Photo by Cameron Abbott

Upper Matecumbe Key condominium resorts to rent from $156
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Recommended hotels in Upper Matecumbe Key

1. Cheeca Lodge & Spa
Cheeca Lodge & SpaMatecumbe
9.2 out of 10, Wonderful, (1,514 reviews)
$227 nightly
The price is $246
Dec 1 - Dec 2
Total with taxes and fees

2. Islander Resort
Islander ResortMatecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
$250 nightly
The price is $282
Nov 15 - Nov 16
Total with taxes and fees

3. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
9.4 out of 10, Exceptional, (1,811 reviews)
$190 nightly
The price is $214
Nov 10 - Nov 11
Total with taxes and fees

4. La Jolla Resort
La Jolla ResortMatecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
$177 nightly
The price is $199
Nov 18 - Nov 19
Total with taxes and fees

5. Amara Cay Resort
Amara Cay ResortMatecumbe
8.8 out of 10, Excellent, (1,335 reviews)
$222 nightly
The price is $250
Nov 17 - Nov 18
Total with taxes and fees

6. Breezy Palms Resort
Breezy Palms ResortMatecumbe
9.0 out of 10, Wonderful, (783 reviews)
$139 nightly
The price is $156
Nov 17 - Nov 18
Total with taxes and fees

7. Hadley Resort and Marina
Hadley Resort and MarinaMatecumbe
7.6 out of 10, Good, (1,002 reviews)
$168 nightly
The price is $189
Nov 10 - Nov 11
Total with taxes and fees

8. Pines & Palms Resort
Pines & Palms ResortMatecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
$288 nightly
The price is $324
Nov 15 - Nov 16
Total with taxes and fees

9. La Siesta Resort & Villas
La Siesta Resort & VillasMatecumbe
8.6 out of 10, Excellent, (1,000 reviews)
$237 nightly
The price is $266
Nov 15 - Nov 16
Total with taxes and fees

10. Bayside Villas by Islander Resort
Bayside Villas by Islander ResortMatecumbe
9.0 out of 10, Wonderful, (468 reviews)
$334 nightly
The price is $376
Nov 10 - Nov 11
Total with taxes and fees

11. Sands of Islamorada
Sands of IslamoradaMatecumbe
8.8 out of 10, Excellent, (416 reviews)
$204 nightly
The price is $230
Nov 16 - Nov 17
Total with taxes and fees

12. The Islands of Islamorada
The Islands of IslamoradaMatecumbe
9.6 out of 10, Exceptional, (83 reviews)
$771 nightly
The price is $867
Nov 10 - Nov 11
Total with taxes and fees

13. Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm SuiteMatecumbe
$3,105 nightly
The price is $3,480
Nov 16 - Nov 17
Total with taxes and fees

14. Charming Suite @Islamorada With Pool Access - Twilight Suite
Charming Suite @Islamorada With Pool Access - Twilight SuiteMatecumbe
$2,070 nightly
The price is $2,320
Nov 16 - Nov 17
Total with taxes and fees













































