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

Upper Matecumbe Key Hotels from S$131

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Check prices for these dates

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
S$306
includes taxes & fees
2 Sept - 3 Sept
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Yeniaris
S$287
includes taxes & fees
30 Aug - 31 Aug
Chesapeake Beach Resort

3. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
S$183
includes taxes & fees
31 Aug - 1 Sept
La Jolla Resort

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
S$290
includes taxes & fees
2 Sept - 3 Sept
Amara Cay Resort

5. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
S$435
includes taxes & fees
22 Sept - 23 Sept
Islander Resort

6. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
S$207
includes taxes & fees
21 Sept - 22 Sept
Hadley Resort and Marina

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
S$284
includes taxes & fees
31 Aug - 1 Sept
Pines & Palms Resort

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
S$285
includes taxes & fees
2 Sept - 3 Sept
La Siesta Resort & Villas

9. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
S$167
includes taxes & fees
2 Sept - 3 Sept
Breezy Palms Resort

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
S$361
includes taxes & fees
28 Sept - 29 Sept
Bayside Villas by Islander Resort

11. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
S$584
includes taxes & fees
29 Aug - 30 Aug
The Islands of Islamorada

12. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
S$292
includes taxes & fees
31 Aug - 1 Sept
Sands of Islamorada

13. Casa Morada

Casa Morada
Matecumbe
United States
Lois
S$251
includes taxes & fees
2 Sept - 3 Sept
Casa Morada

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Dareen
S$344
includes taxes & fees
7 Sept - 8 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

15. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
S$207
includes taxes & fees
21 Sept - 22 Sept
Fisher Inn Resort & Marina

16. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
S$305
includes taxes & fees
31 Aug - 1 Sept
Drop Anchor

17. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
S$198
includes taxes & fees
28 Sept - 29 Sept
Coconut Cove Resort and Marina

18. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
Islamorada
S$155
includes taxes & fees
1 Sept - 2 Sept
Ragged Edge Resort & Marina

19. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Chadwick
S$217
includes taxes & fees
31 Aug - 1 Sept
Lime Tree Bay Resort

20. Drift Hotel

Drift Hotel
Key Largo
United States
Sheily
S$185
includes taxes & fees
1 Sept - 2 Sept
Drift Hotel
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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 worldโ€™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 studying the exhibits at 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

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

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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Everything about Lime Tree was excellent! We can't wait to go back!"
Paula 4-night trip
Posted 7 hours ago
Lime Tree Bay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Excellent, but Hard beds"
Michael 3-night trip
Posted 7 hours ago
Bayside Inn Key Largo
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"This is our second visit to Baker's Cay, and it's a total go-to resort for our family. Highly recommend!"
Melissa 5-night trip
Posted 11 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Me encantรณ la verdad. Fuimos un grupo familiar todos. Pero el echo de la cocina. El barbecue abajo. La piscina calentica. La verdad a nosotros nos encantรณ."
Rene 2-night trip
Posted 11 hours ago
Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"We arrived one hour and twenty minutes before check in and were told there were no available rooms, although I am positive there were clean ready rooms. My husband and I went to the pool and enjoyed some music before checking into our room. Room was clean and comfortable. Continental breakfast served the next morning. The attendance were lovely and seemed happy to be at work. Check out soon after."
Cheryl 1-night trip
Posted 22 hours ago
Chesapeake Beach 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 itโ€™s all completed itโ€™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 1 day ago
Casa Morada
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"The property was situated to make you feel like you were in a tropical paradise tucked away from the rest of the key. Very clean and nice. The staff was amazing and the private beach was one of the best."
Preston 2-night trip
Posted 1 day ago
Playa Largo Resort & Spa, Autograph Collection
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"I was really enjoying my time at Hawks Cay Resort. The views here were absolutely breathtaking! ๐ŸŒด๐ŸŒŠ๐Ÿ˜ I just wanted to relax, enjoy the beautiful scenery, and make the most of every moment of my vacation."
XianS 1-night trip
Posted 2 days ago
Hawks Cay Resort
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 3 days ago
The Caribbean Resort

More cheap stays in Upper Matecumbe Key

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
S$131
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
The Pelican Key Largo Cottages
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
S$167
2 Sept - 3 Sept
includes taxes & fees
Breezy Palms Resort
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
S$178
8 Sept - 9 Sept
includes taxes & fees
7.8/10 Good! (1,015 reviews)
Creekside Inn
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
S$185
1 Sept - 2 Sept
includes taxes & fees
Drift Hotel
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
S$186
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (1,067 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
S$235
31 Aug - 1 Sept
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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