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 ฿2,603

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Check prices for these dates

Tonight
29 Aug - 30 Aug
Tomorrow
30 Aug - 31 Aug
Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
฿4,934
฿7,972 total
includes taxes & fees
7 Sept - 8 Sept
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Yeniaris
฿4,965
฿7,435 total
includes taxes & fees
8 Sept - 9 Sept
Chesapeake Beach Resort

3. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
฿8,079
฿11,324 total
includes taxes & fees
22 Sept - 23 Sept
Islander Resort

4. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
฿3,417
฿4,776 total
includes taxes & fees
31 Aug - 1 Sept
La Jolla Resort

5. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
฿3,844
฿5,405 total
includes taxes & fees
20 Sept - 21 Sept
Hadley Resort and Marina

6. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
฿4,895
฿7,928 total
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort

7. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
฿7,510
฿10,683 total
includes taxes & fees
7 Sept - 8 Sept
Bayside Villas by Islander Resort

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
฿4,448
฿7,425 total
includes taxes & fees
1 Sept - 2 Sept
La Siesta Resort & Villas

9. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
฿4,949
฿7,393 total
includes taxes & fees
31 Aug - 1 Sept
Pines & Palms Resort

10. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Orlando
฿3,307
฿4,248 total
includes taxes & fees
1 Sept - 2 Sept
Breezy Palms Resort

11. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
฿11,920
฿15,474 total
includes taxes & fees
30 Aug - 31 Aug
The Islands of Islamorada

12. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
฿6,357
฿7,599 total
includes taxes & fees
31 Aug - 1 Sept
Sands of Islamorada

13. Casa Morada

Casa Morada
Matecumbe
United States
Lois
฿5,483
฿6,541 total
includes taxes & fees
31 Aug - 1 Sept
Casa Morada

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
฿3,844
฿5,405 total
includes taxes & fees
21 Sept - 22 Sept
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
฿5,801
฿8,948 total
includes taxes & fees
7 Sept - 8 Sept
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

16. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
฿3,722
฿5,346 total
includes taxes & fees
30 Aug - 31 Aug
Drop Anchor

17. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
฿4,934
฿5,550 total
includes taxes & fees
30 Aug - 31 Aug
Coconut Cove Resort and Marina

18. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Patrice
฿6,169
฿6,939 total
includes taxes & fees
31 Aug - 1 Sept
The Ocean View Inn & Pub

19. Matecumbe Resort

Matecumbe Resort
Matecumbe
United States
paul
฿4,440
฿4,995 total
includes taxes & fees
30 Aug - 31 Aug
Matecumbe Resort

20. Treasure Harbor

Treasure Harbor
Islamorada
Canada
Molly
฿4,142
฿9,316 total
includes taxes & fees
30 Aug - 31 Aug
Treasure Harbor
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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 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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Nice property with great dining options and activities for the whole family."
John 1-night trip
Posted 2 hours ago
Cheeca Lodge & Spa
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 2 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
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 2 days ago
Waterside Suites & Marina
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
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 3 days ago
Playa Largo Resort & Spa, Autograph Collection
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
฿3,034
฿3,414 total
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
The Pelican Key Largo Cottages
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
฿3,307
฿4,248 total
1 Sept - 2 Sept
includes taxes & fees
Breezy Palms Resort
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
฿4,112
฿4,626 total
8 Sept - 9 Sept
includes taxes & fees
Creekside Inn
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
฿3,852
฿4,706 total
14 Sept - 15 Sept
includes taxes & fees
Drift Hotel
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
฿4,286
฿4,822 total
7 Sept - 8 Sept
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
฿4,602
฿6,109 total
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,873 reviews)
Marina Del Mar Resort and Marina

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