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
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Upper Matecumbe Key cheap hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
¥23,684
¥38,269 total
includes taxes & fees
Aug 27 - Aug 28
Cheeca Lodge & Spa

2. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
¥18,947
¥25,786 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla Resort

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Oleksandr
¥23,769
¥35,681 total
includes taxes & fees
Aug 30 - Aug 31
Chesapeake Beach Resort

4. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
¥17,429
¥24,795 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina

5. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
¥24,579
¥39,275 total
includes taxes & fees
Aug 30 - Aug 31
Amara Cay Resort

6. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
roger
¥16,308
¥20,882 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort

7. Casa Morada

Casa Morada
Matecumbe
United States
Lois
¥26,322
¥31,400 total
includes taxes & fees
Aug 31 - Sep 1
Casa Morada

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
¥24,570
¥39,265 total
includes taxes & fees
Aug 26 - Aug 27
La Siesta Resort & Villas

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
¥25,305
¥37,230 total
includes taxes & fees
Aug 26 - Aug 27
Pines & Palms Resort

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
¥36,964
¥52,313 total
includes taxes & fees
Sep 1 - Sep 2
Bayside Villas by Islander Resort
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Top Upper Matecumbe Key Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We came for a quick weekend trip but wish we could have stayed longer! I have been here before and enjoyed my stay then and now. I like the location, space and amenities. I will be back!"
stefanie 2-night trip
Posted 3 hours ago
Lime Tree Bay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Espectacular"
Angélica Maria 1-night trip
Posted 5 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Islander Resort

Islander Resort

10/10 Excellent
"We had a wonderful stay at the Islander Resort in Islamorada! The property is beautiful, relaxing, and has that perfect Florida Keys atmosphere. The grounds are very well maintained, the pools are great, and the oceanfront setting makes it easy to relax and enjoy the gorgeous views. Our room was comfortable and clean, and we really enjoyed the resort amenities. The food and drinks were excellent, and it was so convenient to have everything we needed right on the property. The staff was friendly and welcoming throughout our stay. The location is also fantastic—close to some of our favorite restaurants and everything Islamorada has to offer, while still feeling peaceful and tropical once you’re at the resort. Highly recommend Squares Grouper for dinner, Green Turtle Inn for breakfast. We had such an enjoyable and relaxing getaway and would definitely stay at the Islander Resort again. Highly recommend it for anyone looking for a beautiful Keys vacation!"
Rosa 2-night trip
Posted 9 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The staff was excellent and the amenities were very convenient"
Jamie 2-night trip
Posted 10 hours ago
Chesapeake Beach Resort
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 14 hours ago
Pines & Palms Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"The the property and location . Close to all the good restaurants. Food was delicious and room was clean and comfortable."
Krystyna 3-night trip
Posted 14 hours ago
Cheeca Lodge & Spa

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