
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 5.226.630 ₫ per night from 21 May to 22 May
5.226.630 ₫
7.360.684 ₫ total
21 May - 22 May
includes taxes & fees
9.2/10 Wonderful! (1,738 reviews)
Just
Reviewed on 12 May 2026

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is 7.139.069 ₫ per night from 26 May to 27 May
7.139.069 ₫
9.956.527 ₫ total
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (1,330 reviews)
Exelente service but the room need more clean and attention
Reviewed on 11 May 2026

Islander Resort
82100 Overseas Highway Islamorada FL
The price is 5.054.208 ₫ per night from 19 May to 20 May
5.054.208 ₫
7.462.853 ₫ total
19 May - 20 May
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
Everything about this property was excellent, from the wonderful staff to the kid-friendly atmosphere. We loved the breakfast brunch and the overall vibe of the place. However, dinner at The Drift was a letdown. For the price, the quality just wasn't there. I’d highly recommend the stay, but I suggest ...
Reviewed on 10 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
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.

Bud n' Mary's Dive Center
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.

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

