Upper Matecumbe Key Travel Guide
Tourist Guide
Visit Upper Matecumbe Key
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is ₹27,199 per night from 12 Apr to 13 Apr
₹27,199
₹37,342 total
12 Apr - 13 Apr
includes taxes & fees
Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (1,298 reviews)
We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window
Reviewed on 12 Mar 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ₹21,504 per night from 12 Apr to 13 Apr
₹21,504
₹29,379 total
12 Apr - 13 Apr
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! (1,665 reviews)
This place has a literal COCKROACH INFESTATION. WORST STAY EVER. THEY DID NOT COMPENSATE PROPER OR TAKE CARE OF THE BUG PROBLEM. DO NOT STAY HERE UNTIL THEY CAN PROVE THE BUGS HAVE BEEN TAKEN CARE OF.
Reviewed on 13 Mar 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is ₹21,547 per night from 23 Mar to 24 Mar
₹21,547
₹30,982 total
23 Mar - 24 Mar
includes taxes & fees
Stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,251 reviews)
We had a partial view of ocean from our room. We did not use the pool but it was a decent looking. The staff was kind and professional. The room we had smelled of mold strongly.
Reviewed on 12 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.
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! (636 reviews)
Beautiful room! Newly renovated beautiful view clean great amenities! I was not sure what to expect and was very pleased. Highly recommend. Will stay here again
Reviewed on 13 Mar 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 ...
9.8/10 Exceptional! (72 reviews)
Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered. This is the first hotel where I feel there is great value in the resort fee with all that's included.
Reviewed on 9 Mar 2026
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (143 reviews)
Great A/C and the house boats are really nice. close to things to do
Reviewed on 12 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
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.
History of Diving Museum
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
Hurricane Monument
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Matecumbe United Methodist Church
After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
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