Lower Matecumbe Key Holiday Rentals, Islamorada: Private House Rentals

A beach with a wooden pavilion, clear blue sky, and dense green foliage.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Lower Matecumbe Key

Pet friendly

Apartment

Pool

Condo

Spa

Hot tub

Family friendly

Resort

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lower Matecumbe Key hotels

A beach with a thatched umbrella, lounge chairs, and a clear view of the ocean.

A sign for Matecumbe Resort with a full kitchen and heated pool.

A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

A beach view with palm trees and a thatched-roof structure.

1. Matecumbe Resort

Matecumbe

angel

Rp2.575.728

Rp2.897.694 total

includes taxes & fees

12 Oct - 13 Oct

A balcony with a view of the sea, a dining area with chairs and a table, and a ceiling fan.

A modern beachfront property with a swimming pool, palm trees, and ocean views.

A pool area with lounge chairs, a pool, and a view of the beach and ocean.

A modern beach house with a balcony, a pool, and surrounded by palm trees.

2. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Matecumbe

Rp23.532.906

Rp46.003.718 total

includes taxes & fees

14 Oct - 15 Oct

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

A bar area with a thatched roof, wooden chairs, 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 tropical resort with a swimming pool, palm trees, and a waterfall.

3. Cheeca Lodge & Spa

Matecumbe

Morgan

Rp2.665.163

Rp4.306.385 total

includes taxes & fees

12 Oct - 13 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 resort pool with palm trees, beach chairs, and umbrellas.

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

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

4. Amara Cay Resort

Matecumbe

Danielle

Rp2.764.883

Rp4.418.569 total

includes taxes & fees

18 Oct - 19 Oct

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

5. Islander Resort

Matecumbe

Steven

Rp5.119.259

Rp7.067.062 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

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

6. La Siesta Resort & Villas

Matecumbe

Brianne

Rp3.006.357

Rp4.690.227 total

includes taxes & fees

8 Nov - 9 Nov

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

7. Lime Tree Bay Resort

Long Key

Michael

Rp2.215.448

Rp3.297.294 total

includes taxes & fees

12 Oct - 13 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.

8. Pines & Palms Resort

Matecumbe

Colt

Rp3.688.984

Rp5.136.879 total

includes taxes & fees

15 Oct - 16 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 beach with thatched umbrellas, palm trees, and lounge 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.

9. Breezy Palms Resort

Matecumbe

Gavin

Rp1.706.420

Rp2.847.074 total

includes taxes & fees

8 Nov - 9 Nov

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.

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

Islamorada

Liosbel

Rp3.992.378

Rp5.799.501 total

includes taxes & fees

18 Oct - 19 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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

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

11. Chesapeake Beach Resort

Matecumbe

Leihla

Rp2.701.831

Rp4.045.704 total

includes taxes & fees

14 Oct - 15 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 pool area with clear blue water, white lounge chairs, and palm trees.

A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.

12. The Islands of Islamorada

Matecumbe

Christian

Rp9.337.014

Rp11.676.902 total

includes taxes & fees

13 Oct - 14 Oct

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 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.

13. Sands of Islamorada

Matecumbe

Nicolas

Rp3.434.304

Rp4.105.067 total

includes taxes & fees

12 Oct - 13 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 beachfront property with a staircase leading to a light blue building, 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.

14. La Jolla Resort

Matecumbe

Brett

Rp2.134.456

Rp2.904.762 total

includes taxes & fees

19 Oct - 20 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 bar area with a counter, stools, and potted plants.

15. Bayside Villas by Islander Resort

Matecumbe

beata

Rp5.650.503

Rp7.664.713 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.

A pathway leading to a pool area with palm trees and a sunset view.

A spacious lobby with high ceilings, large windows, and a central coffee table surrounded by sofas and chairs.

16. Hawks Cay Resort

Marathon

Katherine

Rp3.607.629

Rp5.433.736 total

includes taxes & fees

15 Oct - 16 Oct

A wooden deck with a view of the ocean and a palm tree.

A coconut drink with a straw, a cherry, and a slice of fruit on a table by a pool with a waterfall and palm trees in the background.

A spacious dining area with high ceilings, wicker furniture, and large windows.

A spacious interior with a high ceiling, large windows, and a central chandelier.

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

Key Largo

Micheal

Rp4.972.228

Rp6.579.867 total

includes taxes & fees

18 Oct - 19 Oct

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.

18. Casa Morada

Matecumbe

David

Rp2.860.990

Rp3.419.843 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

19. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

Rp2.665.163

Rp2.998.309 total

includes taxes & fees

26 Oct - 27 Oct

A pier extending into clear blue water with boats docked.

A beachside area with thatched umbrellas, picnic tables, and a pool.

A beach with a thatched umbrella, lounge chairs, and a pool.

An aerial view of a coastal resort with multiple buildings, a dock with boats, and a clear view of the ocean.

20. Edgewater Lodge

Long Key

Leda

Rp2.720.613

Rp3.060.823 total

includes taxes & fees

11 Oct - 12 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Lower Matecumbe Key attractions

Anne's Beach

7.8/10 (597 reviews)

If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.

See properties

Robbie’s of Islamorada

8.4/10 (15 reviews)

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

See properties

Sunset Drive Beach

9.0/10 (91 reviews)

Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?

See properties

Learn more about Lower Matecumbe Key

Venture to sights like Robbie’s of Islamorada and Anne's Beach as you discover Lower Matecumbe Key.

See all hotels in Lower Matecumbe Key

Top Lower Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

10/10 Excellent

"Had a great stay. Room was very comfortable and clean. Breakfast was better than expected, with omelets on demand. Dora was helpful and friendly. Will definitely stay here again."

Fisher Inn Resort & Marina

10/10 Excellent

"Book it you will like it"

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!"

Treasure Harbor

10/10 Excellent

"Jennifer was amazing. We drove all night and checked in. She was so kind and helpful. Really loved treasure harbor. I will be posting videos on my social media soon. Great stay and absolutely beautiful islamorada ❤️ We hope to come again in the future. Thanks - Angel"

Dove Creek Resort & Marina, Trademark Collection by Wyndham

10/10 Excellent

"Volvería a venir gracias por su acogedora propiedad y por su buen servicio"

Matecumbe Resort

10/10 Excellent

"I had a wonderful stay at Matecumbe Resort in Islamorada, Florida. The efficiency unit was exceptionally clean, comfortable, and tastefully decorated, creating a welcoming and relaxing atmosphere. One of the highlights of the property is its peaceful setting. The resort offers a high level of privacy and tranquility, making it an ideal place to unwind and enjoy the beauty of the Keys. While I had no direct interactions with the staff, their approach was appreciated. They were available if needed but otherwise allowed guests to enjoy their stay without interruption. Since everything was well organized and met my expectations, I had no reason to seek assistance. The resort's location is also very convenient, with excellent restaurants, shopping, and local attractions nearby. To top it all off, the property offers a beautiful view of the sunrise over the Atlantic Ocean, providing the perfect start to each day. Overall, all of my expectations were met, and I would gladly recommend Matecumbe Resort to anyone seeking a clean, comfortable, quiet, and well-located getaway in Islamorada."

More cheap stays in Lower Matecumbe Key

Gulf View Waterfront Resort

58743 OVERSEAS HWY Marathon FL

Rp1.678.347

Rp1.888.141 total

11 Oct - 12 Oct

includes taxes & fees

8.4/10 Very good! (629 reviews)

Drift Hotel

95320 Overseas Hwy Key Largo FL

Rp1.645.303

Rp2.052.329 total

21 Oct - 22 Oct

includes taxes & fees

Breezy Palms Resort

80015 Overseas Highway Islamorada FL

Rp1.706.420

Rp2.847.074 total

8 Nov - 9 Nov

includes taxes & fees

9/10 Wonderful! (762 reviews)

Creekside Inn

90611 Old Highway Tavernier FL

Rp2.546.572

Rp2.864.961 total

11 Oct - 12 Oct

includes taxes & fees

Rainbow Bend Resort

57784 Overseas Hwy Marathon FL

Rp1.852.199

Rp2.888.572 total

12 Oct - 13 Oct

includes taxes & fees

La Jolla Resort

82216 Overseas Highway Islamorada FL

Rp2.134.456

Rp2.904.762 total

19 Oct - 20 Oct

includes taxes & fees

Explore a world of travel with Expedia

More ways to book

Book Hotels in Lower Matecumbe Key on Expedia.com

Find hotels in Lower Matecumbe Key, FL from Rp1.888.141

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lower Matecumbe Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lower Matecumbe Key hotels

1. Matecumbe Resort

2. Beach Residence Private Overwater Dock Heated Pool Mahi Key

3. Cheeca Lodge & Spa

4. Amara Cay Resort

5. Islander Resort

6. La Siesta Resort & Villas

7. Lime Tree Bay Resort

8. Pines & Palms Resort

9. Breezy Palms Resort

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

11. Chesapeake Beach Resort

12. The Islands of Islamorada

13. Sands of Islamorada

14. La Jolla Resort

15. Bayside Villas by Islander Resort

16. Hawks Cay Resort

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

18. Casa Morada

19. Coconut Cove Resort and Marina

20. Edgewater Lodge

Stay near popular Lower Matecumbe Key attractions

Anne's Beach

Robbie’s of Islamorada

Sunset Drive Beach

Learn more about Lower Matecumbe Key

Top Lower Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Fisher Inn Resort & Marina

Breezy Palms Resort

Amara Cay Resort

Treasure Harbor

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Matecumbe Resort

More cheap stays in Lower Matecumbe Key

Gulf View Waterfront Resort

Drift Hotel

Breezy Palms Resort

Creekside Inn

Rainbow Bend Resort

La Jolla Resort

Explore a world of travel with Expedia

Go further with the Expedia app