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

Find Cheap Hotels in Upper Matecumbe Key, FL

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Check availability on Upper Matecumbe Key Cheap Hotels

Tonight
1 Sep - 2 Sep
Tomorrow
2 Sep - 3 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Upper Matecumbe Key cheap hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Mian
AED 547
AED 884 total
includes taxes & fees
7 Sep - 8 Sep
Cheeca Lodge & Spa

2. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
AED 408
AED 563 total
includes taxes & fees
2 Sep - 3 Sep
La Jolla Resort

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
AED 495
AED 763 total
includes taxes & fees
24 Sep - 25 Sep
Chesapeake Beach Resort

4. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
AED 426
AED 600 total
includes taxes & fees
21 Sep - 22 Sep
Hadley Resort and Marina

5. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Orlando
AED 334
AED 566 total
includes taxes & fees
6 Sep - 7 Sep
Breezy Palms Resort

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
AED 472
AED 800 total
includes taxes & fees
3 Sep - 4 Sep
Amara Cay Resort

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
AED 585
AED 860 total
includes taxes & fees
2 Sep - 3 Sep
Pines & Palms Resort

8. Casa Morada

Casa Morada
Matecumbe
United States
Lois
AED 608
AED 726 total
includes taxes & fees
2 Sep - 3 Sep
Casa Morada

9. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
AED 723
AED 1,061 total
includes taxes & fees
24 Sep - 25 Sep
Islander Resort

10. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
AED 543
AED 879 total
includes taxes & fees
3 Sep - 4 Sep
La Siesta Resort & Villas
View all properties

Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

8/10 Good
"Amenities and the property are absolutely beautiful. Mixed feelings about the staff. The bartenders and pool waitress get an A+. Everyone else could be friendlier :) No problems getting through the gate, which I've had issues with at other properties. Even when the night guard steps away, they will send security in less than a minute to open the gate for you so that was great. We enjoyed our stay and I would go back."
BARBARA 2-night trip
Posted 9 hours ago
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Nous n avons pas pris l option petit dej . Le parking devait être inclus mais il nous a été facturé ."
marc 3-night trip
Posted 10 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Amara Cay Resort

Amara Cay Resort

8/10 Good
"The resort is great! I did, however, leave behind my bathing suit and a personal towel hanging on the back of the bathroom door. When I called three days later after realizing they were missing, I learned that housekeeping had set the items aside. I was surprised that no one had contacted me to let me know they had been found. The front desk explained that I would need to provide a prepaid shipping label, which I promptly emailed. I asked for confirmation that the label had been received but received no response. After several days, I followed up again and still heard nothing. My items were eventually returned, and I’m grateful for that. Overall, I had a nice stay, but the lack of communication was disappointing. A more attentive, customer-focused team would have notified me that the items had been found and acknowledged receipt of the shipping label—especially after multiple messages. A little follow-through and basic courtesy would have made a significant difference."
Keith 2-night trip
Posted 11 hours ago
Amara Cay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Rainbow Reef is next door. Huge patio to dry gear. Scuba divers perfect spot!"
Marcy 4-night trip
Posted 13 hours ago
Waterside Suites & Marina
Islander Resort

Islander Resort

8/10 Good
"Great property with an amazing concept, especially in an area where there aren’t many high-end properties offering this style and experience. The facilities are excellent, and overall we really enjoyed our stay. My only negative feedback is that a few members of staff were constantly on their phones watching clips and videos, often with the volume turned up. We found this quite annoying, particularly when trying to relax quietly by the pool. It would be great if staff could be reminded to use headphones or keep phone use to a minimum in guest relaxation areas. Room maintaince could also be better."
Asoka 2-night trip
Posted 16 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Lindo y acogedor lugar, cerca del sandbar con marina para poner tu bote. Nuestra eetancia fue excelente. El staff bien amable y atento. Volveremos Gracias"
Leidys 2-night trip
Posted 22 hours ago
Chesapeake Beach Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Great place. Loved the area, the staff very helpful and nice. The villa could used a better cleaning but overall was a great stay, will definitely be back!!!"
Clara 3-night trip
Posted 1 day ago
Hawks Cay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

8/10 Good
"Good"
moraima 3-night trip
Posted 2 days ago
La Siesta Resort & Villas
Pines & Palms Resort

Pines & Palms Resort

8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Arturo 3-night trip
Posted 9 days ago
Pines & Palms Resort

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