Upper Matecumbe Key Holiday Rentals

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Compare Holiday Rentals, Villas & Resorts in Upper Matecumbe Key

1,461 villas and rentals
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Luxury Holiday Rentals in Upper Matecumbe Key

Over 1452+ Luxury Holiday Rentals in or Near Upper Matecumbe Key
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Top-Rated Holiday Rentals with a Pool in Upper Matecumbe Key

Over 1062+ The Best Private Villas and Holiday Rentals in Upper Matecumbe Key with a Pool
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Pet-Friendly Holiday Rentals in Upper Matecumbe Key

Over 477+ Pet-Friendly Holiday Rentals in or Near Upper Matecumbe Key
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Large Holiday Rentals and Private Villas in Upper Matecumbe Key

Over 281+ Large Holiday Rentals and Private Villas in or Near Upper Matecumbe Key
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Wheelchair Accessible Holiday Homes in Upper Matecumbe Key

Over 451+ Wheelchair Accessible Holiday Homes in or Near Upper Matecumbe Key
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Upper Matecumbe Key Private Villas and Holiday Homes Under $200

Over 109+ Upper Matecumbe Key Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in Upper Matecumbe Key

Over 825+ Instantly Bookable Holiday Homes in or Near Upper Matecumbe Key
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About Casai's Private Villas and Holiday Rentals in Upper Matecumbe Key

Discover more than 1461 vacation rentals available in Upper Matecumbe Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Upper Matecumbe Key.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Upper Matecumbe Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Upper Matecumbe Key. On average, places to stay near Upper Matecumbe Key offer 676.62 ft², with nightly prices averaging R13,095.

With Casai, finding and comparing holiday rentals in Upper Matecumbe Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in Upper Matecumbe Key, FL


History of Diving Museum 956 Properties
Matecumbe United Methodist Church 778 Properties
Florida Keys Brewing Co. 756 Properties
Hurricane Monument 754 Properties
Islamorada 713 Properties
Coral Cove 643 Properties
Bud n' Mary's Dive Center 635 Properties

There are 1461 Upper Matecumbe Key, FL Holiday Rentals

Recently Booked Holiday Rentals in Upper Matecumbe Key

Frequently Asked Questions About Upper Matecumbe Key?

What are the top holiday rentals in Upper Matecumbe Key?

With numerous options available in Upper Matecumbe Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Upper Matecumbe Key:

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

Discover a selection of holiday rentals with private pools near Upper Matecumbe Key with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

How many Casai.co.za holiday rentals are available in Upper Matecumbe Key?

As of 2026, Casai boasts over 1461 properties listed in the Upper Matecumbe Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Upper Matecumbe Key.

Nearby Neighborhood (1)

NeighborhoodProperty Count
Coral Cove Vacation Rentals in Florida 643