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 NT$2,485

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Aug 29 - Aug 30
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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
John
NT$4,711
NT$7,612 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Yeniaris
NT$4,776
NT$7,152 total
includes taxes & fees
Aug 31 - Sep 1
Chesapeake Beach Resort

3. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
NT$7,715
NT$10,814 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort

4. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
NT$3,516
NT$4,845 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort

5. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
NT$3,671
NT$5,162 total
includes taxes & fees
Sep 20 - Sep 21
Hadley Resort and Marina

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
NT$4,674
NT$7,571 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort

7. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
NT$6,374
NT$9,305 total
includes taxes & fees
Sep 7 - Sep 8
Bayside Villas by Islander Resort

8. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
NT$5,034
NT$7,406 total
includes taxes & fees
Aug 31 - Sep 1
Pines & Palms Resort

9. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
NT$4,247
NT$7,090 total
includes taxes & fees
Sep 1 - Sep 2
La Siesta Resort & Villas

10. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NT$11,383
NT$14,776 total
includes taxes & fees
Sep 2 - Sep 3
The Islands of Islamorada

11. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Orlando
NT$3,158
NT$4,057 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort

12. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
NT$6,071
NT$7,257 total
includes taxes & fees
Aug 31 - Sep 1
Sands of Islamorada

13. Casa Morada

Casa Morada
Matecumbe
United States
Lois
NT$5,236
NT$6,246 total
includes taxes & fees
Aug 31 - Sep 1
Casa Morada

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
NT$3,671
NT$5,162 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Ana
NT$5,540
NT$8,544 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

16. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
NT$3,568
NT$5,121 total
includes taxes & fees
Aug 31 - Sep 1
Drop Anchor

17. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
NT$4,711
NT$5,300 total
includes taxes & fees
Aug 31 - Sep 1
Coconut Cove Resort and Marina

18. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
paul
NT$4,240
NT$4,770 total
includes taxes & fees
Aug 31 - Sep 1
Matecumbe Resort

19. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Patrice
NT$5,891
NT$6,627 total
includes taxes & fees
Aug 31 - Sep 1
The Ocean View Inn & Pub

20. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
manuel
NT$3,059
NT$3,442 total
includes taxes & fees
Aug 31 - Sep 1
Rock Reef Resort
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Stay near popular Upper Matecumbe Key attractions

A marina with boats docked, a motel, and a cafe.

Bud n' Mary's Dive Center

8.8/10 (504 reviews)
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.
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A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.

Florida Keys Brewing Co.

9.2/10 (520 reviews)
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
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A building with a blue facade, a large mural of a diving scene, and a statue of a diver.

History of Diving Museum

9.0/10 (177 reviews)
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
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Islamorada Brewery & Distillery

9.4/10 (8 reviews)
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
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Lorelei Restaurant & Cabana Bar

After visiting Lorelei Restaurant & Cabana Bar, make a plan to see the other sights and activities in Islamorada.
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beach near Islamorada

Why not spend a lazy afternoon at beach near Islamorada during your trip to Islamorada?
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Keys History & Discovery Center

You can spend time exploring the galleries in Keys History & Discovery Center during your trip to Islamorada.
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MoradaWay Arts & Cultural District

Enjoy an outing to MoradaWay Arts & Cultural District during your stay in Islamorada.
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Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

See all hotels in Upper Matecumbe Key
A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.
Photo by Cameron Abbott

Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Everything was fabulous. We stayed in a newer building on the beach. The room, service, and staff were all 10/10. Shout out to Dee at the atlantics edge restaurant for her great dinner service. Our room was clean and replenished daily. The pool and poolside service also excellent. The only downside of our stay was the seaweed. The smell was bad at times. We would've liked to spend more time on the beach and look forward to coming back for that."
Bethanne 4-night trip
Posted 3 hours ago
Cheeca Lodge & Spa
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

8/10 Good
"Great place just be prepared for many hidden fees that are like 50% more than what you pay for the actual stay. Resort fees, parking fees, etc. very nice staff. Rooms are nice, bathrooms outdated."
Henry 1-night trip
Posted 3 hours ago
Playa Largo Resort & Spa, Autograph Collection
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great place! Close to everything in Key Largo. Staff was great. We will need to get a bigger room next time we visit. We will be back."
Charles 4-night trip
Posted 6 hours ago
Bayside Inn Key Largo
Islander Resort

Islander Resort

10/10 Excellent
"It’s a beautiful property right on the water with very nice pool area and right near everything in Islamorada"
Steven 1-night trip
Posted 1 day ago
Islander Resort
Casa Morada

Casa Morada

8/10 Good
"The room was updated, clean, and comfortable. The bed and pillows were nice. The location was perfect for us. When it’s all completed it’s going to be a really cool spot for sunsets. Overall worth the money for a one nighter on our way home from the lower keys."
Jeremy 1-night trip
Posted 3 days ago
Casa Morada
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 5 days ago
The Caribbean 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 6 days ago
Pines & Palms Resort

More cheap stays in Upper Matecumbe Key

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
NT$2,898
NT$3,260 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
The Pelican Key Largo Cottages
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
NT$3,158
NT$4,057 total
Sep 1 - Sep 2
includes taxes & fees
Breezy Palms Resort
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
NT$3,927
NT$4,418 total
Sep 8 - Sep 9
includes taxes & fees
Creekside Inn
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
NT$3,678
NT$4,494 total
Sep 14 - Sep 15
includes taxes & fees
Drift Hotel
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
NT$4,122
NT$4,638 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,071 reviews)
Hampton Inn Key Largo Manatee Bay
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL
NT$4,395
NT$5,834 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,873 reviews)
Marina Del Mar Resort and Marina

Hotels in Upper Matecumbe Key with star-rating

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