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Go beyond your typical stay in Upper Matecumbe Key

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,510 reviews)
The price is ¥28,732
¥43,913 total
includes taxes & fees
Nov 19 - Nov 20

2. Islander Resort
Islander ResortMatecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
The price is ¥28,400
¥43,538 total
includes taxes & fees
Nov 15 - Nov 16

3. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.4 out of 10, Exceptional, (1,809 reviews)
The price is ¥22,717
¥34,471 total
includes taxes & fees
Nov 10 - Nov 11

4. Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,332 reviews)
The price is ¥25,571
¥40,358 total
includes taxes & fees
Nov 15 - Nov 16

5. La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
The price is ¥19,857
¥26,797 total
includes taxes & fees
Nov 18 - Nov 19

6. The Islands of Islamorada
The Islands of IslamoradaMatecumbe
9.6 out of 10, Exceptional, (83 reviews)
The price is ¥102,994
¥127,458 total
includes taxes & fees
Nov 16 - Nov 17

7. Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
7.6 out of 10, Good, (1,002 reviews)
The price is ¥21,252
¥29,081 total
includes taxes & fees
Nov 29 - Nov 30

8. Breezy Palms Resort
Breezy Palms ResortMatecumbe
9.0 out of 10, Wonderful, (780 reviews)
The price is ¥10,954
¥20,539 total
includes taxes & fees
Nov 10 - Nov 11

9. Bayside Villas by Islander Resort
Bayside Villas by Islander ResortMatecumbe
9.0 out of 10, Wonderful, (468 reviews)
The price is ¥39,204
¥55,692 total
includes taxes & fees
Nov 8 - Nov 9

10. La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
8.6 out of 10, Excellent, (1,000 reviews)
The price is ¥24,002
¥38,592 total
includes taxes & fees
Nov 17 - Nov 18

11. Pines & Palms Resort
Pines & Palms ResortMatecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
The price is ¥30,085
¥42,583 total
includes taxes & fees
Nov 15 - Nov 16

12. Sands of Islamorada
Sands of IslamoradaMatecumbe
8.8 out of 10, Excellent, (416 reviews)
The price is ¥30,238
¥36,144 total
includes taxes & fees
Nov 22 - Nov 23

13. Casa Morada
Casa MoradaMatecumbe
9.2 out of 10, Wonderful, (467 reviews)
The price is ¥29,097
¥34,517 total
includes taxes & fees
Nov 16 - Nov 17

14. 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, (308 reviews)
The price is ¥32,837
¥48,532 total
includes taxes & fees
Nov 29 - Nov 30

15. Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee BayKey Largo
8.8 out of 10, Excellent, (1,130 reviews)
The price is ¥20,672
¥23,257 total
includes taxes & fees
Nov 16 - Nov 17

16. Baker's Cay Resort Key Largo, Curio Collection by Hilton
Baker's Cay Resort Key Largo, Curio Collection by HiltonKey Largo
8.8 out of 10, Excellent, (1,200 reviews)
The price is ¥41,712
¥55,663 total
includes taxes & fees
Nov 29 - Nov 30

17. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
7.8 out of 10, Good, (1,003 reviews)
The price is ¥15,547
¥22,516 total
includes taxes & fees
Nov 17 - Nov 18

18. Drop Anchor
Drop AnchorIslamorada
8.6 out of 10, Excellent, (1,001 reviews)
The price is ¥16,859
¥24,512 total
includes taxes & fees
Nov 10 - Nov 11

19. Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph CollectionRock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
The price is ¥41,680
¥55,627 total
includes taxes & fees
Nov 29 - Nov 30

20. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
8.2 out of 10, Very good, (1,001 reviews)
The price is ¥20,421
¥28,144 total
includes taxes & fees
Nov 30 - Dec 1
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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Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..









































































































