Lower Matecumbe Key Holiday Rentals, Islamorada: Private House Rentals

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

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Go beyond your typical stay in Lower Matecumbe Key

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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 compact kitchen with modern appliances, a dining area with a sofa, and a large window providing natural light.

1. Matecumbe Resort

Matecumbe

paul

Rp2.216.597

Rp2.493.671 total

includes taxes & fees

23 Sept - 24 Sept

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

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

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

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

2. Beach Residence Private Overwater Dock Heated Pool Mahi Key

Matecumbe

Rp26.521.792

Rp45.088.863 total

includes taxes & fees

14 Oct - 15 Oct

A wooden dock extending over calm turquoise water, lined with white railings and palm trees.

A hallway with a tiled floor, a painting on the wall, a lamp, and a view of a pool area.

A wooden sign with the name 'Creekside' above a white pergola entrance.

A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

3. Creekside Inn

Tavernier

Terry

Rp2.541.170

Rp2.859.038 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

4. Lime Tree Bay Resort

Long Key

milayda

Rp1.914.787

Rp2.957.250 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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.

5. Fisher Inn Resort & Marina

Islamorada

Alexandra

Rp1.956.924

Rp2.783.888 total

includes taxes & fees

23 Sept - 24 Sept

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

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

6. Cheeca Lodge & Spa

Matecumbe

RAIBEL

Rp2.659.203

Rp4.296.754 total

includes taxes & fees

24 Sept - 25 Sept

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

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

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

Key Largo

Omar Ahmad

Rp1.590.168

Rp2.354.866 total

includes taxes & fees

28 Sept - 29 Sept

A beach with palm trees and lounge chairs.

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

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

8. Chesapeake Beach Resort

Matecumbe

Suresh

Rp2.682.346

Rp4.016.528 total

includes taxes & fees

23 Sept - 24 Sept

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

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

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

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

9. Hadley Resort and Marina

Matecumbe

weder

Rp2.108.623

Rp2.954.549 total

includes taxes & fees

28 Sept - 29 Sept

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

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

A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.

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

10. Drift Hotel

Key Largo

kelly

Rp1.673.156

Rp2.083.079 total

includes taxes & fees

27 Sept - 28 Sept

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.

11. Amara Cay Resort

Matecumbe

MICHAEL

Rp2.758.700

Rp4.408.689 total

includes taxes & fees

27 Sept - 28 Sept

A beachside patio with white furniture, palm trees, and a thatched umbrella.

A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

A wooden boardwalk leading to a building with a brick wall and a white roof.

A pool area with lounge chairs and a sign indicating a drop-off zone.

12. Drop Anchor

Islamorada

Marianela

Rp2.136.033

Rp3.027.682 total

includes taxes & fees

24 Sept - 25 Sept

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 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 staircase leading to a light blue building, palm trees, and a clear view of the ocean.

13. La Jolla Resort

Matecumbe

Leslie

Rp1.726.697

Rp2.444.571 total

includes taxes & fees

6 Oct - 7 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.

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

14. Bayside Villas by Islander Resort

Matecumbe

beata

Rp4.399.285

Rp6.153.868 total

includes taxes & fees

23 Sept - 24 Sept

A tropical resort with a swimming pool, palm trees, and a view of the ocean.

A bedroom with a bed, nightstands, a TV, a ceiling fan, and a view of the ocean.

A beach view with palm trees, a hammock, and a chair by the water.

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

15. Gulf View Waterfront Resort

Marathon

Sonja L

Rp1.674.594

Rp1.883.917 total

includes taxes & fees

24 Sept - 25 Sept

A poolside area with a water feature, a palm tree, and lounge chairs.

A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.

A balcony with a view of the sea, a white chair, and two buckets with a red shovel.

A marina with boats docked, a dock, and a building with a blue roof.

16. Ocean Pointe Suites at Key Largo

Tavernier

Felix

Rp2.158.416

Rp2.820.852 total

includes taxes & fees

29 Sept - 30 Sept

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

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

17. Pines & Palms Resort

Matecumbe

Colt

Rp2.088.099

Rp3.333.016 total

includes taxes & fees

23 Sept - 24 Sept

A beachfront property with a white balcony, palm trees, and a sandy beach.

A beach with clear blue water, a palm tree, and rocky outcrops.

A hotel room with a bed, a nightstand with a lamp, a microwave, and a refrigerator.

A coastal hotel with a pool, parked cars, and a view of the ocean.

18. Conch Key Fishing Lodge and Marina

Marathon

Eduardo

Rp1.761.324

Rp1.981.489 total

includes taxes & fees

27 Sept - 28 Sept

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

A beachside resort with thatched-roof huts, palm trees, and a sandy area with rocks and wooden chairs.

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.

19. Coconut Cove Resort and Marina

Islamorada

Hailey Ritch and Patrick

Rp2.659.203

Rp2.991.603 total

includes taxes & fees

23 Sept - 24 Sept

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

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.

20. Breezy Palms Resort

Matecumbe

Dionisio

Rp1.224.661

Rp1.662.448 total

includes taxes & fees

29 Sept - 30 Sept

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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

Breezy Palms Resort

10/10 Excellent

"Great Florida style resort, clean and nice staff. Close to everything in Islamorada!"

Amara Cay Resort

8/10 Good

"We had a great stay and overall I would definitely return as it’s a wonderful property. The hotel rooms are spacious and clean. I appreciated the responsiveness of staff and communication via text and ability to make requests via QR code. I would say breakfast was lackluster and the service was extremely slow. Furthermore, I ordered two scrambled eggs and was served powdered eggs which tasted absolutely disgusting. I send that back, and was asked if I would like “hard shell” eggs instead. I thought this was very odd! You wouldn’t expect this at a resort of this level!"

Chesapeake Beach Resort

10/10 Excellent

"Great beach for the keys and great breakfast! The bar food is minimal and they don’t always open but Wahoo next door is amazing. Would definitely come back to this hotel."

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

8/10 Good

"All was great, we just had an issue with a food item we ordered twice and was incorrectly doubled charged in both occasions. It looked liked a POS system issue, and the staff quickly resolved it. Other than that, everyone and everything was great. The resort is paradise by the beach ⛱️ 💯"

Hawks Cay Resort

8/10 Good

"The village we were assigned has roaches and the main bedroom has the pain from the felling peeling which could be a hazard. Also, the water park that was supposed to be completed on September has a delay and that was the main reason a reserve this hotel."

Drift Hotel

10/10 Excellent

"Excellent location"

Ocean Pointe Suites at Key Largo

10/10 Excellent

"Bello el apartamento todo muy limpio al igual que toda la propiedad en general . Lugar muy tranquilo y bello de seguro que regrésate de nuevo"

Matecumbe Resort

10/10 Excellent

"Very nice , had a great time , very clean ,will definitely be coming back . And will recommend to family and friends."

Rainbow Bend Resort

8/10 Good

"The place is clean, and quaint. The staff is very helpful. Unfortunately, the sargassum was still pretty bad so the water was murky and smelled horrible. The pool was closed for maintenance, but we were allowed to use their Sister property. Breakfast was great!"