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

Find hotels in Upper Matecumbe Key, FL from Rp1.843.509

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,496 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is Rp3.290.051
Rp5.028.397 total
includes taxes & fees
29 Nov - 30 Nov
Cheeca Lodge & Spa

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,160 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 Rp4.210.104
Rp6.063.276 total
includes taxes & fees
3 Nov - 4 Nov
Islander Resort

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Great location as well."
United States
Amir
The price is Rp3.050.057
Rp4.758.403 total
includes taxes & fees
15 Nov - 16 Nov
Amara Cay Resort

4. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,804 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is Rp2.741.104
Rp4.104.512 total
includes taxes & fees
3 Nov - 4 Nov
Chesapeake Beach Resort

5. 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 Rp12.412.548
Rp15.291.116 total
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada

6. 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 Rp2.273.819
Rp3.068.522 total
includes taxes & fees
4 Nov - 5 Nov
La Jolla Resort

7. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is Rp3.469.707
Rp4.903.864 total
includes taxes & fees
4 Nov - 5 Nov
Pines & Palms Resort

8. 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 Rp4.355.280
Rp6.226.598 total
includes taxes & fees
3 Nov - 4 Nov
Bayside Villas by Islander Resort

9. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is Rp2.596.836
Rp3.513.804 total
includes taxes & fees
15 Nov - 16 Nov
Hadley Resort and Marina

10. 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 Rp2.805.072
Rp4.482.797 total
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas

11. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is Rp1.254.321
Rp2.351.851 total
includes taxes & fees
3 Nov - 4 Nov
Breezy Palms Resort

12. 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 Rp3.484.224
Rp4.164.737 total
includes taxes & fees
16 Nov - 17 Nov
Sands of Islamorada

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (466 reviews)
"Very helpful staff and great location"
United States
David
The price is Rp3.331.789
Rp3.952.417 total
includes taxes & fees
4 Nov - 5 Nov
Casa Morada

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (306 reviews)
"Great place to stay!"
United States
Liosbel
The price is Rp3.760.058
Rp5.557.156 total
includes taxes & fees
29 Nov - 30 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.8 out of 10, Excellent, (1,202 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is Rp4.449.826
Rp6.006.499 total
includes taxes & fees
11 Nov - 12 Nov
Baker's Cay Resort Key Largo, Curio Collection by Hilton

16. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,123 reviews)
"Great stay"
United States
Joliene
The price is Rp2.366.006
Rp2.661.757 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Key Largo Manatee Bay

17. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is Rp4.772.661
Rp6.369.688 total
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection

18. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,561 reviews)
"Very friendly staff, quiet and low key if that’s what you’re looking for"
United States
Mark Blair
The price is Rp2.247.651
Rp3.345.222 total
includes taxes & fees
3 Nov - 4 Nov
Lime Tree Bay Resort

19. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (304 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is Rp3.066.843
Rp3.450.199 total
includes taxes & fees
3 Nov - 4 Nov
Coconut Cove Resort and Marina

20. 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, (1,005 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
The price is Rp1.780.221
Rp2.578.190 total
includes taxes & fees
17 Nov - 18 Nov
Dove Creek Resort & Marina, Trademark Collection by Wyndham
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Upper Matecumbe Key attractions

Learn more about Upper Matecumbe Key

Venture to sights like Bud n' Mary's Dive Center and Florida Keys Brewing Co. as you discover Upper Matecumbe Key.

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

Top Upper Matecumbe Key Hotel Reviews

More cheap stays in Upper Matecumbe Key