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Our top choices for Upper Matecumbe Key villas

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (73 reviews)
"This place exceeded my expectations. Such a beautiful and quiet setting. Don't want to leave, but I will definitely be backa a beautiful "
United States
Beth
The price is AU$1,194
includes taxes & fees
13 Apr - 14 Apr
The Islands of Islamorada

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (95 reviews)
"Property was very well maintained, location was perfect and the amenities were exactly what we’d hoped"
United States
Sarah S.
The price is AU$1,077
includes taxes & fees
30 Apr - 1 May
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is AU$933
includes taxes & fees
12 Apr - 13 Apr
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is AU$995
includes taxes & fees
13 Apr - 14 Apr
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Oceanview • Pool View • Indoor/Outdoor Pickleball

Oceanview • Pool View • Indoor/Outdoor Pickleball
Rock Harbor
9.6 out of 10, Exceptional, (23 reviews)
"Loved the resort feel of this property."
United States
brian N.
Oceanview • Pool View • Indoor/Outdoor Pickleball

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (32 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is AU$978
includes taxes & fees
13 Apr - 14 Apr
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (1 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is AU$933
includes taxes & fees
12 Apr - 13 Apr
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Duck Key
9.8 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is AU$961
includes taxes & fees
12 Apr - 13 Apr
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (1 review)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is AU$1,971
includes taxes & fees
20 Apr - 21 Apr
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.6 out of 10, Excellent, (27 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AU$916
includes taxes & fees
12 Apr - 13 Apr
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Luxe Beachfront Villa

Luxe Beachfront Villa
3.0 star property
Matecumbe
Luxe Beachfront Villa

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is AU$933
includes taxes & fees
12 Apr - 13 Apr
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (59 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is AU$941
includes taxes & fees
13 Apr - 14 Apr
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (3 reviews)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is AU$941
includes taxes & fees
13 Apr - 14 Apr
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
10.0 out of 10, Exceptional, (3 reviews)
"Hawks Cay is a really beautiful spot. Frank’s place is nice, clean and convenient to Marathon "
United States
Morgan W.
The price is AU$1,736
includes taxes & fees
12 Apr - 13 Apr
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
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

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Villas information

Number of reviews
353
Accommodation
95 Villas
Lowest Price
AU$916
Highest Price
AU$1,971

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