Search Villas in Upper Matecumbe Key

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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, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveler
The price is AED 3,302
AED 3,917 total
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
The price is AED 8,448
AED 13,143 total
includes taxes & fees
10 Feb - 11 Feb
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"What a great place to stay in the Key. W had a great time, my wife and two boys who are 20 and 23 lived the Villa. The boys lived the kayaks and we took advantage of walking to our deep sea fishing charter just across the road as well as swimming with the the dolphins at Dolphin a discovery both on Duck Key. Very clean. Beautiful views, great amenitis in the home, just wonderful. Also great to be in the middle of the keys to explore the whole area."
United States
Matt B.
The price is AED 1,466
AED 2,808 total
includes taxes & fees
10 Mar - 11 Mar
Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg

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, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is AED 1,539
AED 2,940 total
includes taxes & fees
2 Mar - 3 Mar
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

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, (25 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AED 1,062
AED 2,392 total
includes taxes & fees
9 Feb - 10 Feb
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Waterfront Lagoon Retreat | Kayaks • Paddleboard • Golf Cart

Waterfront Lagoon Retreat | Kayaks • Paddleboard • Golf Cart
Key Largo
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place to stay! This complex is full of very friendly people- cool location right on the lagoon, with a jetty a short golf cart ride or walk away!! Two pools and a wadable beach at the lagoon. Lots of great restaurants and bars nearby- twas a great vacation for us!! "
United States
Kris I.
The price is AED 1,461
AED 3,227 total
includes taxes & fees
9 Feb - 10 Feb
Waterfront Lagoon Retreat | Kayaks • Paddleboard • Golf Cart

Free Golf Cart Free Kayaks Steps to Pool Pickleball

Free Golf Cart Free Kayaks Steps to Pool Pickleball
Key Largo
9.6 out of 10, Exceptional, (87 reviews)
"We had a great time"
United States
Tania R.
The price is AED 1,511
AED 3,539 total
includes taxes & fees
16 Feb - 17 Feb
Free Golf Cart Free Kayaks Steps to Pool Pickleball

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (91 reviews)
"Family of 6, we had a great stay. Everything was very clean, well decorated, and thought out. The pool was great, fitness center was well equipped, and the pickleball was fun. Local restaurants were great as well."
United States
Steve N.
The price is AED 1,759
AED 3,188 total
includes taxes & fees
6 Mar - 7 Mar
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

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 AED 1,539
AED 2,970 total
includes taxes & fees
4 Mar - 5 Mar
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

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
The price is AED 2,751
AED 5,221 total
includes taxes & fees
8 Feb - 9 Feb
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

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, (31 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is AED 1,539
AED 2,951 total
includes taxes & fees
9 Mar - 10 Mar
Villa 7075 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, (20 reviews)
"We got what we were looking for a nice relaxing weekend and the place felt like home. Great views and location."
United States
Alberto R.
The price is AED 2,012
AED 4,832 total
includes taxes & fees
25 Feb - 26 Feb
Oceanview • Pool View • Indoor/Outdoor Pickleball

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

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (8 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is AED 1,098
AED 2,441 total
includes taxes & fees
9 Feb - 10 Feb
Villa 5028 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
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is AED 1,539
AED 2,999 total
includes taxes & fees
10 Feb - 11 Feb
Villa 5087 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
9.6 out of 10, Exceptional, (57 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is AED 1,098
AED 2,441 total
includes taxes & fees
9 Feb - 10 Feb
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
10.0 out of 10, Exceptional, (1 review)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is AED 1,466
AED 2,880 total
includes taxes & fees
8 Feb - 9 Feb
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, (1 review)
"Host was very accommodating and everything was clean and just a lovely, lovely home and setting. All beds are comfortable and we appreciated the plentiful towels. "
United States
Patricia W. K.
The price is AED 2,200
AED 4,407 total
includes taxes & fees
9 Feb - 10 Feb
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