1390+ Vacation Rentals in Upper Matecumbe Key |
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  2. Florida
  3. Upper Matecumbe Key

Upper Matecumbe Key Vacation Rentals, Hotels, & Places to Stay

About Upper Matecumbe Key Vacation Rentals

There are more than 1390 places to stay that are available in Upper Matecumbe Key. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Upper Matecumbe Key.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Upper Matecumbe Key, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Upper Matecumbe Key. Places to stay near Upper Matecumbe Key are 866.5 ft² on average, with prices averaging US $725 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Upper Matecumbe Key. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Upper Matecumbe Key

Type Count
Vacation Homes 901
Villas 122
Holiday Apartments 112
Cottages 10

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

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Upper Matecumbe Key today.

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

Varoom 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 979 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

Complexes around Upper Matecumbe Key, FL


Executive Bay Club Islamorada 12 Properties
Anglers Reef Islamorada 7 Properties
Summer Sea Islamorada 6 Properties
Anglers Way Islamorada 4 Properties
Futura Yacht Club 2 Properties
Maison Matecumbe Islamorada 2 Properties
Bay Harbour Islamorada 1 Properties
Futura Yacht Club Islamorada 1 Properties

Frequently Asked Questions About Upper Matecumbe Key?

What are the top vacation rentals in Upper Matecumbe Key?

We have scoured the web to find you options in Upper Matecumbe Key. If you plan on staying near or in the Upper Matecumbe Key area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the the Top Places to Stay in Upper Matecumbe Key:

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

We have found 206 places to stay that feature a private swimming pool in or near Upper Matecumbe Key. Some of the best places to stay that feature or have access to a swimming pool are:

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

If you are looking for a place to stay that is family-friendly in Upper Matecumbe Key, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Upper Matecumbe Key:

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

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2025 is over 1390 in the Upper Matecumbe Key area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Upper Matecumbe Key. 

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

People Also Ask

There are 1390 Upper Matecumbe Key, FL Vacation Rentals

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