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$2,487

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Sep 6 - Sep 7
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Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Mian
NT$4,714
NT$7,617 total
includes taxes & fees
Sep 7 - Sep 8
Cheeca Lodge & Spa

2. Islander Resort

Islander Resort
Matecumbe
United States
Sonia
NT$6,194
NT$9,103 total
includes taxes & fees
Sep 13 - Sep 14
Islander Resort

3. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
NT$3,773
NT$6,024 total
includes taxes & fees
Sep 7 - Sep 8
Chesapeake Beach Resort

4. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
NT$5,667
NT$7,266 total
includes taxes & fees
Sep 13 - Sep 14
La Jolla Resort

5. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Amy
NT$4,891
NT$7,816 total
includes taxes & fees
Sep 14 - Sep 15
Amara Cay Resort

6. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
NT$4,276
NT$5,843 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina

7. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
NT$6,777
NT$9,760 total
includes taxes & fees
Sep 15 - Sep 16
Bayside Villas by Islander Resort

8. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
NT$6,236
NT$8,760 total
includes taxes & fees
Sep 9 - Sep 10
Pines & Palms Resort

9. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
NT$6,521
NT$9,650 total
includes taxes & fees
Sep 7 - Sep 8
La Siesta Resort & Villas

10. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NT$12,814
NT$16,416 total
includes taxes & fees
Sep 8 - Sep 9
The Islands of Islamorada

11. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
Orlando
NT$2,238
NT$3,023 total
includes taxes & fees
Sep 7 - Sep 8
Breezy Palms Resort

12. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
NT$6,075
NT$7,261 total
includes taxes & fees
Oct 1 - Oct 2
Sands of Islamorada

13. Casa Morada

Casa Morada
Matecumbe
United States
Lois
NT$5,240
NT$6,250 total
includes taxes & fees
Sep 7 - Sep 8
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
Ana
NT$5,796
NT$8,835 total
includes taxes & fees
Sep 13 - Sep 14
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

15. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
James
NT$4,007
NT$5,541 total
includes taxes & fees
Sep 21 - Sep 22
Fisher Inn Resort & Marina

16. Creekside Inn

Creekside Inn
Tavernier
United States
Cristy
NT$4,165
NT$4,686 total
includes taxes & fees
Sep 7 - Sep 8
Creekside Inn

17. Drop Anchor

Drop Anchor
Islamorada
United States
Marianela
NT$3,918
NT$5,515 total
includes taxes & fees
Sep 8 - Sep 9
Drop Anchor

18. Coconut Palm Inn

Coconut Palm Inn
Tavernier
United States
judith
NT$5,951
NT$7,941 total
includes taxes & fees
Sep 7 - Sep 8
Coconut Palm Inn

19. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
Islamorada
United States
Jasmine
NT$4,714
NT$5,304 total
includes taxes & fees
Sep 7 - Sep 8
Coconut Cove Resort and Marina

20. The Ocean View Inn & Pub

The Ocean View Inn & Pub
Islamorada
United States
Patrice
NT$5,895
NT$6,631 total
includes taxes & fees
Sep 7 - Sep 8
The Ocean View Inn & Pub
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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 relaxing 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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MoradaWay Arts & Cultural District

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

Check out the local area in Upper Matecumbe Key—home to attractions like Islamorada Brewery & Distillery and Bud n' Mary's Dive Center.

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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"My favorite place to stay when i dive. Everything about it is great for the price. The beds are top notch i love the full kitchen and balcony. Its always clean. Amenities are wonderful, staff is always available. Feels like an apartmnet."
Jennifer 1-night trip
Posted less than an hour ago
Waterside Suites & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Very clean and nice hotel just one thing need to improve hot water in the shower"
Rosibel 2-night trip
Posted 2 hours ago
Bayside Inn Key Largo
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Maravillosa estancia, nos encantó todo ❤️"
Lianet 2-night trip
Posted 5 hours ago
La Siesta Resort & Villas
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Great resorts - will return again. Highly recommend"
Lourdes 2-night trip
Posted 6 hours ago
Breezy Palms Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

8/10 Good
"Nice beach"
Monica 2-night trip
Posted 8 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"On arrival, was met by friendly staff, who made us very very welcome! Room was fantastic and very clean! Breakfast was amazing... overall had a great stay, in future will stay longer."
Daniel 1-night trip
Posted 1 day ago
Chesapeake Beach Resort
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Front desk, grounds crew, housekeeping and bartender are all friendly and helpful. Front desk team and bartender were attentive to our requests. Grounds crew was always busy keeping the property maintained and looking good. They even kept the beach cleaned up from seaweed and debris. The location is great with many good restaurants within a few miles and a couple within easy walking distance. This is our "go to" place in the Keys. Our many stays have always been great and we hate to leave."
Dan 3-night trip
Posted 2 days ago
Pines & Palms Resort
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Excellent place to stay!"
Jose 3-night trip
Posted 13 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
NT$2,899
NT$3,262 total
Sep 9 - Sep 10
includes taxes & fees
The Pelican Key Largo Cottages
Rock Reef Resort

Rock Reef Resort

97850 Overseas Hwy Key Largo FL
NT$3,439
NT$3,869 total
Sep 10 - Sep 11
includes taxes & fees
Rock Reef Resort
Sunset Cove Beach Resort

Sunset Cove Beach Resort

MM 99.5 Key Largo FL
NT$3,702
NT$4,165 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
Sunset Cove Beach Resort
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL
NT$4,125
NT$4,641 total
Sep 22 - Sep 23
includes taxes & fees
Hampton Inn Key Largo Manatee Bay
Creekside Inn

Creekside Inn

90611 Old Highway Tavernier FL
NT$4,165
NT$4,686 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (1,020 reviews)
Creekside Inn
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL
NT$4,398
NT$5,838 total
Sep 7 - Sep 8
includes taxes & fees
Marina Del Mar Resort and Marina

Hotels in Upper Matecumbe Key with star-rating

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