Find hotels in Upper Matecumbe Key, FL from CA $127

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Our top choices for Upper Matecumbe Key hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,812 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is CA $218
CA $324 total
includes taxes & fees
Nov 19 - Nov 20
Chesapeake Beach Resort

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,162 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is CA $253
CA $388 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,514 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
The price is CA $256
CA $391 total
includes taxes & fees
Nov 15 - Nov 16
Cheeca Lodge & Spa

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,336 reviews)
"Great location as well."
United States
Amir
The price is CA $233
CA $365 total
includes taxes & fees
Nov 17 - Nov 18
Amara Cay Resort

5. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is CA $188
CA $251 total
includes taxes & fees
Nov 18 - Nov 19
La Jolla Resort

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (785 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is CA $170
CA $214 total
includes taxes & fees
Nov 17 - Nov 18
Breezy Palms Resort

7. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,003 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is CA $177
CA $245 total
includes taxes & fees
Nov 12 - Nov 13
Hadley Resort and Marina

8. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is CA $270
CA $382 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort

9. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is CA $218
CA $349 total
includes taxes & fees
Nov 16 - Nov 17
La Siesta Resort & Villas

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
The price is CA $354
CA $501 total
includes taxes & fees
Nov 11 - Nov 12
Bayside Villas by Islander Resort

11. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (416 reviews)
"Very small, Was quiet and relaxing."
United States
Nicolas
The price is CA $271
CA $324 total
includes taxes & fees
Nov 19 - Nov 20
Sands of Islamorada

12. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (83 reviews)
"We had an AMAZING stay! The staff was wonderful, providing excellent customer service and providing local recommendations for activities and dining. The property is pristine and gorgeous. My only critique would be a lack of on property food options. We will definitely be back."
United States
Catherine
The price is CA $907
CA $1,124 total
includes taxes & fees
Nov 29 - Nov 30
The Islands of Islamorada

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (467 reviews)
"Very helpful staff and great location"
United States
David
The price is CA $259
CA $308 total
includes taxes & fees
Dec 7 - Dec 8
Casa Morada

14. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,588 reviews)
"We stayed for 4 nights, place was great. Clean and relaxing."
United States
John
The price is CA $175
CA $260 total
includes taxes & fees
Nov 18 - Nov 19
Lime Tree Bay Resort

15. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,007 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
The price is CA $139
CA $201 total
includes taxes & fees
Nov 17 - Nov 18
Dove Creek Resort & Marina, Trademark Collection by Wyndham

16. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,006 reviews)
"Awesome location, and friendly staff. Recommended"
United States
Maurien
The price is CA $158
CA $194 total
includes taxes & fees
Nov 11 - Nov 12
Drift Hotel

17. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (836 reviews)
"Excellent Stay!"
United States
Annette
The price is CA $210
CA $269 total
includes taxes & fees
Dec 1 - Dec 2
Atlantic Bay Resort

18. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"We enjoyed everything!"
United States
Susan
The price is CA $182
CA $251 total
includes taxes & fees
Nov 29 - Nov 30
Fisher Inn Resort & Marina

19. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,209 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is CA $128
CA $144 total
includes taxes & fees
Nov 17 - Nov 18
Rock Reef Resort

20. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,009 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is CA $141
CA $159 total
includes taxes & fees
Nov 29 - Nov 30
The Pelican Key Largo Cottages
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.

Stay near popular Upper Matecumbe Key attractions

Learn more about Upper Matecumbe Key

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

A shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

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