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Home/United States/Florida/Upper Matecumbe Key

Vacation Rentals in Upper Matecumbe Key, FL

Search the perfect vacation rental

Property type

Popular amenities

Choose from 450 vacation rentals located in Upper Matecumbe Key, Florida. Top filters in Upper Matecumbe Key include Non-smoking, Family friendly, and Pets allowed. Prices range from $123 to $20,564 per night. Our most popular vacation rental types near Upper Matecumbe Key are Hotel and RV.

Top vacation rentals in Upper Matecumbe Key

Exterior
9.9 / 10
Outstanding(141 Ratings)
WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei
Cottage
 in Islamorada
2 guests · 1 bedroom · 1 bath

Indulge in a peaceful retreat at WATERFRONT FISHING COTTAGE/ DOCKAGE + Walking distance to world famous Lorelei, our elegant Cottage in Upper Matecumbe Key. Enjoy amenities including ;, and more.

$$$$
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Beachfront
Property view
9.2 / 10
Outstanding(546 Ratings)
Pines & Palms Resort
Resort
 in Islamorada
3star
2 guests · 1 bedroom · 1 bath

Discover the beauty of Upper Matecumbe Key with a stay at Pines & Palms Resort, a top rated Resort with amenities such as ;, and more.

$$$$
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Beachfront
Facade/entrance
9 / 10
Outstanding(1,263 Ratings)
Islander Resort
Resort
 in Islamorada
4star
2 guests · 1 bedroom · 1 bath

Indulge in a peaceful retreat at Islander Resort, our elegant Resort in Upper Matecumbe Key. Enjoy amenities including ;, and more.

$$$$
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Swimming pool, Swimming pool
8.7 / 10
Excellent(1,507 Ratings)
Sunset Inn
Hotel
 in Islamorada
3star
2 guests · 1 bedroom · 1 bath

The best choice in Upper Matecumbe Key for Hotel, for $549 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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property-type
Resort

Search by amenity

Explore vacation rentals with the most popular amenities in Upper Matecumbe Key

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Upper Matecumbe Key

Upper Matecumbe Key travel guide

Let us help you plan your perfect Upper Matecumbe Key vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Upper Matecumbe Key, and more.

Explore near Upper Matecumbe Key

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Frequently asked questions

What is the price range for rentals in Upper Matecumbe Key?

Vacation rentals in Upper Matecumbe Key have a price range between $123-$20,564. The average price for rentals in Upper Matecumbe Key is $630 per night.

What are the most popular vacation rental amenities in Upper Matecumbe Key?

  • Non-smoking
  • Family friendly
  • Pets allowed