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Welcome to Island Time Hospitality, where we're more than a vacation rental and property management company—we're passionate locals who are proud to call the Florida Keys home. Our mission is to create unforgettable experiences by sharing the beauty, charm, and island lifestyle that captured our hearts years ago. Whether you're visiting for a relaxing getaway or entrusting us with your property, we're committed to making you feel the same love for the Florida Keys that inspires us every single day. 

We've traveled all over the world, but there's something truly magical about the Florida Keys that keeps us coming back year after year. From the breathtaking sunsets and amazing restaurants to the laid-back island lifestyle, there's no place like it. Every trip, we book with Island Time Hospitality because we know we'll receive exceptional service. Their team is professional, responsive, and always available to answer questions or help with anything we need. They consistently go above and beyond to ensure every stay is unforgettable. We highly recommend Island Time Hospitality to anyone looking  for an amazing Florida Keys vacation. We can't wait for our next visit !

— Stephanie & Jess

things to do

Experience the Best of the Lower Florida Keys

The Lower Florida Keys are a paradise for outdoor enthusiasts and nature lovers. During your stay, be sure to experience:

• Snorkeling or scuba diving at the spectacular Looe Key Reef
• World-class offshore, reef, and backcountry fishing
• Kayaking and paddleboarding through scenic mangrove trails
• Sandbar excursions by boat
• Boating through crystal-clear turquoise waters
• Bahia Honda State Park's award-winning beaches
• The National Key Deer Refuge on Big Pine Key
• Dolphin and sea turtle watching
• Sunset cruises
• Birdwatching and eco-tours
• Jet skiing and watersports
• Wildlife photography
• Exploring the scenic Overseas Highway, one of America's most beautiful drives.

Savor Fresh Florida Keys Cuisine

No vacation is complete without experiencing the incredible local flavors. Enjoy:

• Fresh-caught lobster (seasonal)
• Stone crab claws (seasonal)
• Hogfish
• Yellowtail snapper
• Grouper
• Mahi-mahi
• Conch fritters
• Conch chowder
• Fresh oysters
• Peel-and-eat Key West pink shrimp
• Cuban sandwiches
• Authentic Key lime pie
• Waterfront dining with breathtaking sunset views.

Discover the Magic of Key West

Just a short drive from your vacation home, Key West offers endless entertainment for visitors of all ages.

Must-See Attractions

• Southernmost Point Buoy
• Mallory Square Sunset Celebration featuring street performers and live entertainment
• Duval Street shopping, restaurants, bars, and nightlife
• Ernest Hemingway Home & Museum
• Key West Historic Seaport
• Truman Little White House
• Key West Lighthouse
• Fort Zachary Taylor Historic State Park
• Colorful Old Town neighborhoods and historic architecture
• Local art galleries and museums
• Sunset sailing cruises
• Dolphin watching and snorkeling excursions
• Live music every night
• Waterfront dining overlooking the harbor
• World-famous Key lime pie and fresh seafood
• Water sports, parasailing, jet skiing, and boat rentals.

Your Perfect Florida Keys Getaway Starts Here

Whether you're planning a romantic escape, a family vacation, a fishing adventure, or simply looking to unwind by the ocean, our luxury waterfront homes provide the perfect base for exploring everything the Lower Florida Keys and Key West have to offer. Wake up to breathtaking ocean views, spend your days on the water, and end each evening watching one of the most spectacular sunsets in the world. Your unforgettable island adventure is waiting.