Hotels in Upper Matecumbe Key - Best Upper Matecumbe Key Hotels from £65 - Fully Refundable Options

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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Our top choices for Upper Matecumbe Key hotels

A beach with palm trees and lounge chairs.

A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

1. Chesapeake Beach Resort

Matecumbe

Phelicia

£161

includes taxes & fees

18 Oct - 19 Oct

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.

A beachfront property with a white building, a balcony with a white railing, and palm trees.

A bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.

2. La Jolla Resort

Matecumbe

Brett

£110

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

An aerial view of a resort with a swimming pool, palm trees, and a dock.

A beach with palm trees, a dock, and lounge chairs.

A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

3. Amara Cay Resort

Matecumbe

Danielle

£175

includes taxes & fees

21 Oct - 22 Oct

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

A paved pathway leading to a beach with palm trees and a view of the ocean.

A bar area with a wooden counter, bar stools, and potted plants.

A wooden pier leading to a beach with palm trees and a row of beach huts.

4. Islander Resort

Matecumbe

Steven

£232

includes taxes & fees

18 Oct - 19 Oct

A beach with palm trees, thatched-roof huts, and lounge chairs.

A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

A beach with thatched umbrellas, palm trees, and lounge chairs.

5. Breezy Palms Resort

Matecumbe

Gavin

£96

includes taxes & fees

18 Oct - 19 Oct

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.

A bar area with a thatched roof, wooden chairs, and a view of the ocean.

A tropical resort with a swimming pool, palm trees, and a waterfall.

6. Cheeca Lodge & Spa

Matecumbe

Morgan

£197

includes taxes & fees

14 Oct - 15 Oct

A balcony with a view of a beach, a pool, and a thatched-roof structure.

An aerial view of a marina with docked boats, a building with balconies, and a beach area.

A beach scene with two yellow beach chairs and a person lying on one.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.

7. Hadley Resort and Marina

Matecumbe

weder

£147

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

A beach with palm trees, a wooden pier, and beach chairs.

A coastal resort with a marina, clear blue water, and lush greenery.

8. Pines & Palms Resort

Matecumbe

Colt

£187

includes taxes & fees

14 Oct - 15 Oct

A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

A beach with colorful buildings, kayaks, and lounge chairs.

A resort with a pool surrounded by palm trees and a view of the ocean.

A row of colorful beach huts with palm trees in the background.

9. La Siesta Resort & Villas

Matecumbe

Brianne

£199

includes taxes & fees

2 Nov - 3 Nov

A beachside lounge with a wooden deck, thatched roof, and tropical plants.

A waterfront property with a paved walkway, palm trees, and a white building with a dock.

A bar area with a counter, stools, and potted plants.

10. Bayside Villas by Islander Resort

Matecumbe

Brian

£276

includes taxes & fees

25 Oct - 26 Oct

A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.

A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

A two-story building with a balcony, surrounded by palm trees and a sandy ground.

A compact, well-lit room with a bed, bedside table, and a small seating area.

11. Sands of Islamorada

Matecumbe

Nicolas

£171

includes taxes & fees

19 Oct - 20 Oct

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.

A gated entrance to a resort with palm trees and a clear sky.

A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

A pool area with clear blue water, white lounge chairs, and palm trees.

12. The Islands of Islamorada

Matecumbe

Christian

£458

includes taxes & fees

18 Oct - 19 Oct

An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.

13. Casa Morada

Matecumbe

David

£145

includes taxes & fees

28 Oct - 29 Oct

A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

A beach with palm trees, lounge chairs, and a view of the ocean.

A pool area with a view of the ocean, surrounded by palm trees and a clear sky.

A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.

14. Rock Reef Resort

Rock Harbor

Tia

£65

includes taxes & fees

28 Oct - 29 Oct

A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

A beach with lounge chairs, kayaks, and a wooden pier.

A tree with string lights, a wooden bench, and a building in the background.

A modern living room with a sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.

15. Drift Hotel

Key Largo

kelly

£92

includes taxes & fees

14 Oct - 15 Oct

A spacious living area with a large island, wooden furniture, and a ceiling fan.

A bedroom with a large bed, a ceiling fan, a TV on the wall, and a view of the beach through a window.

A beach with palm trees and a clear view of the ocean.

16. Lime Tree Bay Resort

Long Key

Katie

£132

includes taxes & fees

14 Oct - 15 Oct

A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

A resort with a pool, multiple buildings, and a waterfront view.

A hotel room with a bed, a TV, a sofa, and a balcony with a view.

A paved pathway leading to a body of water, surrounded by lush greenery and palm trees.

17. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo

Omar Ahmad

£115

includes taxes & fees

26 Oct - 27 Oct

A beach with rows of sun loungers and palm trees.

A marina with a boat docked at a wooden pier, surrounded by palm trees and buildings.

Three Adirondack chairs facing a sunset over a body of water.

A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

18. Ragged Edge Resort & Marina

Islamorada

Nathalie

£97

includes taxes & fees

18 Oct - 19 Oct

A beach with lounge chairs, palm trees, and a view of the water.

A compact living space with a balcony, a television, and a dining area.

A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

19. Atlantic Bay Resort

Tavernier

Annette

£138

includes taxes & fees

14 Oct - 15 Oct

A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

A resort with thatched-roof structures, palm trees, and a sandy beach area.

A beach with palm trees, a thatched-roof hut, and lounge chairs.

A wooden deck with a thatched roof structure, wooden chairs, and a table, overlooking a tropical landscape with palm trees and a clear sky.

20. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

£127

includes taxes & fees

26 Oct - 27 Oct

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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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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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A stone monument with a relief sculpture, surrounded by palm trees and a clear blue sky.

Hurricane Monument

8.6/10 (250 reviews)

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

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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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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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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 shark sculpture with a sign above it that reads "Islamorada Florida Keys".

Top Upper Matecumbe Key Hotel Reviews

Bayside Inn Key Largo

10/10 Excellent

"Fabulous resort, great arrangement with Snook bar next door. The bantams were intriguing. Room good, but, dirty pair of underpants left in a draw by a previous guest."

Amara Cay Resort

8/10 Good

"Hallways quite loud in the mornings by staff, like they forget people are on vacation and sleeping. Pool itself is nice. Sand is very rocky so must wear shoes."

Chesapeake Beach Resort

10/10 Excellent

"10/10 recommend!"

La Jolla Resort

10/10 Excellent

"It was quaint and right on the water"

Lime Tree Bay Resort

10/10 Excellent

"We will definitely stay here again! Beautiful property that was always clean and peaceful."

Waterside Suites & Marina

10/10 Excellent

"Easy checkin. Good pool. Balconies overlook an inlet with docked boats. Saw a lot of fish swimming, as well as divers taking lessons."

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

10/10 Excellent

"I loved the staff, management has done a great job! The food, the views, amazing!"

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

10/10 Excellent

"this was the nicest place i have ever stayed. the staff was so incredibly helpful and the amenities they provide are amazing. will definitely stay here again. 10/10"

Breezy Palms Resort

10/10 Excellent

"Clean and spacious. Good location for what I wanted. Loved the mini kitchen inside."

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

£65

28 Oct - 29 Oct

includes taxes & fees

9.2/10 Wonderful! (1,186 reviews)

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

£83

26 Oct - 27 Oct

includes taxes & fees

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

£96

18 Oct - 19 Oct

includes taxes & fees

9/10 Wonderful! (767 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

£98

20 Oct - 21 Oct

includes taxes & fees

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

£100

20 Oct - 21 Oct

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

£117

12 Nov - 13 Nov

includes taxes & fees

Hotels in Upper Matecumbe Key with star rating

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Find hotels in Upper Matecumbe Key, FL from £65

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upper Matecumbe Key

Check prices for these dates

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Star rating

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Our top choices for Upper Matecumbe Key hotels

1. Chesapeake Beach Resort

2. La Jolla Resort

3. Amara Cay Resort

4. Islander Resort

5. Breezy Palms Resort

6. Cheeca Lodge & Spa

7. Hadley Resort and Marina

8. Pines & Palms Resort

9. La Siesta Resort & Villas

10. Bayside Villas by Islander Resort

11. Sands of Islamorada

12. The Islands of Islamorada

13. Casa Morada

14. Rock Reef Resort

15. Drift Hotel

16. Lime Tree Bay Resort

17. Dove Creek Resort & Marina, Trademark Collection by Wyndham

18. Ragged Edge Resort & Marina

19. Atlantic Bay Resort

20. Coconut Cove Resort and Marina

Stay near popular Upper Matecumbe Key attractions

Bud n' Mary's Dive Center

Florida Keys Brewing Co.

History of Diving Museum

Hurricane Monument

Islamorada Brewery & Distillery

beach near Islamorada

MoradaWay Arts & Cultural District

Lorelei Restaurant & Cabana Bar

Learn more about Upper Matecumbe Key

Top Upper Matecumbe Key Hotel Reviews

Bayside Inn Key Largo

Amara Cay Resort

Chesapeake Beach Resort

La Jolla Resort

Lime Tree Bay Resort

Waterside Suites & Marina

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

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

Breezy Palms Resort

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

The Pelican Key Largo Cottages

Breezy Palms Resort

Hampton Inn Key Largo Manatee Bay

Sunset Cove Beach Resort

Creekside Inn

Hotels in Upper Matecumbe Key with star rating

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