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

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Check prices for these dates

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

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
P9,185
P14,842 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Yeniaris
P9,312
P13,943 total
includes taxes & fees
Aug 30 - Aug 31
Chesapeake Beach Resort

3. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
P15,042
P21,083 total
includes taxes & fees
Sep 22 - Sep 23
Islander Resort

4. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
P6,362
P8,891 total
includes taxes & fees
Aug 31 - Sep 1
La Jolla Resort

5. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
P7,157
P10,063 total
includes taxes & fees
Sep 20 - Sep 21
Hadley Resort and Marina

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
P9,113
P14,760 total
includes taxes & fees
Aug 30 - Aug 31
Amara Cay Resort

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
P9,214
P13,764 total
includes taxes & fees
Aug 31 - Sep 1
Pines & Palms Resort

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
P12,428
P18,142 total
includes taxes & fees
Sep 8 - Sep 9
Bayside Villas by Islander Resort

9. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
P8,309
P13,870 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
P22,193
P28,809 total
includes taxes & fees
Aug 29 - Aug 30
The Islands of Islamorada

11. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Orlando
P6,325
P8,099 total
includes taxes & fees
Sep 1 - Sep 2
Breezy Palms Resort

12. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
P12,083
P14,425 total
includes taxes & fees
Sep 8 - Sep 9
Sands of Islamorada

13. Casa Morada

Casa Morada
Matecumbe
United States
Lois
P10,209
P12,178 total
includes taxes & fees
Aug 31 - Sep 1
Casa Morada

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
P7,157
P10,063 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

15. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
P10,747
P14,248 total
includes taxes & fees
Aug 29 - Aug 30
Drop Anchor

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Dareen
P10,800
P16,659 total
includes taxes & fees
Sep 7 - Sep 8
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

17. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
P9,185
P10,333 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Cove Resort and Marina

18. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
Anna
Matecumbe Resort

19. Treasure Harbor

Treasure Harbor
Islamorada
Canada
Molly
P7,712
P17,345 total
includes taxes & fees
Aug 30 - Aug 31
Treasure Harbor

20. Coconut Palm Inn

Coconut Palm Inn
Tavernier
United States
judith
P11,596
P15,473 total
includes taxes & fees
Sep 16 - Sep 17
Coconut Palm Inn
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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

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 4 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 4 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 8 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Me encantó la verdad. Fuimos un grupo familiar todos. Pero el echo de la cocina. El barbecue abajo. La piscina calentica. La verdad a nosotros nos encantó."
Rene 2-night trip
Posted 8 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 18 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 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 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! 🌴🌊😍 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
P5,649
P6,355 total
Sep 1 - Sep 2
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
P6,325
P8,099 total
Sep 1 - Sep 2
includes taxes & fees
Breezy Palms Resort
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
P6,711
P8,244 total
Aug 30 - Aug 31
includes taxes & fees
Drift Hotel
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
P7,656
P8,613 total
Sep 8 - Sep 9
includes taxes & fees
7.8/10 Good! (1,015 reviews)
Creekside Inn
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
P8,037
P9,042 total
Sep 7 - Sep 8
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
P8,569
P11,374 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (1,873 reviews)
Marina Del Mar Resort and Marina

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