1390+ Rental Villas and Private Getaways in Upper Matecumbe Key |
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Upper Matecumbe Key Villa Rentals

About Upper Matecumbe Key Vacation Rentals

There are more than 1390 incredible getaway rentals that are available in Upper Matecumbe Key. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Upper Matecumbe Key.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. 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 BedroomVillas in Upper Matecumbe Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Upper Matecumbe Key. Places to stay near Upper Matecumbe Key are 866.5 ft² on average, with prices averaging GB £536 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Upper Matecumbe Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Upper Matecumbe Key

Type Count
Vacation Homes 901
Villas 122
Holiday Apartments 112
Others 16
Cottages 10
Unique Vacation Rentals 6

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

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Upper Matecumbe Key with BedroomVillas.

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

Stay Near Upper Matecumbe Key's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Upper Matecumbe Key's Research Top Attractions For Your Vacation


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


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 hotels or resorts in Upper Matecumbe Key?

We provide an array of great vacation destinations in Upper Matecumbe Key. If you are looking to stay in or around the Upper Matecumbe Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Upper Matecumbe Key:

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

We have 206 luxury villas and vacation rentals featuriung a private pool in and near Upper Matecumbe Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Upper Matecumbe Key is best for families?

Searching for a family-friendly getaway in Upper Matecumbe Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Upper Matecumbe Key?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 1390 in the Upper Matecumbe Key area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Upper Matecumbe Key. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Coral Cove Rental Villas and Private Getaways in Florida 542

People Also Ask

There are 34 hotels in Upper Matecumbe Key 44 resorts, and 1135 rentals

Recently Booked Hotels, Resorts, or Rentals in Upper Matecumbe Key