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Vacation Rentals in Matecumbe Key, FL

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    Travellers to Matecumbe Key are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 46
    4.5 of 5 stars (10) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 85
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 34
    5 of 5 stars (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 30
    4.5 of 5 stars (25) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Porch
    • Waterfront
    • Air Conditioning
    • Washer
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two villas conveniently located at MM 75.5 with Garden or Bay views (Note: Bay view villa rental is higher than Garden villa web price) you are just minutes from boat ramps, great restaurants, beaches, shopping, fishing, snorkeling, bike riding, etc. Key West is only 75 miles away- an easy day... View all property information
    Location Information
    Matecumbe Key, Florida Keys 33036
    5 of 5 stars Reviewed 3 days ago
    Our first stay was December 2014 into January at the Garden Villa, and in April this year we returned for 3 weeks to the Bay Villa. The gorgeous waterfront and sunset pictures...
    5 of 5 stars Reviewed 21 July 2016
    Charlie most certainly went above and beyond to make our stay at the Garden Villa the most welcomed and special experience for our 2nd Honeymoon! Finding "Sue's Promise" our first...
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    1 / 48
    4.5 of 5 stars (13) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Waterfront
    • Satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Islamorada is the Spiritual Center of the Keys, the Sportfishing Capital of the World, and home to the largest fleet of charter boats in the Keys. Fish deep water or the back bay. Snorkeling and SCUBA sites abound. Restaurants, art galleries, and other shopping are plentiful in Islamorada. Pass... View all property information
    Location Information
    Matecumbe Key, Florida Keys 33036
    1 / 15
    5 of 5 stars (8) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Secure Parking
    • Balcony
    • Air Conditioning
    • Grill
    • Patio
    • Waterfront
    • Porch
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    ***PLEASE INQUIRE ABOUT SPECIAL DISCOUNTED RATES AND SEASONAL AVAILABILITY*** This is a very popular rental, so book your preferred week well in advance of peak season! I reply to EVERY inquiry. If you do not receive a reply, please contact me again! Email me for additional pictures of this... View all property information
    Location Information
    Matecumbe Key, Florida Keys 33036
    5 of 5 stars Reviewed 8 February 2016
    We recently stayed at Casa Rio in Islamorada Florida, what a beautiful place. The apartment is located on a quiet residential cul de sac in a lovely part of Islamorada. The...
    5 of 5 stars Reviewed 20 April 2015
    A relaxing beautiful property- a clean and comfortable lodging in a central location. There is a walking and biking path close by; a kayak on the private boat dock...excellent...
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    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great house in Lower Matecumbe (south side of Islamorada) at the 75 mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. A screened in porch with tables and chairs... View all property information
    Location Information
    Matecumbe Key, Florida Keys 33036
    5 of 5 stars Reviewed 20 June 2016
    This two bedroom home was the perfect getaway for my husband and me. The cute sea-theme décor added to the cozy ambience. The living room/kitchen are flanked with a queen...
    5 of 5 stars Reviewed 17 August 2015
    Private beach!!!! Cooked lobsters on the outdoor grill!!! Very nice. Clean. very private. Grounds were very well kept and picking up key, etc was easy. nice view form living...
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    1 / 37
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Conch Villa 5 Brand new, 3 bedroom Islamorada vacation villa in the Art District, you'll enjoy the marinas, fine dining, entertainment and breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including, Free Wi-Fi, Community Swimming Pool, Tiki... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 63
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Bay Villa 8 From the vantage of this brand new 3 bedroom Islamorada vacation villa in the Art District, you'll enjoy the marinas, fine dining and entertainment while enjoying breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including, Free... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 61
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • Parking
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bay Villa 9 From the vantage of this brand new 3 bedroom Islamorada vacation villa in the Art District, you'll enjoy the marinas, fine dining and entertainment while enjoying breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including, Free... View all property information
    Location Information
    Matecumbe Key, Florida Keys
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    1 / 62
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Wi-Fi
    • Waterfront
    • Balcony
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bay Villa 7, From the vantage of this brand new 3 bedroom Islamorada vacation villa in the Art District, you'll enjoy the marinas, fine dining and entertainment while enjoying breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including, Free... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 63
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Grill
    • Waterfront
    • Wi-Fi
    • Washer
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Conch Villa 4 From this beautiful brand new 3 bedroom Islamorada vacation villa in the Art District, you'll enjoy the marinas, fine dining and entertainment while enjoying breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including, Free Wi-Fi,... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 61
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • Washer
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    key Lime Villa 3 Bring your friends and family to the Florida Keys and stay in this beautiful 3 bedroom villa rental with community pool, boat dock and plenty to do! This brand new 3 bedroom Islamorada vacation villa is in the Art District and you'll enjoy the marinas, fine dining, entertainment... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 62
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Grill
    • Waterfront
    • Satellite TV
    • Washer
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Key Lime Villa 1 - Family and friends will love this brand new 3 bedroom Islamorada vacation villa in the Art District, close to fine dining, marinas and entertainment while enjoying breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including,... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 62
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Balcony
    • Waterfront
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Conch Villa 6 This brand new, luxury 3 bedroom Islamorada vacation villa is in the Art District, and close to the marinas, shopping, fine dining and entertainment while enjoying breathtaking sunset views. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and world class amenities including, Free... View all property information
    Location Information
    Matecumbe Key, Florida Keys
    1 / 54
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Shared Outdoor Pool...
    • Wi-Fi
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Key Lime Villa 2 You won't want to leave this brand new 3 bedroom Islamorada vacation villa in the Art District. Everyone will enjoy the renowned restaurants, fine dining, sunset celebrations, entertainment, marinas and breathtaking sunsets. Amenities. 3 bedrooms, 3.5 baths, a gourmet kitchen and... View all property information
    Location Information
    Matecumbe Key, Florida Keys