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Florida Keys

Vacation Home Rentals


The Florida Keys are one of the most visually breathtaking and captivating destinations in the world. The world-famous island chain is perfect for all travelers, with endless adventures and opportunities to make lifetime memories.

From the thrill of fishing and boating to the joy of snorkeling and beach-combing, the islands boast an abundance of activities to enjoy. Whether you want a quiet getaway or a luxurious and extravagant experience, the Florida Keys have it all.

At KeysCaribbean, we specialize in offering vacation rentals in the Florida Keys that provide stunning views and exceptional amenities. Our collection of homes includes seaside cottages with pools, opulent villas with boat dockage, and more incredible rental properties. Many of our fabulous homes, including pet-friendly properties, also boast exclusive access to upscale resort amenities.

Depending on the type of experience you’re looking for, we also offer traditional residences in secluded neighborhoods. Our Florida Keys vacation home rentals come with an array of features, like private pools, kayaks, or putting courses. Regardless of what you seek in a Florida Keys getaway, KeysCaribbean is sure to have what you’re looking for.

We also offer flexible length-of-stay options for travelers seeking short- or long-term stays. With a wide range of homes to choose from, it is simple to find the ideal rental that matches your preferences and budget.

You can be confident that your dream vacation awaits you in the Florida Keys! To begin your search, you can filter by island location or browse our resort locations and Private Homes below.

Florida Keys Luxury Resorts

KeysCaribbean offers homes in the best resorts in the Florida Keys that are sure to create a memorable experience. Our luxurious collection of resort homes includes locations on the islands of Key Largo, Islamorada, Duck Key, and Marathon. If you are looking for the best places to stay in the Florida Keys, KeysCaribbean is the perfect place to search.

Beautiful Resort Locations

Each resort location offers a uniquely beautiful setting with a variety of features. You can enjoy picturesque ocean views, colorful sunsets, and private access to pristine beaches. Our Florida Keys resort homes are ideal for vacationers to enjoy modern features and the islands’ natural beauty simultaneously.

In addition to the stunning surroundings, our resort rental properties offer a range of amenities to enhance your stay. Many of our homes feature exclusive access to lavish swimming pools. The heated waters are perfect for unwinding after a day of exploring the area and surrounding islands. After a refreshing swim, relax under the sun with a view of the Atlantic Ocean or Gulf of Mexico.

For those who love boating and water activities, several of our properties have onsite marinas. This allows you to easily dock your boat and explore the beautiful waters of the Florida Keys. You can enjoy fishing, snorkeling, or simply cruising along crystal-clear waters.

If you’re a tennis enthusiast, some of our Florida Keys resort locations offer tennis and pickleball courts. You can challenge your friends or family to a friendly match while enjoying the tropical surroundings.

To learn more about any one of our luxury resorts in the Keys, view the individual property details above. You may also reach out to our knowledgeable staff, and we’ll gladly help guide your search for the ideal resort location.

What Makes Us Different

Our resort homes offer a unique vacation experience that sets them apart from the average resort. One of the key factors that make our properties different is the generous living space they provide. With up to 2,200 square feet, our rentals offer ample room for you and your loved ones to spread out and relax.

Unlike a typical resort room, our properties feature full kitchens with separate dining and living areas. This means that you have the freedom to cook your own meals and enjoy them in the comfort of your own space. It also allows for more flexibility and convenience during your stay.

Another distinguishing feature of our homes is the inclusion of private bedrooms and bathrooms. This ensures privacy and comfort for you and your fellow travelers.

Our Vacation Homes

KeysCaribbean offers vacation rentals in the Florida Keys that provide a luxurious and comfortable stay for guests. Our waterfront homes offer both style and convenience, with well-furnished interiors and modern amenities.

One of the main highlights of our Florida Keys rentals is their incredible locations. Guests can enjoy breathtaking views of the turquoise waters right from their private porch or balcony. The serene atmosphere and tropical surroundings create the perfect setting for relaxation and tranquility.

Each vacation house rental features a range of amenities to ensure a pleasant stay. Guests can enjoy spacious living areas, comfortable bedrooms, and modern bathrooms. In addition, our rental homes have convenient features such as full kitchens, spacious patios, and outdoor grills. You can prepare delicious meals, dine alfresco, and make the most of your Florida Keys vacation.

Homes with Private Pools, Boat Dockage, and More

Many of our rental homes feature private swimming pools or hot tubs, allowing guests to swim at their leisure. After a busy day checking off your itinerary’s activities, enjoy a soothing soak in your very own hot tub.

For those seeking an adventure on the waters of the Florida Keys, many of our homes offer boat dockage. Guests can bring their own boats or rent one to traverse the nearby waters at their leisure.

Some rental properties also offer kayaks and paddleboards as another means for you to explore the surrounding waters. This provides a great opportunity for fishing, boating, or simply cruising along the coastline and discovering hidden gems.

The amenities provided by our luxury vacation homes ensure that you have a spectacular stay. Enjoy water sports, golf, outdoor cooking, or relaxation with amenities that cater to your interests and enhance your vacation.

Additionally, our Florida Keys vacation rentals are near exciting attractions and top-rated restaurants and shops. Explore the vibrant culture, discover the amazing locales of the Florida Keys, and immerse yourself in the island experience!

What You Can Expect With KeysCaribbean

KeysCaribbean is a leading vacation rental provider for more than just spacious homes and upscale amenities. We also have a record of excellent quality service. We strive to anticipate and fulfill the needs of our guests, ensuring that every aspect of your stay is well taken care of.

Professional Hosts

As a professional property management company, we dedicate ourselves to providing an enjoyable vacation experience to our guests. From the moment you make a reservation to the time you check out, KeysCaribbean is available to assist you. When you stay with Keyscaribbean, you’ll see why so many travelers entrust us with their annual trips.

Clean and Comfortable Homes

KeysCaribbean also understands the importance of cleanliness and maintenance. We take great pride in ensuring that our properties are well-maintained, clean, and in excellent condition. This attention to detail ensures that our guests have a comfortable and hassle-free stay. Our attention to detail and dedication to cleanliness and maintenance contribute to creating a truly exceptional vacation experience.

From luxury resort homes to private vacation rentals, there is a wide selection of properties to choose from. Explore the beauty and charm of the Florida Keys and start planning your perfect getaway hosted by KeysCaribbean today!

High Praise From Our Guests