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Matecumbe Key Rentals

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Matecumbe Key Rentals

473 Houses

ISLAMORADA WATERFRONT PARADISE with FREE DOCKAGE

Matecumbe Key studio

Studio / 1 bathroom / sleeps 2

“Relaxing Weekend Getaway” We love this home! It is on a private dead-end street, and everything is just perfect. Kept the boat right at the dock, fished right there at night, took some nice boat rides through the back country, and relaxed in paradise. Wifi is good and fast (I had to do some work while we were there), and we can't wait to go back.

Price per night from

$100

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CRYSTAL CLEAR BAY HOME

Matecumbe Key house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$250

1 / 15

Private Beachfront Paradise

Matecumbe Key house

4 bedrooms / 3 bathrooms / sleeps 8

“Nicest rental property we have ever stayed in!!” Beautiful home on spotless white beach! Property has been updated with upscale furnishings throughout. Granite, leather furniture, redone bathrooms. Well stocked for all your vacation needs -- towels, beach chairs, beach toys, kitchen full of everything you need, 2 grills. Outside patio was amazing for our meals, sunrises and after dinner activities. The backyard was the beach filled with palm trees for natural shade. Hammock and volleyball court, beautiful pool with waterfall, tables and chairs everywhere for meals or for just relaxing. We traveled as two families and there was more than enough room for all of us. We felt right at home right away. Highly recommend this paradise!

Price per night from

$497

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75130 Overseas Highway

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 4

“The view and location was excellent.” The house had most of the amenities I would expect at a beach location. You can't beat the sunsets over the bay! We snorkeled at Key Largo and took a day trip into key West, so the location was perfect. The area had the best restaurants. We tried them all. Only complaints were: no outdoor grill, no wine glasses, sheets kept pulling off the bed and rusted beach chairs.

Price per night from

$166

1 / 19

75691 Overseas Highway

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$429

1 / 32

Islamorada Yacht Life

Matecumbe Key yacht

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$572

1 / 23

75731 Overseas Highway

Matecumbe Key house

4 bedrooms / 4 bathrooms / sleeps 10

“Relaxing!” The Florida Keys are so much fun and so very casual. The house was a great way to get our family together for a week and we all enjoyed ourselves, I could have stayed for a month. The guys all went fishing and the rest of us floated in the pool and read. Great restaurants nearby and the food was terrific. Can't wait till next year!

Price per night from

$929

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BEACON REEF 522

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$146

1 / 25

BEACON REEF 406

Matecumbe Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$100

1 / 25

Future Townhome 707

Matecumbe Key condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$150

1 / 14

Waterfront 3BR w/ Private Beach & Dock - Near Epic Diving & Everglades

Matecumbe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$394

1 / 24

87200OH-A7. Beautiful Florida Keys 3 Bedroom Town Home with Private Beach Access

Matecumbe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 4 minutes

Price per night from

$199

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