𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Upper Matecumbe Key (2026)

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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Go beyond your typical stay in Upper Matecumbe Key

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Our top choices for Upper Matecumbe Key hotels

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

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

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

A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Matecumbe

Morgan

₹15,855

₹24,889 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

2. Islander Resort

Matecumbe

Steven

₹25,665

₹35,924 total

includes taxes & fees

27 Oct - 28 Oct

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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

3. Chesapeake Beach Resort

Matecumbe

Leihla

₹13,673

₹20,806 total

includes taxes & fees

8 Oct - 9 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.

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

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

A resort pool with palm trees, beach chairs, and umbrellas.

4. Amara Cay Resort

Matecumbe

Danielle

₹13,992

₹22,784 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

5. La Jolla Resort

Matecumbe

Brett

₹10,450

₹14,465 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

6. Hadley Resort and Marina

Matecumbe

weder

₹14,367

₹19,310 total

includes taxes & fees

8 Oct - 9 Oct

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

A beachside resort with a pool area, lounge chairs, and palm trees.

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

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

7. Pines & Palms Resort

Matecumbe

Colt

₹19,847

₹27,637 total

includes taxes & fees

8 Oct - 9 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 row of colorful beach huts with palm trees in the background.

A beach resort with palm trees, a thatched hut, and a purple building with a window.

8. La Siesta Resort & Villas

Matecumbe

Brianne

₹16,207

₹25,284 total

includes taxes & fees

1 Nov - 2 Nov

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

A beach with thatched umbrellas, palm trees, 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.

9. Breezy Palms Resort

Matecumbe

Gavin

₹7,883

₹10,407 total

includes taxes & fees

8 Oct - 9 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 resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

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

10. The Islands of Islamorada

Matecumbe

Christian

₹44,236

₹55,958 total

includes taxes & fees

14 Oct - 15 Oct

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

11. Bayside Villas by Islander Resort

Matecumbe

beata

₹30,334

₹41,167 total

includes taxes & fees

8 Oct - 9 Oct

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

A view from a window overlooking a beach with palm trees and a wooden pier.

12. Casa Morada

Matecumbe

David

₹15,423

₹18,436 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A beach with an American flag, palm trees, and a barbecue area.

13. Sands of Islamorada

Matecumbe

Nicolas

₹18,489

₹22,101 total

includes taxes & fees

12 Oct - 13 Oct

A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

A resort with a pool, beach, and ocean view.

A beach with palm trees, a clear blue sky, and a calm sea.

A coastal resort with a beach, a swimming pool, and multiple buildings.

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

Islamorada

Liosbel

₹20,751

₹30,396 total

includes taxes & fees

19 Oct - 20 Oct

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

A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.

A clear blue pool with lounge chairs and palm trees.

15. Hampton Inn Key Largo Manatee Bay

Key Largo

Samantha

₹12,572

₹14,143 total

includes taxes & fees

13 Oct - 14 Oct

A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.

A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

16. Fisher Inn Resort & Marina

Islamorada

Siobhan

₹14,652

₹19,626 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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.

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

Key Largo

Omar Ahmad

₹9,447

₹13,681 total

includes taxes & fees

15 Oct - 16 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 beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden 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.

18. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

₹12,627

₹14,205 total

includes taxes & fees

8 Oct - 9 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 paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

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

19. Atlantic Bay Resort

Tavernier

Annie

₹13,520

₹17,377 total

includes taxes & fees

13 Oct - 14 Oct

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

A resort with a swimming pool, lounge chairs, and palm trees.

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

20. Lime Tree Bay Resort

Long Key

Michael

₹11,728

₹17,533 total

includes taxes & fees

8 Oct - 9 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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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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beach near Islamorada

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

Chesapeake Beach Resort

10/10 Excellent

"Absolutely beautiful property. The front desk staff is friendly and as helpful as you could ask for. The breakfast provided was excellent. We definitely took the opportunity to use all the activity options we could in a one-night stay. I will recommend this place to anyone and everyone."

The Pelican Key Largo Cottages

10/10 Excellent

"Clean rooms, excellent staff. Great sunset!"

Islander Resort

10/10 Excellent

"We got the poolside cabana king and it was perfect! Resort was immaculate! Already want to go back!"

Breezy Palms Resort

10/10 Excellent

"All good thanks"

Amara Cay Resort

10/10 Excellent

"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"

Waterside Suites & Marina

10/10 Excellent

"Great place. We stay here every year"

Lime Tree Bay Resort

10/10 Excellent

"It’s always good to visit this resort so many things to do"

Bayside Inn Key Largo

10/10 Excellent

"Exactly the experience we wanted. Great views, great location, fishing off the dock."

Hadley Resort and Marina

10/10 Excellent

"Great place for the money!"

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

₹8,922

₹10,037 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,187 reviews)

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

₹7,883

₹10,407 total

8 Oct - 9 Oct

includes taxes & fees

9/10 Wonderful! (755 reviews)

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

₹9,717

₹10,932 total

8 Oct - 9 Oct

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

₹11,282

₹12,692 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,005 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

₹11,976

₹13,473 total

18 Oct - 19 Oct

includes taxes & fees

7.8/10 Good! (1,021 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

₹12,572

₹14,143 total

13 Oct - 14 Oct

includes taxes & fees

8.8/10 Excellent! (1,098 reviews)

Hotels in Upper Matecumbe Key with star rating

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Upper Matecumbe Key Hotels from ₹10,037

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Upper Matecumbe Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Upper Matecumbe Key hotels

1. Cheeca Lodge & Spa

2. Islander Resort

3. Chesapeake Beach Resort

4. Amara Cay Resort

5. La Jolla Resort

6. Hadley Resort and Marina

7. Pines & Palms Resort

8. La Siesta Resort & Villas

9. Breezy Palms Resort

10. The Islands of Islamorada

11. Bayside Villas by Islander Resort

12. Casa Morada

13. Sands of Islamorada

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

15. Hampton Inn Key Largo Manatee Bay

16. Fisher Inn Resort & Marina

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

18. Coconut Cove Resort and Marina

19. Atlantic Bay Resort

20. Lime Tree Bay Resort

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

MoradaWay Arts & Cultural District

Lorelei Restaurant & Cabana Bar

beach near Islamorada

Learn more about Upper Matecumbe Key

Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

The Pelican Key Largo Cottages

Islander Resort

Breezy Palms Resort

Amara Cay Resort

Waterside Suites & Marina

Lime Tree Bay Resort

Bayside Inn Key Largo

Hadley Resort and Marina

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

Breezy Palms Resort

The Pelican Key Largo Cottages

Sunset Cove Beach Resort

Creekside Inn

Hampton Inn Key Largo Manatee Bay

Hotels in Upper Matecumbe Key with star rating

Explore a world of travel with Expedia

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