Vacation rentals in Upper Matecumbe Key, FL

11 available vacation rental offers

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Best vacation rentals and Airbnb offers in Upper Matecumbe Key, FL

Modern Keys Penthouse W Private Beach Pool - Upper Matecumbe Key, FL
10 ★ 1 reviews

Modern Keys Penthouse W Private Beach Pool

Apartment, Upper Matecumbe Key

Modern Keys Penthouse W Private Beach Pool is a apartment in Upper Matecumbe Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Modern Keys Penthouse W Private Beach Pool

Modern Keys Penthouse W Private Beach Pool is a apartment in Upper Matecumbe Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, accessible, elevator, bbq facilities, and living room.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $9,859.

From$1,019/night
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Ragged Edge Resort & Marina - Upper Matecumbe Key, FL
9.6 ★ 253 reviews

Ragged Edge Resort & Marina

Guest House, Upper Matecumbe Key

Ragged Edge Resort & Marina is a guest house in Upper Matecumbe Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a guest house in Upper Matecumbe Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and free parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,624.

From$333/night
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The Islands of Islamorada - Upper Matecumbe Key, FL
9.6 ★ 76 reviews

The Islands of Islamorada

Villa, Upper Matecumbe Key

The Islands of Islamorada is a villa in Upper Matecumbe Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Islands of Islamorada

The Islands of Islamorada is a villa in Upper Matecumbe Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,789.

From$425/night
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Caloosa Cove Resort by CoolVacay - Upper Matecumbe Key, FL
9.4 ★ 3 reviews

Caloosa Cove Resort by CoolVacay

Condo, Upper Matecumbe Key

Caloosa Cove Resort by CoolVacay is a condo in Upper Matecumbe Key, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay is a condo in Upper Matecumbe Key, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,017.

From$226/night
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