1319+ Rental Villas and Private Getaways in Upper Matecumbe Key |
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Upper Matecumbe Key Vacation Rentals & One Degree Stays Homes

About Upper Matecumbe Key Vacation Rentals

There are more than 1319 vacation rentals that are available in Upper Matecumbe Key. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Upper Matecumbe Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Upper Matecumbe Key, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Upper Matecumbe Key. Places to stay near Upper Matecumbe Key are 784.6 ft² on average, with prices averaging US $738 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Upper Matecumbe Key with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Upper Matecumbe Key

Type Count
Vacation Homes 780
Villas 112
Holiday Apartments 103
Cottages 8

Use these Quick Filters to Find a Vacation Rental in Upper Matecumbe Key

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Matecumbe Key.

Weather in Upper Matecumbe Key, FL

View the weather forecast for Upper Matecumbe Key before booking your Upper Matecumbe Key Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Upper Matecumbe Key, FL

OneDegreeStays offers a large selection of top attractions around Upper Matecumbe Key. Research things to do on your vacation before you visit Upper Matecumbe Key.


Bud n' Mary's Dive Center
Hurricane Monument
History of Diving Museum
Matecumbe United Methodist Church
Florida Keys Brewing Co.
John Pennekamp Coral Reef State Park
Jimmy Johnson's Big Chill
Theater of the Sea
Dolphins Plus Bayside
Dolphin Cove
Founders Park
Anne's Beach
Caribbean Club Bar
Dolphins Plus
Harry Harris Park
Bluefin Rock Harbor Marina
Florida Keys Dive Center
Harry Harris Park
Florida Keys Flats Fishing
Islamorada County Park

Other Places to Stay in Upper Matecumbe Key, FL


Islamorada 880 Properties
History of Diving Museum 811 Properties
Matecumbe United Methodist Church 647 Properties
Florida Keys Brewing Co. 632 Properties
Hurricane Monument 630 Properties
Coral Cove 542 Properties
Bud n' Mary's Dive Center 522 Properties

Frequently Asked Questions About Upper Matecumbe Key?

What are the top vacation rentals in Upper Matecumbe Key?

There are a lot of options in Upper Matecumbe Key. If you plan on staying in the Upper Matecumbe Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upper Matecumbe Key:

How many vacation rentals have private pools in Upper Matecumbe Key?

There are 178 vacation rentals with private pools near Upper Matecumbe Key. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Upper Matecumbe Key are best for families?

If you are looking for a family-friendly vacation home in Upper Matecumbe Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Upper Matecumbe Key:

How many onedegreestays vacation rentals are available in Upper Matecumbe Key?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 1319 in the Upper Matecumbe Key area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Upper Matecumbe Key. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Coral Cove Vacation Rentals in Florida 542

People Also Ask

There are 1319 Upper Matecumbe Key, FL Vacation Rentals

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