Photo by Cameron Abbott

Hotels in Upper Matecumbe Key

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Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
Matecumbe
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
Chesapeake Beach Resort
La Jolla Resort
La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Serene oceanfront escape with a private beach and outdoor pool in Islamorada.
La Jolla Resort
Sunset Inn
Sunset Inn
3.0 star property
Matecumbe
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
Sunset Inn
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,290 reviews)
The price is CNY1,891
CNY2,637 total
includes taxes & fees
Jan 29 - Jan 30
Cheeca Lodge & Spa
Amara Cay Resort
Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,262 reviews)
The price is CNY1,500
CNY2,197 total
includes taxes & fees
Jan 19 - Jan 20
Amara Cay Resort
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
Matecumbe
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
Breezy Palms Resort
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
The price is CNY1,221
CNY1,601 total
includes taxes & fees
Jan 21 - Jan 22
Hadley Resort and Marina
Islander Resort
Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
The price is CNY2,229
CNY2,978 total
includes taxes & fees
Jan 29 - Jan 30
Islander Resort
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Private beachfront escape with a marina and outdoor pool in Islamorada.
Pines & Palms Resort
Sands of Islamorada
Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (394 reviews)
The price is CNY1,268
CNY1,521 total
includes taxes & fees
Jan 21 - Jan 22
Sands of Islamorada
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
Matecumbe
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
The Islands of Islamorada
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (405 reviews)
The price is CNY2,468
CNY3,247 total
includes taxes & fees
Feb 4 - Feb 5
Bayside Villas by Islander Resort
Casa Morada
Casa Morada
3.5 star property
Matecumbe
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
Casa Morada
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
Matecumbe
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
La Siesta Resort & Villas
Drop Anchor
Drop Anchor
3.0 star property
Islamorada
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
Drop Anchor
The Ocean View Inn & Pub
The Ocean View Inn & Pub
2.0 star property
Islamorada
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
The Ocean View Inn & Pub
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
Islamorada
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
Fisher Inn Resort & Marina
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
Islamorada
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
Coconut Cove Resort and Marina
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
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
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Treasure Harbor
Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (124 reviews)
  • cleanliness
    Oceanfront Florida Keys escape with on-site dock and pool for tropical getaways.
Treasure Harbor
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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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.

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.

Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.
Photo by Cameron Abbott
Open Photo by Cameron Abbott

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