
Matecumbe Holidays
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Photo by Shannon Rocco
Where to stay in Matecumbe
Find the best Matecumbe areas and neighborhoods for the activities you enjoy most. Learn more about Matecumbe

Venetian Shores
Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Windley Key Fossil Reef Geological State Park and Islamorada County Park.
Top hotels in Matecumbe

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 11.359.533 ₫ per night from 19 Apr to 20 Apr
11.359.533 ₫
14.706.011 ₫ total
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (1,297 reviews)
Such a beautiful property, but our room was tired, dark and need some updating! Ours had stained carpeting and felt very damp, like it hadn't been overhauled since the 80's. Everything was clean. Lots to do - great activities (fishing equipment/bait, kayaks, paddleboards, etc.), security, views, ...
Reviewed on 26 Mar 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 6.481.941 ₫ per night from 14 Apr to 15 Apr
6.481.941 ₫
8.773.869 ₫ total
14 Apr - 15 Apr
includes taxes & fees
9.2/10 Wonderful! (1,669 reviews)
Every aspect of our stay was awesome for our first time visiting The Keys. Everyone in the front office, to the people that maintained the property and guest rooms, and especially to the two gentlemen making made to order omelettes were wonderful. We loved our room and the view of the ocean was spectacular ...
Reviewed on 26 Mar 2026

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 6.917.276 ₫ per night from 19 Apr to 20 Apr
6.917.276 ₫
9.708.472 ₫ total
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (1,260 reviews)
Had a great stay, our second tone at this property. If have kids that want to play on the beach this Ain't the place. Water access is with stairs and during low tide its not very deep. For me and my wife just looking to relax, it was awesome
Reviewed on 26 Mar 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

Bud n' Mary's Dive Center
4.5/5(3 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.

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.

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

