
$238 per night
Apr 21 - Apr 22
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. showing signage

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 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.

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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.