Lower Matecumbe Key
Travel Guide





Visit Lower Matecumbe Key
Where to stay in Lower Matecumbe Key

Lower Matecumbe Beach
While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Sunset Drive Beach.

Matecumbe Resort
76261 Overseas Hwy Islamorada FL
Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, free parking and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key Historic ...
9/10 Wonderful! (137 reviews)
"The property is in a great location and the grounds are kept up nicely. However, when we arrived our dishes were put away dirty and we had roaches. We killed a few every night. When we informed the office staff, they sent someone over with a can of Raid. That did absolutely nothing. We didn't see ..."
Reviewed on 29 May, 2026

Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
The price is S$304 per night from 31 May to 1 Jun
S$304
31 May - 1 Jun
includes taxes & fees
Stay at this condo in Islamorada. Enjoy free Wi-Fi, free parking and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundable
The price is S$328 per night from 3 Jun to 4 Jun
S$328
3 Jun - 4 Jun
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,728 reviews)
"Todo muy bueno"
Reviewed on 29 May, 2026
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.

Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
Stay at this condo in Islamorada. Enjoy free Wi-Fi, free parking and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.

Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (683 reviews)
"Very clean, spacious, well located."
Reviewed on 26 May, 2026

The Islands of Islamorada
82779 Old Hwy Islamorada FL
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...
9.6/10 Exceptional! (76 reviews)
"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."
Reviewed on 18 May, 2026
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.
Popular places to visit

Anne's Beach
4.5/5(3 reviews)
If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.
Robbie’s of Islamorada
Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.
Sunset Drive Beach
Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?
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