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

Upper Matecumbe Key Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Upper Matecumbe Key vacation rentals

Exterior

1. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (726 reviews)
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
United States
roger
The price is ₩145,249
₩185,992 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort
Private beach, sun loungers, beach umbrellas, beach towels

2. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (179 reviews)
"Very pleased with our stay"
United States
Vernon Micheal
The price is ₩362,485
₩407,787 total
includes taxes & fees
Aug 16 - Aug 17
Island Bay Resort
25-inch flat-screen TV with digital channels, TV

3. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (170 reviews)
"The houseboat were a great experience not only for the kid's but the adults also. Seeing the manatees swim around the cove was awesome! It was a great place to meet your neighbors as the porches are very close. The swimming pool is a great addition to the property! If going back to the area, I would definitely go there again! We really enjoyed our visit there!"
United States
Kelly
The price is ₩164,361
₩383,987 total
includes taxes & fees
Aug 16 - Aug 17
Treasure Harbor
Exterior

4. Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
"Great experience ! Will do it again"
United States
Deivys
The price is ₩1,164,856
₩1,310,463 total
includes taxes & fees
Aug 23 - Aug 24
Premium Floating Bungalow by Stay Ombi
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.
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Top Upper Matecumbe Key Hotel Reviews

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

10/10 Excellent
"In general, it was a beautiful experience. The villa (with two floors) is cute with a nice view. Very complete amenities for a family trip. We went there to celebrate our anniversary and they upgraded our room. That was something special we really appreciate it! All the staff were kind, especially Sara from the front desk, very attentive. About the restaurant, again the people were nice and the food was not bad but could be better. Standard food for high prices. The menu was also quite limited. In the end, we enjoyed our stay, and we really recommend it. Definitely, we’ll come back!"
Daniela 1-night trip
Posted 4 hours ago
Bayside Villas by Islander Resort

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