A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

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Sep 15 - Sep 16
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Sep 16 - Sep 17
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Sep 18 - Sep 20
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Top Upper Matecumbe Key Hotel Reviews

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Beautiful resort"
Katherine 2-night trip
Posted 7 hours ago
Hawks Cay Resort
Hadley Resort and Marina

Hadley Resort and Marina

8/10 Good
"Great location and good rates for the 2 nights that we stayed. Staff was great and helpful. Closed to shops, cafe, and restaurants."
Pang 2-night trip
Posted 8 hours ago
Hadley Resort and Marina
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

8/10 Good
"Lovely hotel. Very expensive just to buy drinks though but good location."
Nichola 3-night trip
Posted 1 day ago
Playa Largo Resort & Spa, Autograph Collection
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Clean and comfortable rooms, but I did get a dated feel, but certainly served our purpose. The property supplied EVERYTHING needed to enjoy your stay. I didn’t have dinner there, but their breakfast was elevated and delish. The Adult pool we used had an exercise instructor, a spa and was crystal clear. Staff was friendly and accommodating. The roosters that roamed were the healthiest looking rooster I ever saw 😉. We wandered off the property but my observation was that you didn’t need to leave to stay busy and active, very self-contained."
Alice 2-night trip
Posted 1 day ago
Cheeca Lodge & Spa
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"1"
e 1-night trip
Posted 2 days ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"/"
billy 1-night trip
Posted 2 days ago
Chesapeake Beach Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"It’s the perfect stay for a relaxing beach getaway."
Bonny 1-night trip
Posted 2 days ago
The Pelican Key Largo Cottages
La Jolla Resort

La Jolla Resort

10/10 Excellent
"This is like an oasis along US 1 on the way down to Key West. We only stayed one night, but, in retrospect, I wish we had stayed a night or two more to take advantage of the amenities like the paddleboards and kayaks. It’s immaculately clean, everyone was so friendly, and the room was great. I can’t recommend this place more. It’s like a throwback to an earlier time, but completely updated. Plenty of restaurants to pick from nearby and the Islamorada Brewery across the street is great, and has a wonderful beer garden out back."
Michael 1-night trip
Posted 4 days ago
La Jolla Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Loved staying here and would stay again. Staff were so friendly and nice - made you feel like you knew them for years."
Stephen 2-night trip
Posted 4 days ago
Pines & Palms Resort

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