Hotels in Upper Matecumbe Key from P5,392 for 2026 - 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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Go beyond your typical stay in Upper Matecumbe Key

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Our top choices for Upper Matecumbe Key hotels

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

A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

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.

1. Islander Resort

Matecumbe

Steven

P13,770

P20,085 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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.

2. Cheeca Lodge & Spa

Matecumbe

Morgan

P9,360

P15,124 total

includes taxes & fees

Oct 13 - Oct 14

A beach with palm trees and lounge chairs.

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.

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

3. Chesapeake Beach Resort

Matecumbe

Richard

P9,489

P14,209 total

includes taxes & fees

Oct 14 - Oct 15

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 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.

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

4. Amara Cay Resort

Matecumbe

Danielle

P9,711

P15,518 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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.

5. La Jolla Resort

Matecumbe

Brett

P7,991

P10,757 total

includes taxes & fees

Oct 13 - Oct 14

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

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

6. Pines & Palms Resort

Matecumbe

Colt

P10,742

P15,549 total

includes taxes & fees

Oct 13 - Oct 14

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 pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

7. Hadley Resort and Marina

Matecumbe

weder

P8,990

P12,163 total

includes taxes & fees

Nov 9 - Nov 10

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 living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

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.

8. Breezy Palms Resort

Matecumbe

Gavin

P6,184

P7,959 total

includes taxes & fees

Oct 21 - Oct 22

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

9. La Siesta Resort & Villas

Matecumbe

Brianne

P10,559

P16,473 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

10. The Islands of Islamorada

Matecumbe

Christian

P32,793

P41,010 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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

11. Bayside Villas by Islander Resort

Matecumbe

Brian

P16,283

P22,912 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

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

12. Sands of Islamorada

Matecumbe

Nicolas

P12,062

P14,417 total

includes taxes & fees

Oct 13 - Oct 14

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.

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

13. Casa Morada

Matecumbe

David

P10,048

P12,011 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

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

Islamorada

Liosbel

P14,364

P20,754 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.

15. Hampton Inn Key Largo Manatee Bay

Key Largo

Samantha

P8,191

P9,214 total

includes taxes & fees

Oct 21 - Oct 22

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

A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.

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

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

16. Fisher Inn Resort & Marina

Islamorada

Siobhan

P10,120

P13,435 total

includes taxes & fees

Nov 8 - Nov 9

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

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

A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

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

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

Key Largo

Omar Ahmad

P6,163

P8,925 total

includes taxes & fees

Oct 14 - Oct 15

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

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.

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

18. Atlantic Bay Resort

Tavernier

Annette

P8,753

P11,260 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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

19. Lime Tree Bay Resort

Long Key

Michael

P7,781

P11,580 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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

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

20. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

P9,360

P10,530 total

includes taxes & fees

Oct 26 - Oct 27

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Hotels recommended for families in Upper Matecumbe Key

Cheeca Lodge & Spa

Matecumbe

P9,360

P15,124 total

includes taxes & fees

Oct 13 - Oct 14

La Jolla Resort

Matecumbe

P7,991

P10,757 total

includes taxes & fees

Oct 13 - Oct 14

Breezy Palms Resort

Matecumbe

P6,184

P7,959 total

includes taxes & fees

Oct 21 - Oct 22

Amara Cay Resort

Matecumbe

P9,711

P15,518 total

includes taxes & fees

Oct 18 - Oct 19

Islander Resort

Matecumbe

P13,770

P20,085 total

includes taxes & fees

Oct 14 - Oct 15

Hadley Resort and Marina

Matecumbe

P8,990

P12,163 total

includes taxes & fees

Nov 9 - Nov 10

La Siesta Resort & Villas

Matecumbe

P10,559

P16,473 total

includes taxes & fees

Nov 8 - Nov 9

Pines & Palms Resort

Matecumbe

P10,742

P15,549 total

includes taxes & fees

Oct 13 - Oct 14

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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

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

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

Breezy Palms Resort

10/10 Excellent

"very good viewing ocean."

Hawks Cay Resort

10/10 Excellent

"Great stay! Property is well kept with many options for dining. Will definitely stay again"

Chesapeake Beach Resort

8/10 Good

"Great place"

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

10/10 Excellent

"We loved this place. Will definitely stay there again."

Bayside Inn Key Largo

8/10 Good

"I stay at the Bayside Inn once a year while doing landscape photography in the Keys. Two issues bother me and will have me looking for a different place to stay next year. One, rooms aren't cleaned unless the guest asks / I stayed 9 days and no one had the professional courtesy to ask if I needed fresh towels or cleaning / I emptied my own trash. New policy or not about entering rooms, at these prices the front desk should pro actively call / text guests about needs. The second issue has to do with an additional amenity fee that is charged, other than my room, I use nothing else. I've asked about this but have never gotten a clear answer."

The Pelican Key Largo Cottages

10/10 Excellent

"Wonderful place! Perfect fit for what I wanted and such a beautiful location."

Lime Tree Bay Resort

10/10 Excellent

"Excellent"

Waterside Suites & Marina

10/10 Excellent

"It was a good value for the cost of the rental! It was comfortable and close to all of the restaurants and things that we like to do! We would definitely rent again!"

Pines & Palms Resort

10/10 Excellent

"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

97850 Overseas Hwy Key Largo FL

P4,793

P5,392 total

Oct 27 - Oct 28

includes taxes & fees

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

P5,973

P6,720 total

Oct 13 - Oct 14

includes taxes & fees

9/10 Wonderful! (1,004 reviews)

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

P6,184

P7,959 total

Oct 21 - Oct 22

includes taxes & fees

9/10 Wonderful! (766 reviews)

Sunset Cove Beach Resort

MM 99.5 Key Largo FL

P7,350

P8,269 total

Oct 20 - Oct 21

includes taxes & fees

9.2/10 Wonderful! (1,003 reviews)

Hampton Inn Key Largo Manatee Bay

102400 Overseas Hwy Key Largo FL

P8,191

P9,214 total

Oct 21 - Oct 22

includes taxes & fees

Creekside Inn

90611 Old Highway Tavernier FL

P8,642

P9,722 total

Nov 12 - Nov 13

includes taxes & fees

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Cars

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Upper Matecumbe Key Hotels

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. Islander Resort

2. Cheeca Lodge & Spa

3. Chesapeake Beach Resort

4. Amara Cay Resort

5. La Jolla Resort

6. Pines & Palms Resort

7. Hadley Resort and Marina

8. Breezy Palms Resort

9. La Siesta Resort & Villas

10. The Islands of Islamorada

11. Bayside Villas by Islander Resort

12. Sands of Islamorada

13. Casa Morada

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. Atlantic Bay Resort

19. Lime Tree Bay Resort

20. Coconut Cove Resort and Marina

Hotels recommended for families in Upper Matecumbe Key

Cheeca Lodge & Spa

La Jolla Resort

Breezy Palms Resort

Amara Cay Resort

Islander Resort

Hadley Resort and Marina

La Siesta Resort & Villas

Pines & Palms 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

Breezy Palms Resort

Hawks Cay Resort

Chesapeake Beach Resort

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

Bayside Inn Key Largo

The Pelican Key Largo Cottages

Lime Tree Bay Resort

Waterside Suites & Marina

Pines & Palms Resort

More cheap stays in Upper Matecumbe Key

Rock Reef Resort

The Pelican Key Largo Cottages

Breezy Palms Resort

Sunset Cove Beach Resort

Hampton Inn Key Largo Manatee Bay

Creekside Inn

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