Find hotels in Upper Matecumbe Key, FL from ₩176,414

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Compare 2,822 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1552)
"Wonderful property, breakfast was awesome "
United States
Carl
The price is ₩175,199
₩277,515 total
includes taxes & fees
Nov 4 - Nov 5
Chesapeake Beach Resort
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1268)
"This resort was amazing!"
United States
Paul
The price is ₩284,492
₩416,552 total
includes taxes & fees
Nov 4 - Nov 5
Cheeca Lodge & Spa
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1008)
"Very happy with accommodations. Simone at the Front Desk was amazing."
United States
Peter
Pines & Palms Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1277)
"Great hotel with a perfect location and friendly staff."
United States
Amir
The price is ₩220,982
₩343,503 total
includes taxes & fees
Nov 30 - Dec 1
Amara Cay Resort
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Conveniently located to dining options and attractions to explore and do."
United States
Tony
The price is ₩160,445
₩180,500 total
includes taxes & fees
Nov 4 - Nov 5
Sunset Inn
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"Clean rooms, great ambiance and service. Would definitely go again!!"
United States
Gary
The price is ₩211,332
₩332,646 total
includes taxes & fees
Nov 30 - Dec 1
La Siesta Resort & Villas
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1015)
"Staff at resort were extremely friendly and helpful. Highly recommend if visiting Islamorada"
United States
Thalia
The price is ₩297,359
₩431,027 total
includes taxes & fees
Nov 9 - Nov 10
Islander Resort
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1001)
"Super "
United States
Michel
The price is ₩165,978
₩233,373 total
includes taxes & fees
Nov 4 - Nov 5
Hadley Resort and Marina
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"Beautiful"
United States
Zoila N
The price is ₩347,396
₩429,906 total
includes taxes & fees
Nov 5 - Nov 6
Casa Morada
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (553)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
The price is ₩98,943
₩162,632 total
includes taxes & fees
Nov 11 - Nov 12
Breezy Palms Resort
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is ₩1,000,727
₩1,204,625 total
includes taxes & fees
Nov 4 - Nov 5
The Islands of Islamorada
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Excellent motel"
United States
heidy
La Jolla Resort
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (389)
"Nicely renovated older, smaller hotel with friendly staff that accommodates different arrival and departure times. Very clean, could have a better kitchen area, but comfortable stay!"
United States
Callie
The price is ₩213,012
₩258,946 total
includes taxes & fees
Nov 4 - Nov 5
Sands of Islamorada
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (392)
"Beautiful property loads of thing to do or do nothing. Great restaurao"
United States
Leslie
The price is ₩281,004
₩412,628 total
includes taxes & fees
Nov 20 - Nov 21
Bayside Villas by Islander Resort
Lime Tree Bay Resort
3.5 star property
9.2 out of 10, Wonderful, (1099)
"Clean, peaceful, plenty to do without leaving the property. "
United States
Valeria
Lime Tree Bay Resort
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1600)
"Wonderful resort ! "
United States
Amir
The price is ₩166,464
₩223,012 total
includes taxes & fees
Nov 18 - Nov 19
Bayside Inn Key Largo
Coconut Cove Resort and Marina
3.0 star property
9.0 out of 10, Wonderful, (136)
"Really great facility, very relaxing "
United States
ken
The price is ₩217,444
₩244,624 total
includes taxes & fees
Nov 4 - Nov 5
Coconut Cove Resort and Marina
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1058)
"Amazing property, very relaxing and quiet, rooms are nice and clean , the ocean was perfect "
United States
Jeremy
Rock Reef Resort
Marina Del Mar Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (1630)
"This was our 5th year staying there love the 1bdrm suite"
United States
Roberta
The price is ₩156,757
₩216,566 total
includes taxes & fees
Nov 4 - Nov 5
Marina Del Mar Resort and Marina
Hawks Cay Resort
4.0 star property
8.0 out of 10, Very Good, (1020)
"Fantastic family resort. Like most of the Keys the properties are older but they’ve done a great job renovating the resort. Salt and Ash and Angler Ale had great food. We will likely go back. "
United States
Kevin
The price is ₩314,729
₩453,972 total
includes taxes & fees
Nov 16 - Nov 17
Hawks Cay Resort
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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