VRBO in Islamorada Florida Keys

The Florida Keys is a popular destination for boating, fishing, snorkeling, and scuba diving. Millions of trips are made to the Keys each year, particularly to hot spots like Key West, Marathon, Key Largo, and Islamorada. Located between Everglades National Park and the beautiful blue waters of the Florida Strait is Islamorada, a small village made up of six islands. Islamorada is known for its relaxed vibe, vibrant community, and a wide assortment of things to do and see.


While visiting Islamorada, you’ll want to fill your itinerary with some of the area’s top attractions. Swim with dolphins at the Theater of the Sea, sample local beers on tap at Florida Keys Brewing Company, or snap photos at Windley Key Fossil Reef Geological State Park. Islamorada is also known for its incredible array of restaurants, including local favorites like Bayside Gourmet, Mangrove Mike’s Café, and Wahoo’s Bar and Grill.

One of the biggest decisions vacationers will have to make when planning a trip to the Keys is where to stay. When booking a vacation rental, some travelers go straight to online marketplaces like VRBO. While these short-term rental companies offer certain perks, there are some downsides. Ads and descriptions are often misleading and they are not always as cheap as they appear.


To ensure a smooth vacation without any hiccups, rent a luxury vacation rental with Island Villa Properties. Island Villa Maison Properties offer the ultimate stay for solo travelers, couples, families, or groups. These private, quiet rentals offer guests a true luxury experience in the heart of Islamorada. Check out some of our featured rental properties and what they have to offer.

Renting a Private Vacation Home is Better than a VRBO

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 rentals@islandvilla.com so we may help with your Florida Keys rental plans

Island Villa’s Maison Featured Properties

When planning a vacation to the Florida Keys, you’ll want to ensure that you choose safe, private, and upscale accommodations. Island Villa’s Maison Residences check off all of these boxes and more. Here’s a look at some of Island Villa’s featured luxury vacation rentals in Islamorada.

Maison Residences – Unit 101 – Beachfront

When planning your stay in Islamorada, consider renting Maison 101. Maison Residences is a world-class oceanfront property offering sweeping views of the Atlantic Ocean from a spacious grand room, kitchen, master bedroom, and oversized living terraces. The clean and stylish residence offers all the comforts of home with the amenities you’d expect to see in a five-star resort, such as an 86-foot lagoon-style pool, heated jacuzzi, and 350-feet of white sand beach.


Unit 101 contains four bedrooms and four-and-a-half baths, including a master bedroom that provides easy access to a terrace. Maison 101 is set safely inside a gated residence. Spend your mornings strolling down the 155-foot day dock or splash around in the blue-green water.

Maison Residences – Unit 202 – Oceanfront

Planning a trip to the Florida Keys can sometimes present challenges, but Island Villa Properties makes choosing accommodations easy. Unit 202 at Maison Residences is a four-bedroom, four-and-a-half-bath oceanside rental that provides guests with both ocean and pool views.


The spacious rental property is equipped with top-of-the-line Wolf Gas and Sub-Zero kitchen appliances, as well as porcelain tile, Caesar-stone countertops, designer-selected lighting fixtures, and Kohler plumbing fixtures. Guests can also enjoy access to a U-Line beverage center, smart front door locks, Nest front doorbell cameras, and in-ceiling speakers with Sonos System.

Maison Residences – Unit 203 – Oceanfront

Unit 203 at Maison Residences is an oceanfront rental with four bedrooms and four-and-a-half baths. The spacious villa offers views of the ocean from nearly every room and is just a brief walk from the onsite swimming pool and heated jacuzzi. There is ample seating around the pool area, as well as palm trees for shade.


After spending a long afternoon by the pool, take the private elevator to your door. Inside, you’ll find a fully-equipped gourmet kitchen, cozy grand room, and terrace with 9-foot stacked sliders for entertaining. This outdoor space also features a large flatscreen TV, fireplace, and Lynx infrared/gas grill.

Cabana Flat – Maison Matecumbe

Islamorada offers a 17 mile stretch of pure paradise in the beautiful Florida Keys. When choosing a place to stay in Islamorada, you’ll want to consider what property will provide the most value. Maison Matecumbe is the ultimate choice for comfort and luxury. The Maison Matecumbe gated community is a small nine-unit condo found just off the old road in Islamorada at mile marker 81.


At Maison Matecumbe, guests will find a recently completed swimming pool, hot tub, and guest access to a sandy beach. There are seating and dining areas around the pool, along with tropical palm trees and lush landscaping. Maison Matecumbe is just a short walk from the ocean where guests can enjoy spectacular views.


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