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

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Check prices for these dates

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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Our top choices for Upper Matecumbe Key hotels

Breakfast included
Hotel
Reserve now, pay later
Motel
Pet-friendly

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Jessica
NZ$408
includes taxes & fees
1 Sept - 2 Sept
Cheeca Lodge & Spa

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Rey
NZ$375
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort

3. Islander Resort

Islander Resort
Matecumbe
United States
Chris
NZ$522
includes taxes & fees
1 Sept - 2 Sept
Islander Resort

4. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
NZ$275
includes taxes & fees
19 Aug - 20 Aug
La Jolla Resort

5. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Estefani
NZ$425
includes taxes & fees
26 Aug - 27 Aug
Amara Cay Resort

6. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
NZ$264
includes taxes & fees
8 Sept - 9 Sept
Hadley Resort and Marina

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
NZ$368
includes taxes & fees
19 Aug - 20 Aug
Pines & Palms Resort

8. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
NZ$419
includes taxes & fees
23 Aug - 24 Aug
La Siesta Resort & Villas

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
NZ$549
includes taxes & fees
27 Aug - 28 Aug
Bayside Villas by Islander Resort

10. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
roger
NZ$223
includes taxes & fees
1 Sept - 2 Sept
Breezy Palms Resort

11. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NZ$778
includes taxes & fees
19 Aug - 20 Aug
The Islands of Islamorada

12. Casa Morada

Casa Morada
Matecumbe
United States
Lois
NZ$335
includes taxes & fees
31 Aug - 1 Sept
Casa Morada

13. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
NZ$406
includes taxes & fees
17 Sept - 18 Sept
Sands of Islamorada

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
United States
Ana
NZ$519
includes taxes & fees
25 Aug - 26 Aug
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

15. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
MARC
NZ$264
includes taxes & fees
1 Sept - 2 Sept
Fisher Inn Resort & Marina

16. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
NZ$241
includes taxes & fees
19 Aug - 20 Aug
Drop Anchor

17. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Lisa C
NZ$270
includes taxes & fees
30 Aug - 31 Aug
Coconut Cove Resort and Marina

18. Creekside Inn

Creekside Inn
Tavernier
United States
Cristy
NZ$251
includes taxes & fees
20 Aug - 21 Aug
Creekside Inn

19. Rock Reef Resort

Rock Reef Resort
Rock Harbor
United States
manuel
NZ$199
includes taxes & fees
13 Sept - 14 Sept
Rock Reef Resort

20. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Javier
NZ$290
includes taxes & fees
23 Aug - 24 Aug
Lime Tree Bay 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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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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beach near Islamorada

Why not spend a lazy afternoon at beach near Islamorada during your trip 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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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

Recent Reviews in Upper Matecumbe Key

Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"So relaxing now need to do anything but relax"
FRANCESCO 2-night trip
Posted 2 hours ago
Hawks Cay Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

8/10 Good
"Loved the little beach area and pool. Wish the pool had chillers. Restaurants very nice atmosphere. Staff was exceptional!"
Marci 2-night trip
Posted 4 hours ago
Playa Largo Resort & Spa, Autograph Collection
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"We loved our stay. The rooms were beautiful and well maintained and the staff were amazing! It was the most professional team that I have interacted with in quite some time. Kyle was super helpful! We loved all of the amenities and the restaurant was really good also. I definitely recommend this resort."
George 3-night trip
Posted 5 hours ago
Lime Tree Bay Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Recommend!"
Fares 2-night trip
Posted 6 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Our stay at Waterside Suites and Marina was absolutely wonderful! From beginning to end, everything exceeded our expectations. The property was enjoyable, clean, comfortable, and very well maintained. The location was perfect, and the marina and surrounding views made the experience even more special. The staff was incredibly friendly, helpful, and welcoming. You could truly tell that they care about their guests and want everyone to have a great experience. Everything was exactly what we hoped for, and we felt comfortable and relaxed throughout our entire stay. We traveled with our family, including our two children and my parents, and it was a wonderful place for everyone. We enjoyed the peaceful atmosphere and having everything we needed right there. We would absolutely stay at Waterside Suites and Marina again without hesitation. We highly recommend this place to anyone looking for a beautiful, relaxing, clean, and family-friendly stay in the Keys. Thank you for making our vacation such a wonderful experience! We loved every moment and cannot wait to come back! ❤️🌴🌊"
Isabel C 3-night trip
Posted 6 hours ago
Waterside Suites & Marina
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"All good"
Jon 3-night trip
Posted 1 day ago
Hadley Resort and Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"The welcome staff were personable and our room was clean. The garden view left much to be desired- no garden or landscaping. (Maybe due to renovations) The free breakfast was a pleasant experience along with the staff."
Paula 3-night trip
Posted 1 day ago
Chesapeake Beach Resort
Islander Resort

Islander Resort

10/10 Excellent
"This property is beautiful. Each room has a patio that leads that has a scenic route that leads ti the pool. The staff was exceptional and I would recommend this resort for families with small children."
Aisha 1-night trip
Posted 2 days ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Great place to stay rooms were really nice nice boat ramp plenty of parking restaurants right down the street to eat at no complaints nice pool everybody was friendly room was ice cold from the air condition full kitchen nice balcony looking out over the ocean great stay"
roger 1-night trip
Posted 4 days ago
Breezy Palms Resort

More cheap accommodation in Upper Matecumbe Key

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL
NZ$188
23 Aug - 24 Aug
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
The Pelican Key Largo Cottages
Drift Hotel

Drift Hotel

95320 Overseas Hwy Key Largo FL
NZ$203
19 Aug - 20 Aug
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Drift Hotel
Breezy Palms Resort

Breezy Palms Resort

80015 Overseas Highway Islamorada FL
NZ$223
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (727 reviews)
Breezy Palms Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
NZ$249
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,063 reviews)
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
NZ$251
20 Aug - 21 Aug
includes taxes & fees
7.8/10 Good! (1,015 reviews)
Creekside Inn
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL
NZ$310
17 Sept - 18 Sept
includes taxes & fees
8.6/10 Excellent! (1,875 reviews)
Marina Del Mar Resort and Marina

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