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.
Introducing Maison Residences Unit 201, Poolside… A world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by car…
Introducing Maison Residences Unit 202, Poolside… A world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by car…
Mile Marker 90 – Convenient to shopping, dining
Monthly stay at the this conveniently located Florida villa with a bright and cool pool. Location, location! And this villa is located near plenty of shopping and dining like Old Tavernier restaurant, Florida Keys Dive Center, Tavernier Creek Marina, and Casamar shopping.
This home has 4 comfortable bedrooms and a large kitchen & dining area. Entertain pool side on cool nights, or spend evenings in the relaxing living room. Plenty of room for boat trailers to store the toys brought down for the blue green waters of the Florida Keys.
Immaculately decorated home in Port Antigua, Villa Del Sol is a 4 bedroom, 4 bath home located water front with dockage that has easy access to both the Florida Bay and Atlantic Ocean via Channel 5. Beautifully furnished, Villa Del Sol also features multiple sunny and shady entertaining areas, a heated pool, and access to Port Antigua Beach. Port Antigua Beach is an expansive, sandy beach that only resident and guests of the neighborhood have access to.
The fourth bedroom has 2 double beds and a trundle bed which makes it perfect for kids or extended family. Experience the Keys in the perfect way. Please call for off season pricing.
The private home features 3 modern bedrooms and 2 updated baths and sleeps 6 adults. The master bedroom features a king size bed and stunning bay and sunset views. Two guest bedrooms, one with a king bed and one with a queen bed makes this house ideal for friends or family. An additional bunk room with a bunk and day bed provides plenty of room for accompanying children.
Mile Marker 83 – Oceanfront
Two adorable, private cottages right on the Atlantic Ocean. Located in the heart of Islamorada! 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 pool.
The front home sits waterfront with 1 bedroom 1 bath upstairs, and a separate 1 bedroom 1 bath downstairs. Downstairs is great for entertaining with a pool table, wet bar, poker table and more.
The garden cottage sits back on the property with two bedrooms and one bathroom and is just a walk through the sandy garden away from the ocean front house.
The ocean front paradise is also a ‘Destination/Wedding Location!’
$9,000/week – Call for Holiday Rates.
The viewing dock is just that, it is too shallow for boats so boats are prohibited. But great for light flats fishing, catch small flats fish or pitch a kayak out. We do have information on nearby marinas for dockage.
Please note, the Pool is heated to 88 degrees and does NOT have a hot tub. The side pool is a spa with jets.[vc_video link='https://www.youtube.com/watch?v=o0jYKUSoVlY']
Oceanfront Beach Cottages
Introducing Maison Residences Unit 203, Poolside… A world-class oceanfront residence, located in the heart of Islamorada in the Florida Keys. This luxurious residence features unsurpassed vistas of the Atlantic Ocean from the master bedroom, grand room, kitchen & oversized living terraces. Arrive by…
Mile Marker 81. Cute and cozy two bedroom home located off the main streets, in the heart of Islamorada. A full porch wraps around the front and back yard, for relaxing and entertaining in the Florida Keys weather. Natural sunlight fills the main living space as you enter into the quaint cottage. The fully equipped kitchen is open to the dining and the newly renovated bathroom is conveniently located in the middle of the home. Multiple cozy sitting areas lead you into the tv room, furnished with a flat screen tv and a large leather sofa. The back bedroom features french doors that extend out into a courtyard where you will find a covered sitting area and native landscaping. The guest bedroom features two twins. Enjoy being a short distance from all the charming restaurants, marinas, shops, and galleries that makes Islamorada the perfect vacation destination.
5/5 Stars Stayed Mar 2019
Melanie W. • St Louis
Blue Heaven was a perfect home away from home for our family of 5. The living spaces were so comfortable, well-appointed, and well-supplied. The location – steps from the waves and also a short walk to town and harbor – was ideal. We couldn’t have been happier!