Vacation Homes in the Florida Keys

Designating your next vacation destination isn’t an easy task, but there are a plethora of reasons why you should choose the Florida Keys and KeysCaribbean to host your stay. The FL Keys are located in an idyllic tropical climate hosting an array of wildlife unlike anywhere else in North America. Many of the properties we feature are situated in resort-like communities with access to a variety of luxury amenities. These homes are considerately designed to provide you with a quality stay.
Make this holiday season a uniquely memorable experience and spend your Thanksgiving lounging comfortably poolside or Christmas decorating the palms.
Entertaining your guests is a cinch with many of our locations featuring convenient onsite amenities such as marinas, swimming pools, and gyms. Picture the ease of being just steps from your boat, and a short ride to the surrounding waters.
Don’t spend your vacation uncomfortably lodged in a confined space. Unlike the average hotel room, the homes we feature are exceptionally spacious and equipped with full-sized kitchens, living rooms and bedrooms.
The FL Keys are relatively easy to navigate, and many of the homes we feature are within a short drive to premier attractions and sights. Some of those top-rated crowd-pleasers include the Key Largo Princess Glass Bottom Boat, Robbie’s Marina, and Aquarium Encounters.
You won’t have to look far for casual, outdoor eateries or fine-dining restaurants. Throughout the FL Keys are a substantial number of individually-owned and thoughtfully-curated dining options. You can use our Activities Guide to narrow down your choices by island location and mile marker.

Top Luxury Resorts in the Florida Keys

Mariner's Club Key Largo

When you are ready to experience luxury accommodations during your South Florida vacation, there is truly nothing finer than the lavish luxury resorts the Florida Keys have to offer. These grand properties have everything you could want and need right at your fingertips.


If you’re planning a posh, upscale escape to the Florida Keys, consider these ritzy resorts for your vacation.

Top Luxury Resorts in the Florida Keys

Mariners Club Key Largo

Mariner’s Club Key Largo offers guests a truly relaxing experience in one of the most luxurious Florida Keys vacation rental resorts in the area. The private and gated oceanfront Key Largo vacation community is the perfect escape for the discerning traveler who appreciates a relaxing and natural setting by the ocean with upscale accommodations and amazing onsite amenities. Choose from luxury vacation townhomes and villas with upscale furnishings and an abundance of upscale amenities designed to cater to the wants and needs of every guest.

Angler’s Reef Resort

Angler’s Reef Resort Villas & Marina on Islamorada offers a step back in time at their relaxing seaside resort. The quaint, oceanfront community is surrounded by mangroves and offers oceanfront as well as deep-water access. Stay in a luxury beach cottage rental in the Florida Keys and enjoy an elegant and tropical combination of Native Conch and British West Indies style.

Indigo Reef Resort

Some of the finest accommodations in Marathon Key are at Indigo Reef Resort. These upscale vacation rental homes in the Florida Keys offer guests luxury vacation accommodations in a tropical private paradise. This seaside community offers richly appointed villas just steps away from a private dock and boat access. The two and three-bedroom villas offer amazing, high-end appointments, furnishings, a private porch, and even private boat slips!

Coral Lagoon Resort

Coral Lagoon Resort & Marina in Marathon is a waterfront destination offering intimate and extraordinary luxury for guests. Enjoy the perfect ambiance in one of the 25 beautiful Key West Conch-style villas and cottages nestled on these six acres of paradise. The waterfront two- and three-bedroom villas include private water view porches and are elegantly appointed. Enjoy a full-service marina and easy access to the Atlantic Ocean and Gulf of Mexico for boating and fishing.

Choose KeysCaribbean for Your Luxury Florida Keys Vacation


Relax and discover the magic of the Florida Keys with an amazing vacation experience from KeysCaribbean. Enjoy first class service in a relaxing setting at one of these grand luxury resorts in the Florida Keys. Book your luxury Florida Keys vacation today with KeysCaribbean and enjoy the vacation of a lifetime. Give us a call at 305/853-5000 or contact us online here for more information about renting a luxury Florida Keys vacation home for your Florida Keys vacation.