Upper Matecumbe Key, FL Guest Houses from ￥22,316

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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Our top choices for Upper Matecumbe Key guest houses

1. Charming Suite @Islamorada With Pool Access - Twilight Suite

Matecumbe

￥400,372 total

includes taxes & fees

Oct 15 - Oct 16

An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

2. Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Matecumbe

￥400,017 total

includes taxes & fees

Oct 15 - Oct 16

3. Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Matecumbe

￥380,208 total

includes taxes & fees

Oct 15 - Oct 16

A deck with a white railing, a lounge chair, a blue towel, and a large umbrella.

4. Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Matecumbe

￥200,186 total

includes taxes & fees

Oct 15 - Oct 16

A beach with rows of sun loungers and palm trees.

5. Ragged Edge Resort & Marina

Islamorada

Nathalie

￥22,316 total

includes taxes & fees

Oct 18 - Oct 19

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Top Upper Matecumbe Key Hotel Reviews

La Jolla Resort

10/10 Excellent

"It’s such a cute place. We really enjoyed our stay. The staff are fantastic. The only issue we had was that the WIFI is bad, nearly unusable in unit Q. It seemed to work fine around the rest of the resort. The TV disconnected from the internet every 5 mins, same thing with our phones. It wasn’t a huge issue for us since everything else was so great there, especially the staff, who are very helpful!!"