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Paradise Florida Keys Vacation Rentals manages numerous homes and condos in the Islamorada, FL area. The properties we have been entrusted to manage are upscale and offer spectacular views and amenities.

As a family looking to rent for a week or a month even longer, (or a homeowner looking for someone to care for their piece of paradise, in their absence), Paradise Florida Keys Vacation Rentals and our team of professionals is an amazing option for the utmost customer service and attention to detail in the care of your property.

DREAMING OF STAYING IN
FLORIDA KEYS PARADISE?

Over 25 Years of  Vacation Rental Experience
 Rent Your Next Vacation Property From People You Can Trust!

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PARADISE FLORIDA KEYS VACATION RENTALS 

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Nestled directly on Florida Bay in the heart of Islamorada, Islamorada Bayfront is a spacious three-bedroom, single-family waterfront retreat that comfortably sleeps up to six guests, making it an ideal escape for families or couples seeking an extended stay. The home features stunning bayfront views, king-sized bedrooms, a peaceful waterfront setting, and direct access to the beauty and sunsets that make the Florida Keys so unforgettable. Available for monthly rentals with a 28-day minimum stay, this property offers the perfect blend of privacy, comfort, and authentic island living in one of Islamorada's most desirable locations.

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Bay Harbour 110C is a beautifully appointed two-bedroom, two-bathroom waterfront condo in Islamorada that comfortably sleeps up to four guests, making it an ideal retreat for couples, families, or boating enthusiasts. Located in the desirable Bay Harbour community on Lower Matecumbe Key, the property includes a private 30-foot boat slip along with access to a pool, tennis courts, clubhouse, covered parking, and elevators for added convenience. Just minutes from local beaches, restaurants, and world-class fishing, Bay Harbour 110C offers the perfect combination of luxury, relaxation, and easy access to everything the Florida Keys have to offer

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137 Venetian Drive is a charming three-bedroom, single-family waterfront home in Islamorada that comfortably sleeps up to six guests, making it a great choice for families or couples looking for an extended Florida Keys escape. Located at Mile Marker 86, the property features a private boat dock, spacious living areas, and pet-friendly accommodations, offering easy access to both Florida Bay and the Atlantic for endless days on the water. Available for monthly rentals with a 28-day minimum stay, 137 Venetian Drive delivers the perfect blend of comfort, convenience, and laid-back island living in the heart of Islamorada.

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Bay Harbour 307B is a comfortable two-bedroom, two-bathroom waterfront condo in Islamorada that accommodates up to four guests, making it an excellent choice for couples, small families, or friends looking for a relaxing Florida Keys getaway. Located in the desirable Bay Harbour community on Lower Matecumbe Key, the condo features beautiful water views, a community pool and spa, spacious living areas, and is just minutes from local beaches, dining, and world-class fishing. Whether you're planning a weeklong vacation or an extended island escape, Bay Harbour 307B offers the perfect blend of comfort, convenience, and laid-back Keys living.

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Parrotfish is a beautifully appointed waterfront vacation home in Islamorada that offers the perfect blend of island charm, modern comfort, and easy access to everything the Florida Keys has to offer. Designed for relaxing getaways, the home features spacious living areas, inviting outdoor spaces, and a prime location close to world-class fishing, boating, waterfront dining, and local attractions. Whether you're planning a family vacation or a peaceful extended stay, Parrotfish provides the ideal home base for experiencing the laid-back lifestyle of the Florida Keys.

Interested In Florida Keys Vacation Rentals? Message Us!

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OUR LOCATION

Paradise Florida Keys Vacation Rentals, (owned and operated by Judy Rossignol) has helped hundreds if not thousands of families find their vacation home in the Florida Keys.

 

Judy has built a team of agents who are ready to work for you to ensure your rental or your home, that you have entrusted to us, is ready for arrival.

Rich Trottnow, who has been helping Judy with Paradise Vacation Rentals and the vacation rental side of the business for almost 8 years, is very well versed when it comes to communicating with renters and making sure the properties are licensed by the Village of Islamorada, the Fire Department, and Monroe County.

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CLIENT REVIEWS

Paradise has been helping us with the details surrounding a real estate deal for years and years. Very professional staff and quick response. Thank you Rich

John Gee, Local Guide

Call Us

Judy Rossignol

(305)-393-0523

Rich Trottnow

(305)-842-1151

Find Us

81579 Old Highway Islamorada, FL 33036

Office Hours

Monday - Friday 

9am- 5pm

Saturday - Sunday

11am- 3pm

Email Us

Judy Rossignol

islamoradajudy@gmail.com

Rich Trottnow

richtrottnow@gmail.com

PARADISE FLORIDA KEYS VACATION RENTALS

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LOCATED IN ISLAMORADA, FLORIDA KEYS

(305)-842-1151

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