Vacation Rentals

Paradise awaits for your idyllic FL Keys vacation,

… from your “native connection”

Islamorada Rentals, Key Largo Rentals & FL Keys Vacation Rentals

Your Islamorada rental, Tavernier rental and Key Largo rental search starts (and ends!) here. At Island Villa, we’re pleased to list the most luxurious and stunning Florida Keys vacation rentals. When searching for the perfect Florida Keys rental home for you or your family, we want you to have the most information at your fingertips, so our Keys property listings include virtual tours and photos. Island Villa is your native connection to paradise, and we are here to help you explore your options for a dream Florida Keys vacation.


A FL Keys vacation is sure to make cherished tropical memories. Escape to your Islamorada vacation rental retreat or Key Largo vacation hideaway and enjoy the island life. Whether your FL Keys vacation is action-packed with fishing, diving and exploring the sparkling waters of the Keys, or it’s spent swaying in a hammock suspended between two palms, you can enjoy it all from our Florida Keys rentals. Enjoy world-class snorkeling or kayak the shallow flats from the backyard of our waterfront vacation homes. Our goal is to accommodate you from the beginning of FL Keys vacation planning through your stay at one of our Key Largo, Tavernier or Islamorada rentals – or anywhere in between. Whether you’re renting a home in Islamorada or Key Largo for a vacation, wedding, corporate event, or family reunion, our accommodations are sure to please. Our rentals offer breathtaking views and designer interiors that capture the charm and beauty of the FL Keys.


Our Florida Keys Vacation rentals are listed by mile marker and categorized by location – Atlantic Ocean or Florida Bay – type of rental – townhomes, condos or flats – and by access to waterways, canals or lagoons.


For more information on any of the Florida Keys rental properties below, check the box next to the property in which you are interested, and complete the form at the bottom of the page to receive additional information. To explore the individual charms of our luxury vacation rental properties call us at 305-664-3333.

Contact us at 305.664.3333 or so we may help with your Florida Keys wedding plans.

Ocean Rentals

Bay Rentals

Canal Rentals

Condo & Flat Rentals

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  • Sea Ranch $8,000 weekly ~ Call for holiday rates

    Sea Ranch

    $8,000 weekly ~ Call for holiday rates

    Two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada at mile marker 83. This stunning property is truly a tropical paradise with a private, sandy beach and observing pier. Relax at the beach or cool down in the beachside…

    4 beds 4 baths
    4 beds 4 baths
  • Green Turtle Beach $10,500 -$12,500 In season and holidays

    Green Turtle Beach

    $10,500 -$12,500 In season and holidays

    Mile Marker 81. Ocean front estate located on 4 acres, five bedroom/five 1/2 baths. Sleeps 10. Sandy beach and heated pool with jacuzzi. 24 hour caretaker overseas the property. #VR-082   In Season and Holiday Rate: $12,500 Weekly Off Season: $10,500 Weekly Add optional 1…

    5 beds 5.5 baths
    5 beds 5.5 baths
  • Oasis At Tavernier $18,000 - $20,000 Monthly ~ Call for Holiday Rates

    Oasis At Tavernier

    $18,000 - $20,000 Monthly ~ Call for Holiday Rates

    $18,000 – $20,000 monthly~ Call for holiday rates   Mile Marker 92.   This luxurious 6 bedroom estate is located in Tavernier, in the Upper Florida Keys. Conveniently located a short distance from the Atlantic Ocean, deep water dockage makes Oasis in Tavernier perfect for…

    6 beds 7 baths
    6 beds 7 baths

Reservation Procedure

A 30% security deposit is required along with the rental agreement and application within 24 hours to insure your booking. The security deposit is payable by credit card. A $75.00 reservation fee, cleaning fee and 12.5% sales and county tax are additional to the rental amount. The balance due is payable by check or wire transfer within 90 days prior to check in. Cancellations will be refunded in full 90 days prior to check in. The 30% security deposit will be refunded within 30 days after your departure if the property is found in satisfactory condition.


Please be advised that during the event of a hurricane, your security deposit and rental payment is fully refundable without penalty. You may also use your deposit toward a future rental at a different date.


Status of properties and prices are subject to change. If owner changes status of property, a substitution will be made or a refund will be given. Check-in is 4 PM. Check-out is 10 AM.

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