11 best hotels in Upper Matecumbe Key
Star rating
Review score
Our top picks
Lowest price first
Nearest to
Best reviewed









Chesapeake Beach Resort
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Free Wi-Fi in all rooms!
- Front desk [24-hour]
- Hot tub
- Swimming pool [outdoor]
- Luggage storage
- Check-in/out [private]
"The resort is well equipped, laid back and a wonderful place to unwind."
8.4
Excellent
21 reviews







![Swimming pool [outdoor], Cheeca Lodge & Spa in Upper Matecumbe Key Swimming pool [outdoor], Cheeca Lodge & Spa in Upper Matecumbe Key](http://pix10.agoda.net/hotelImages/245/2458435/2458435_17072702040054705527.jpg?ca=6&ce=1&s=100x100)

Cheeca Lodge & Spa
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Valet parking
- Shuttle service
- Free Wi-Fi in all rooms!
- Front desk [24-hour]
- Hot tub
- Fitness center
- Bicycles
- Luggage storage
"Beautiful location Peaceful setting quiet family orientated with separate pools for children Great food especially prime steak Illy coffee in our spacious room"
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8.6
Excellent
17 reviews









La Siesta Resort & Villas
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Shuttle service
- Free Wi-Fi in all rooms!
- Swimming pool [outdoor]
- Private beach
- Bicycles
- Bar
"Our room was large with a great balcony overlooking pool and ocean."
9.1
Exceptional
10 reviews
Avg price per night
$ 566









Hadley House Resort
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Free Wi-Fi in all rooms!
- Check-in/out [express]
- Swimming pool [outdoor]
- Private beach
- BBQ facilities
- Luggage storage
"Super friendly and helpful, would stay again!"
6.2
Very good
8 reviews









Sunset Inn
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Car park
- Free Wi-Fi in all rooms!
- BBQ facilities
- Contactless check-in/out
- Swimming pool [outdoor]
- Game room
- Wi-Fi in public areas
- Daily housekeeping
"2* at most.
For @$20 more per night, the Postcard is a nearby, proper resort - beachfront - with good facilities and a good 3*+.
"
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8.9
Excellent
14 reviews
Avg price per night
$ 263









Islander Resort
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Car park
- Free Wi-Fi in all rooms!
- Front desk [24-hour]
- BBQ facilities
- Hot tub
- Swimming pool [outdoor]
- Private beach
- Bar
"It was again a wonderful experience."
8.7
Excellent
6 reviews









Amara Cay Resort
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Shuttle service
- Front desk [24-hour]
- Fitness center
- Swimming pool [outdoor]
- Bicycles
- Check-in/out [express]
"Sophie at the front desk was very helpful and, in general, all the staff was very responsive, friendly and reliable."
8.6
Excellent
66 reviews









Casa Morada
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Free Wi-Fi in all rooms!
- Luggage storage
- Swimming pool [outdoor]
- Private beach
- Bicycles
- Check-in/out [private]
Avg price per night
$ 525









Sands of Islamorada
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Free Wi-Fi in all rooms!
- BBQ facilities
- Hot tub
- Swimming pool [outdoor]
- Contactless check-in/out
- Game room
"this quaint little place is perfect for a more intimate mom and pop feeling spot."
8.7
Excellent
3 reviews
Avg price per night
$ 246









La Jolla Resort
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Bicycle rental
- Car park
- Free Wi-Fi in all rooms!
- BBQ facilities
- Contactless check-in/out
- Swimming pool [outdoor]
- Private beach
- Concierge
"We loved our stay here!"
9
Exceptional
9 reviews









Chesapeake Beach Resort
Upper Matecumbe Key,Upper Matecumbe Key - View on map- Pets allowed
- Car park
- Free Wi-Fi in all rooms!
- Front desk [24-hour]
- Hot tub
- Swimming pool [outdoor]
- Luggage storage
- Check-in/out [private]
"The resort is well equipped, laid back and a wonderful place to unwind."
8.4
Excellent
21 reviews
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Upper Matecumbe Key is one of Islamorada (FL)'s most visited destinations. With a wide number of attractions to discover, this sought-after part of town will not cease to amaze you. Upper Matecumbe Key has a lot to offer: famous sites, great restaurants and a range of exciting entertainment.
Enjoy the best deals provided by Agoda.com when choosing to stay in Islamorada (FL). Explore a full list of accommodations and find the perfect place for you. To locate the best hotel deals in Upper Matecumbe Key, simply fill your travel dates in the search box.
Enjoy the best deals provided by Agoda.com when choosing to stay in Islamorada (FL). Explore a full list of accommodations and find the perfect place for you. To locate the best hotel deals in Upper Matecumbe Key, simply fill your travel dates in the search box.