Photo by Cameron Abbott
Hotels in Upper Matecumbe Key
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Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.2 out of 10, Wonderful, (1,632 reviews)
cleanliness Escape to a peaceful ocean retreat with breathtaking sunset views in Islamorada.
The price is CNY1,318
CNY1,875 total
includes taxes & fees
Jan 28 - Jan 29

La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
cleanliness Serene oceanfront escape with a private beach and outdoor pool in Islamorada.

Sunset Inn
Sunset InnMatecumbe
9.4 out of 10, Exceptional, (1,000 reviews)
cleanliness Secluded tropical haven with free bikes for exploring Islamorada's treasures.
The price is CNY1,267
CNY1,504 total
includes taxes & fees
Jan 19 - Jan 20

Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,290 reviews)
The price is CNY1,891
CNY2,637 total
includes taxes & fees
Jan 29 - Jan 30

Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,262 reviews)
The price is CNY1,500
CNY2,197 total
includes taxes & fees
Jan 19 - Jan 20

Breezy Palms Resort
Breezy Palms ResortMatecumbe
8.8 out of 10, Excellent, (609 reviews)
cleanliness Coastal hideaway with marina access just steps from Breezy Palms Beach.
The price is CNY1,439
CNY1,981 total
includes taxes & fees
Jan 27 - Jan 28

Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
7.6 out of 10, Good, (1,000 reviews)
The price is CNY1,221
CNY1,601 total
includes taxes & fees
Jan 21 - Jan 22

Islander Resort
Islander ResortMatecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
The price is CNY2,229
CNY2,978 total
includes taxes & fees
Jan 29 - Jan 30

Pines & Palms Resort
Pines & Palms ResortMatecumbe
9.2 out of 10, Wonderful, (1,009 reviews)
cleanliness Private beachfront escape with a marina and outdoor pool in Islamorada.

Sands of Islamorada
Sands of IslamoradaMatecumbe
8.8 out of 10, Excellent, (394 reviews)
The price is CNY1,268
CNY1,521 total
includes taxes & fees
Jan 21 - Jan 22

The Islands of Islamorada
The Islands of IslamoradaMatecumbe
9.8 out of 10, Exceptional, (70 reviews)
cleanliness Escape to Islamorada's waterfront villas with dual pools and a rejuvenating hot tub.
The price is CNY4,243
CNY5,157 total
includes taxes & fees
Jan 19 - Jan 20

Bayside Villas by Islander Resort
Bayside Villas by Islander ResortMatecumbe
8.8 out of 10, Excellent, (405 reviews)
The price is CNY2,468
CNY3,247 total
includes taxes & fees
Feb 4 - Feb 5

Casa Morada
Casa MoradaMatecumbe
9.4 out of 10, Exceptional, (417 reviews)
cleanliness Florida Keys retreat with complimentary bikes and bayfront relaxation.
The price is CNY3,245
CNY4,198 total
includes taxes & fees
Jan 18 - Jan 19

La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
8.6 out of 10, Excellent, (1,001 reviews)
cleanliness Spacious keys escape with marina access and attentive staff at your service.
The price is CNY2,159
CNY2,938 total
includes taxes & fees
Jan 19 - Jan 20

Drop Anchor
Drop AnchorIslamorada
8.8 out of 10, Excellent, (1,000 reviews)
cleanliness Unwind at this oceanfront Art Deco gem with free kayaking and bicycles.
The price is CNY1,095
CNY1,476 total
includes taxes & fees
Jan 19 - Jan 20

The Ocean View Inn & Pub
The Ocean View Inn & PubIslamorada
8.6 out of 10, Excellent, (14 reviews)
cleanliness Experience paradise at oceanfront hotel with restaurant in laid-back Islamorada.
The price is CNY1,702
CNY1,914 total
includes taxes & fees
Jan 21 - Jan 22

Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
8.2 out of 10, Very Good, (1,002 reviews)
cleanliness Oceanfront retreat in Islamorada boasts art deco charm and complimentary kayaking.
The price is CNY1,189
CNY1,565 total
includes taxes & fees
Jan 19 - Jan 20

Coconut Cove Resort and Marina
Coconut Cove Resort and MarinaIslamorada
9.0 out of 10, Wonderful, (167 reviews)
cleanliness Sunny Islamorada beach escape with marina access and complimentary breakfast.
The price is CNY1,812
CNY2,039 total
includes taxes & fees
Jan 18 - Jan 19

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio ResortIslamorada
9.0 out of 10, Wonderful, (132 reviews)
cleanliness Oceanfront paradise with marina access and 3 outdoor pools to explore.
The price is CNY1,948
CNY2,654 total
includes taxes & fees
Jan 21 - Jan 22

Treasure Harbor
Treasure HarborIslamorada
9.0 out of 10, Wonderful, (124 reviews)
cleanliness Oceanfront Florida Keys escape with on-site dock and pool for tropical getaways.
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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Showing deals for:Jan 16 - Jan 17
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The price is CNY2,524
per night
CNY3,265 total
includes taxes & fees
Showing deals for:Jan 23 - Jan 25
We have 1 left at
The price is CNY3,605
per night
CNY9,329 total
includes taxes & fees
Check out pet-friendly hotels in Upper Matecumbe Key

9.2 out of 10, Wonderful, (1632)
The price is CNY1,318
CNY1,875 total
includes taxes & fees
Jan 28 - Jan 29
You can also stay at hotels with an ocean view in Upper Matecumbe Key

9.2 out of 10, Wonderful, (1632)
The price is CNY1,318
CNY1,875 total
includes taxes & fees
Jan 28 - Jan 29
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.
Go beyond your typical stay in Upper Matecumbe Key
Top landmarks in South Florida
Learn more about Upper Matecumbe Key
Upper Matecumbe Key is applauded for its cultural attractions such as MoradaWay Arts & Cultural District and History of Diving Museum.

Photo by Cameron Abbott
Open Photo by Cameron Abbott
Check out reviews of Upper Matecumbe Key hotels guests love

Waterside Suites & Marina
10/10 Excellent
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