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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Villas in Upper Matecumbe Key

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ￥83,001
￥101,696 total
includes taxes & fees
Oct 19 - Oct 20
The Islands of Islamorada
Outdoor dining
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
The price is ￥33,867
￥85,656 total
includes taxes & fees
Oct 19 - Oct 20
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (54)
"Very clean. "
The price is ￥35,698
￥88,319 total
includes taxes & fees
Nov 14 - Nov 15
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (29)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
The price is ￥38,304
￥91,251 total
includes taxes & fees
Oct 19 - Oct 20
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior detail
Seas the Keys Getaway
Seas the Keys Getaway
9.6 out of 10, Exceptional, (8)
"Heated dip pool/hot tub. On the canal, great hosts, prompt replies and great communication."
The price is ￥34,916
￥71,939 total
includes taxes & fees
Oct 19 - Oct 20
Seas the Keys Getaway
Exterior
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
The price is ￥34,764
￥87,252 total
includes taxes & fees
Nov 10 - Nov 11
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay."
The price is ￥47,995
￥104,512 total
includes taxes & fees
Oct 19 - Oct 20
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Exterior
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
The price is ￥30,909
￥81,876 total
includes taxes & fees
Oct 19 - Oct 20
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
The price is ￥36,825
￥89,437 total
includes taxes & fees
Oct 19 - Oct 20
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
9.0 out of 10, Wonderful, (8)
"Property was clean and comfortable with an excellent sunset view each evening."
The price is ￥37,577
￥90,131 total
includes taxes & fees
Nov 16 - Nov 17
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
The price is ￥33,246
￥85,241 total
includes taxes & fees
Nov 10 - Nov 11
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
The price is ￥75,304
￥158,040 total
includes taxes & fees
Oct 20 - Oct 21
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Love this place. Great beach/pool. Lovely room with great bathroom. Unbelievable view of the sunrise over the water from our balcony "
Vickie 4-night trip
Posted 2 days ago
Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Villas information

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