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Go beyond your typical stay in Upper Matecumbe Key

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Pet friendly
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Our top choices for Upper Matecumbe Key hotels

1. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.4 out of 10, Exceptional, (1,812 reviews)
The price is CA $218
CA $324 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 CA $253
CA $388 total
includes taxes & fees
Nov 15 - Nov 16

3. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,514 reviews)
The price is CA $256
CA $391 total
includes taxes & fees
Nov 15 - Nov 16

4. Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,336 reviews)
The price is CA $233
CA $365 total
includes taxes & fees
Nov 17 - Nov 18

5. La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
The price is CA $188
CA $251 total
includes taxes & fees
Nov 18 - Nov 19

6. Breezy Palms Resort
Breezy Palms ResortMatecumbe
9.0 out of 10, Wonderful, (785 reviews)
The price is CA $170
CA $214 total
includes taxes & fees
Nov 17 - Nov 18

7. Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
7.6 out of 10, Good, (1,003 reviews)
The price is CA $177
CA $245 total
includes taxes & fees
Nov 12 - Nov 13

8. Pines & Palms Resort
Pines & Palms ResortMatecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
The price is CA $270
CA $382 total
includes taxes & fees
Nov 15 - Nov 16

9. La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
8.6 out of 10, Excellent, (1,000 reviews)
The price is CA $218
CA $349 total
includes taxes & fees
Nov 16 - Nov 17

10. Bayside Villas by Islander Resort
Bayside Villas by Islander ResortMatecumbe
9.0 out of 10, Wonderful, (468 reviews)
The price is CA $354
CA $501 total
includes taxes & fees
Nov 11 - Nov 12

11. Sands of Islamorada
Sands of IslamoradaMatecumbe
8.8 out of 10, Excellent, (416 reviews)
The price is CA $271
CA $324 total
includes taxes & fees
Nov 19 - Nov 20

12. The Islands of Islamorada
The Islands of IslamoradaMatecumbe
9.6 out of 10, Exceptional, (83 reviews)
The price is CA $907
CA $1,124 total
includes taxes & fees
Nov 29 - Nov 30

13. Casa Morada
Casa MoradaMatecumbe
9.2 out of 10, Wonderful, (467 reviews)
The price is CA $259
CA $308 total
includes taxes & fees
Dec 7 - Dec 8

14. Lime Tree Bay Resort
Lime Tree Bay ResortLong Key
9.4 out of 10, Exceptional, (1,588 reviews)
The price is CA $175
CA $260 total
includes taxes & fees
Nov 18 - Nov 19

15. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
7.8 out of 10, Good, (1,007 reviews)
The price is CA $139
CA $201 total
includes taxes & fees
Nov 17 - Nov 18

16. Drift Hotel
Drift HotelKey Largo
9.0 out of 10, Wonderful, (1,006 reviews)
The price is CA $158
CA $194 total
includes taxes & fees
Nov 11 - Nov 12

17. Atlantic Bay Resort
Atlantic Bay ResortTavernier
9.4 out of 10, Exceptional, (836 reviews)
The price is CA $210
CA $269 total
includes taxes & fees
Dec 1 - Dec 2

18. Fisher Inn Resort & Marina
Fisher Inn Resort & MarinaIslamorada
8.2 out of 10, Very good, (1,004 reviews)
The price is CA $182
CA $251 total
includes taxes & fees
Nov 29 - Nov 30

19. Rock Reef Resort
Rock Reef ResortRock Harbor
9.2 out of 10, Wonderful, (1,209 reviews)
The price is CA $128
CA $144 total
includes taxes & fees
Nov 17 - Nov 18

20. The Pelican Key Largo Cottages
The Pelican Key Largo CottagesKey Largo
9.0 out of 10, Wonderful, (1,009 reviews)
The price is CA $141
CA $159 total
includes taxes & fees
Nov 29 - Nov 30
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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