Photo by Cameron Abbott
4 Star Hotels in Upper Matecumbe Key, Islamorada
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Our top choices for Upper Matecumbe Key 4-star hotels
8.0 out of 10, Very good, (1005)
"Excellent place for family vacation "
Aneesah
The price is €310
includes taxes & fees
4 Jan - 5 Jan 2026
8.8 out of 10, Excellent, (1267)
"Friendly staff and beautiful property !"
ron
The price is €281
includes taxes & fees
4 Jan - 5 Jan 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
8.6 out of 10, Excellent, (1000)
"One of the nicest hotels we have stayed at. Amazing staff, food, activities and property "
Sara
The price is €430
includes taxes & fees
8 Jan - 9 Jan 2026
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
8.8 out of 10, Excellent, (1002)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
Scott
The price is €374
includes taxes & fees
19 Jan - 20 Jan 2026
9.2 out of 10, Wonderful, (1003)
"The resort was perfect
Everyone from checking in and during our stay could not have been nicer and helpful"
Theresa
The price is €347
includes taxes & fees
14 Jan - 15 Jan 2026
8.8 out of 10, Excellent, (1000)
"Great stay and beautiful space"
Amir
The price is €255
includes taxes & fees
6 Jan - 7 Jan 2026
8.4 out of 10, Very good, (149)
"great trip. Clean, easy to get around. Good amenities for a family trip. "
Dana J
9.8 out of 10, Exceptional, (70)
"Great for family vacation with kids. love it"
Dixania
The price is €628
includes taxes & fees
6 Jan - 7 Jan 2026
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Explore similar 5-star hotels
Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Upper Matecumbe Key.
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is €347 per night from 4 Jan to 5 Jan
€347
4 Jan - 5 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,273 reviews)
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Learn more about Upper Matecumbe Key
Venture to sights like Florida Keys Brewing Co. and Bud n' Mary's Dive Center as you discover Upper Matecumbe Key.
Photo by Cameron Abbott
Open Photo by Cameron Abbott
Top Upper Matecumbe Key Hotel Reviews
Amara Cay Resort
10/10 Excellent
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