Name: Waterfront House with Boat Dock
Rating: 6

A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

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Check availability on Upper Matecumbe Key 4 Star Hotels

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Our top choices for Upper Matecumbe Key 4-star hotels

1. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Key Largo

Jennifer

HK$2,954 total

includes taxes & fees

16 Aug - 17 Aug

Premium bedding, in-room safe, laptop workspace, iron/ironing board

2. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada

Ana

HK$2,402 total

includes taxes & fees

13 Aug - 14 Aug

3. Amara Cay Resort

Matecumbe

Estefani

HK$2,056 total

includes taxes & fees

13 Aug - 14 Aug

3 outdoor pools, pool cabanas (surcharge), pool umbrellas

4. Hawks Cay Resort

Marathon

Jerrold W

HK$2,632 total

includes taxes & fees

25 Aug - 26 Aug

5. Islander Resort

Matecumbe

Sarah

HK$2,832 total

includes taxes & fees

13 Aug - 14 Aug

6. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Emily

HK$3,070 total

includes taxes & fees

30 Aug - 31 Aug

Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

7. La Siesta Resort & Villas

Matecumbe

Marc

HK$1,937 total

includes taxes & fees

13 Aug - 14 Aug

8. Villas At Hawks Cay Resort

Marathon

Elise

HK$7,322 total

includes taxes & fees

1 Aug - 2 Aug

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Upper Matecumbe Key.

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

HK$1,325

HK$2,065 total

12 Aug - 13 Aug

includes taxes & fees

9.2/10 Wonderful! (1,364 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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.

Learn more about Upper Matecumbe Key

Venture to sights like Florida Keys Brewing Co. and Islamorada Brewery & Distillery as you discover Upper Matecumbe Key.

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Top Upper Matecumbe Key Hotel Reviews

Hawks Cay Resort

8/10 Good

"The property was beautiful. The rooms were not that great. The cleaning staff didn’t do a great job cleaning our room. There was hair in the shower drain from when we arrived until we left and the room was cleaned two times. Donnie with the water sports was amazing!"

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Perfect location in Old Town Key West centered on Duval Street. Easy walking distance to all of the main attractions. Fantastic pool area (with bar) and terrific lounge bar with helpful staff. Stayed on the top floor away from the noise with an incredible 180-degree view of KW (from sea to sea, as it were). Will stay here for our next visit."

Amara Cay Resort

10/10 Excellent

"Housekeeping did a nice job and the staff was very helpful. The amenities are very nice, but we could not enjoy the beach 3/5 days of our vacation due to the algae in the water. It was disappointing to pay full price for things we could not use and we had no warning of the odor in the entire property either."

Islander Resort

8/10 Good

"Nice in general, but AC in our room was a bit dicey. (They came to our room 3 times in the night to check it with a ladder).The lady at the front desk said they would issue a refund for the AC problem we had and email me a receipt later that day, but that did not happen, and I had to chase it down. They did not clean up sargasso from beach on the weekend, so we did not really want to walk down to the water on the "beach" when we might have liked to. The employees were overall very nice and the resort is really pretty, and the girl singer in the am Sunday morning was terrific."

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Check availability on Upper Matecumbe Key 4 Star Hotels

Our top choices for Upper Matecumbe Key 4-star hotels

1. Baker's Cay Resort Key Largo, Curio Collection by Hilton