Luxury Florida Vacation Rentals in Islamorada

Stretching 125 miles just south of Miami, the Florida Keys are a popular vacation destination for visitors from around the world. It is home to several prominent islands, including Key Largo, Key West, Marathon, and Islamorada, each with its own unique charms. It’s no secret why millions of people travel to the Keys each year. The coral cay archipelago offers plenty of things to do and see, especially in the village of Islamorada.


Why Choose Islamorada, Florida Keys for Your Luxury Vacation?

Islamorada, a village consisting of six islands, is one of the most popular places to visit in the Florida Keys. The vacation destination has long been called the “Sportfishing Capital of the World” and has the largest fishing fleet per square mile on the planet.


More than a tropical paradise, Islamorada offers a little something for everyone. Some come for rest and relaxation, while others enjoy the beautiful scenery and epic adventures.


With warm weather nearly year-round and endless sunny skies, Islamorada is a great place to travel no matter the season. When you arrive, you can expect a laidback town vibe that will help you forget about your stresses back home.


One of the most popular attractions in Islamorada is its stunning beaches. Florida has the longest coastline of any of the contiguous states and Islamorada is where you’ll find several amazing options. Take a dip in the turquoise waters at Annie’s Beach, catch a glimpse at the local marine life at Holiday Isle Beach, or enjoy a picnic at Islamorada Library Beach and Park.


Of course, you’ll want to sample the local cuisine during your stay. Islamorada is known for its mouthwatering fresh seafood, available at popular restaurants like the Twisted Shrimp, Wahoo’s Bar and Grill, and Chef Michael’s.


You’ll also find countless activities to do nearby. Tour a 287-foot shipwreck off the coast of the island, feed the tarpon at Robbie’s Marina, see a show at Theater of the Sea, or learn the history of the islands at The Florida Keys History and Discovery Center. At the start of each new day, start the morning off right by watching the awe-inspiring Florida sunrises from your private, quiet villa.

Luxury Vacation Rentals in Islamorada

If you’re looking for a private, quiet, and luxury experience featuring all the amenities you’d expect to see in a five-star resort, then reserve a vacation property from Island Villa Properties.

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

Island Villa’s Maison Featured Properties

Escape to the Florida Keys and stay in a luxury vacation rental near the ocean. At Island Villa, you’ll find dozens of luxury villas, featuring modern conveniences, inspiring views, and world-class elegance at every turn.


Maison Residences offer lavish accommodations that are safe, private, and suitable for family holidays, romantic getaways, and groups looking for a stylish place to entertain. Here is a closer look at some of our most popular properties.

Maison Residences – Unit 101 – Beachfront

Unit 101 at Maison Residences is a beachfront vacation rental offering sweeping views of the Atlantic Ocean from the grand room, kitchen, master bedroom, and oversized living terraces. The property features four cozy bedrooms, four-and-a-half baths, and plenty of room for families or groups to spread out.


Along with unobstructed views of the ocean, guests can enjoy the manicured grounds, lush landscaping, and resort-style pool and jacuzzi centrally located on the property. Lounge chairs, dining areas, and tropical palm trees can be found around the property, as well as seating along the shoreline for guest use.

Maison-Residences-Islamroada Florida Keys

Maison Residences – Unit 403 – Oceanfront & Pool Front

Maison Residences is not your average vacation rental. This stylish villa is the epitome of luxury with its incredible views of the ocean, oversized windows in the grand room, immaculate property, and access to more than 350 feet of white sand beach. There is no better way to get some much-needed rest and relaxation than in Unit 403.


The oceanside property gives guests a secluded feel, starting with the private elevator ride to the first floor. The three-bedroom, three-and-a-half-bath property offers an open floorplan with a gourmet kitchen, multiple seating areas, and an oversized living terrace with fireplace, flatscreen TV, and Lynx infrared/gas grill.

Maison Residences – Unit 202 – Oceanfront

Maison Residences Unit 202 offers everything you’re looking for in a luxury vacation rental. This Islamorada property provides guests with a spacious, open floor plan, a gourmet kitchen equipped with top-of-the-line Wolf Gas and Sub-Zero appliances, and a grand room with 10-foot ceilings.


The gated residence also gives guests access to an 86-foot lagoon-style pool, heated jacuzzi, and 155-foot day dock. Inside the lavish villa, guests will find four bedrooms, four-and-a-half baths, and plenty of room for entertaining. The grand room leads to an outdoor oversized terrace with 9-foot stacked sliders.

Maison Residences – Unit 203 – Oceanfront

When traveling in the Florida Keys, you’ll want to ensure you have a beautiful place to call home. Unit 203 at Maison Residences provides the perfect vacation getaway. No expense has been spared when designing this villa. From the designer-selected lighting fixtures to the Caesar-stone countertops, each room is clean and stylish.


Outside the villa, you’ll find just as much to love. The property offers beach views of the ocean, along with a lagoon-style pool and jacuzzi. Guests have access to more than 350-foot of white sand beach just steps from their front door. A 32-foot boat slip may also be available upon request.

Cabana Flat – Maison Matecumbe

Maison Matecumbe is a three-bedroom, three-and-a-half-bath villa located in the charming gated community of Maison Matecumbe. This small nine-unit condo can be found just off the old road in Islamorada at mile marker 81. Outside, the property offers a sandy beach, pool, hot tub, dock, and immaculate grounds.


Inside the property, guests will find spacious living accommodations with all the comforts of home. The charming kitchen is equipped with stainless steel appliances and the cozy living room has plenty of seating for families or groups. Step outside to the terrace where you’ll find more seating and lovely views of the grounds and ocean.


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

Book Your Stay at an Island Villa Luxury Vacation Rental

A vacation booked in the Florida Keys is sure to be memorable. Island Villa luxury vacation rentals provide guests with easy access to some of the best getaway destinations in the world. Book your stay in beautiful Islamorada in the Florida Keys.