Upper Matecumbe Key Hotels

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Top 10 trending Upper Matecumbe Key hotels

Chesapeake Beach Resort

3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1582)
"Great breakfast very well kept grounds"
United States
James
The price is P8,197
P12,532 total
includes taxes & fees
Dec 1 - Dec 2
Chesapeake Beach Resort

Pines & Palms Resort

3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1002)
"Great staff and excellent customer service. Absolute beautiful place with great amenities."
Canada
Jesse
The price is P8,197
P12,466 total
includes taxes & fees
Dec 2 - Dec 3
Pines & Palms Resort

Cheeca Lodge & Spa

5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1273)
"It was absolutely beautiful and the staff was always super nice!"
United States
Mary
The price is P15,295
P21,193 total
includes taxes & fees
Dec 1 - Dec 2
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1266)
"Great place and great staff"
United States
Christian
The price is P9,096
P14,139 total
includes taxes & fees
Dec 1 - Dec 2
Amara Cay Resort

Sunset Inn

3.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1003)
"Great place to stay!"
United States
Heather
The price is P6,628
P8,120 total
includes taxes & fees
Nov 25 - Nov 26
Sunset Inn

La Siesta Resort & Villas

4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1000)
"Excellent stay with great amenities."
United States
Maria
The price is P8,699
P13,692 total
includes taxes & fees
Dec 3 - Dec 4
La Siesta Resort & Villas

Hadley Resort and Marina

3.5 star property
Matecumbe
7.8 out of 10, Good, (1002)
"Azaya at the front desk was GREAT!! Boat launch on property free for guests. Perfect location comfy rooms! "
United States
Jeff
The price is P5,125
P7,686 total
includes taxes & fees
Dec 2 - Dec 3
Hadley Resort and Marina

Islander Resort

4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1010)
"The room and amenities were great and it was quiet.. just what we needed"
United States
Sandra
The price is P14,385
P20,170 total
includes taxes & fees
Dec 4 - Dec 5
Islander Resort

Casa Morada

3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (411)
"Really great stay, super romantic "
United States
Alexander
The price is P24,361
P31,517 total
includes taxes & fees
Dec 1 - Dec 2
Casa Morada

Breezy Palms Resort

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (572)
"Best hotel for the price"
United States
luzdari
The price is P4,829
P8,493 total
includes taxes & fees
Dec 1 - Dec 2
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (68)
"Great for family vacation with kids. love it"
United States
Dixania
The price is P41,337
P49,760 total
includes taxes & fees
Nov 30 - Dec 1
The Islands of Islamorada

La Jolla Resort

2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1000)
"Great place to stay lovely staff Easy to find "
United Kingdom
diane
The price is P4,078
P6,243 total
includes taxes & fees
Nov 30 - Dec 1
La Jolla Resort

Sands of Islamorada

2.5 star property
Matecumbe
8.8 out of 10, Excellent, (390)
"The hotel was reasonably priced and while a little dated, the rooms were large and clean. The staff was SUPER nice. All in all, a great place to stay a couple nights in the keys at a reasonable price. Would definitely recommend!"
United States
Amanda
The price is P9,567
P11,560 total
includes taxes & fees
Nov 23 - Nov 24
Sands of Islamorada

Bayside Villas by Islander Resort

3.5 star property
Matecumbe
8.8 out of 10, Excellent, (399)
"Great place to stay"
United States
Gregory
The price is P13,903
P19,627 total
includes taxes & fees
Dec 11 - Dec 12
Bayside Villas by Islander Resort

Coconut Cove Resort and Marina

3.0 star property
Islamorada
9.0 out of 10, Wonderful, (141)
"Quiet and relaxing. Great place"
United States
Edward
The price is P8,982
P10,105 total
includes taxes & fees
Nov 23 - Nov 24
Coconut Cove Resort and Marina

Lime Tree Bay Resort

3.5 star property
Long Key
9.2 out of 10, Wonderful, (1103)
"Excellent stay! "
United States
Joshua
Lime Tree Bay Resort

Hawks Cay Resort

4.0 star property
Marathon
8.0 out of 10, Very Good, (1006)
"Enjoyed a few days with the kids gere"
United States
Jessica
The price is P17,956
P24,313 total
includes taxes & fees
Dec 1 - Dec 2
Hawks Cay Resort

Bayside Inn Key Largo

3.0 star property
Key Largo
8.6 out of 10, Excellent, (1608)
"Great location and helpful staff !"
United States
Nikki
The price is P6,879
P9,210 total
includes taxes & fees
Dec 1 - Dec 2
Bayside Inn Key Largo

Marina Del Mar Resort and Marina

2.5 star property
Key Largo
8.4 out of 10, Very Good, (1633)
"Great location and laid back vibe!"
United States
Robert
The price is P6,137
P8,560 total
includes taxes & fees
Nov 23 - Nov 24
Marina Del Mar Resort and Marina

Fisher Inn Resort & Marina

3.5 star property
Islamorada
8.2 out of 10, Very Good, (1009)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is P4,360
P6,825 total
includes taxes & fees
Dec 18 - Dec 19
Fisher Inn Resort & Marina
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.
Showing deals for:Dec 5 - Dec 7
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Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

Islamorada showing a beach bar

Top Upper Matecumbe Key Hotel Reviews

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