Upper Matecumbe Key Resorts

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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Our top choices for Upper Matecumbe Key resorts

1. Cheeca Lodge & Spa

Matecumbe

RAIBEL

HK$1,888 total

includes taxes & fees

29 Sept - 30 Sept

2. Amara Cay Resort

Matecumbe

Amy

HK$1,938 total

includes taxes & fees

22 Sept - 23 Sept

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

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

Islamorada

Eslita

HK$2,190 total

includes taxes & fees

29 Sept - 30 Sept

4. Matecumbe Resort

Matecumbe

paul

HK$1,136 total

includes taxes & fees

20 Sept - 21 Sept

5. Lime Tree Bay Resort

Long Key

Chadwick

HK$1,686 total

includes taxes & fees

20 Sept - 21 Sept

6. Playa Largo Resort & Spa, Autograph Collection

Rock Harbor

Danilo

HK$2,682 total

includes taxes & fees

29 Sept - 30 Sept

2 restaurants; breakfast, lunch and dinner served

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

Key Largo

Milagros

HK$2,523 total

includes taxes & fees

29 Sept - 30 Sept

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

8. Villas At Hawks Cay Resort

Marathon

Gabriela

HK$3,830 total

includes taxes & fees

20 Sept - 21 Sept

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Top Upper Matecumbe Key Hotel Reviews

Lime Tree Bay Resort

10/10 Excellent

"100% recommended"

Cheeca Lodge & Spa

10/10 Excellent

"Clean and comfortable rooms, but I did get a dated feel, but certainly served our purpose. The property supplied EVERYTHING needed to enjoy your stay. I didn’t have dinner there, but their breakfast was elevated and delish. The Adult pool we used had an exercise instructor, a spa and was crystal clear. Staff was friendly and accommodating. The roosters that roamed were the healthiest looking rooster I ever saw 😉. We wandered off the property but my observation was that you didn’t need to leave to stay busy and active, very self-contained."

La Jolla Resort

10/10 Excellent

"This is like an oasis along US 1 on the way down to Key West. We only stayed one night, but, in retrospect, I wish we had stayed a night or two more to take advantage of the amenities like the paddleboards and kayaks. It’s immaculately clean, everyone was so friendly, and the room was great. I can’t recommend this place more. It’s like a throwback to an earlier time, but completely updated. Plenty of restaurants to pick from nearby and the Islamorada Brewery across the street is great, and has a wonderful beer garden out back."

Find out more about Upper Matecumbe Key