Caribee Beach House ~ 6 Bedroom Islamorada Estate with Pool & Dockage

Welcome to Caribee Beach House!

Discover the enchanting charm of Caribee Beach House, where the timeless allure of old-school Islamorada beautifully melds with stylish comforts. Tucked away in the heart of downtown Islamorada, this hidden gem offers an extraordinary retreat with 200 feet of private water frontage, a spacious 100-foot dock, and stunning views of Alligator Lighthouse.

Bring your entire crew to this sprawling estate that boasts six bedrooms and five bathrooms, comfortably accommodating up to 14 guests. The fully equipped kitchen awaits your culinary inspiration, whether you're whipping up family favorites or cooking your fresh catch of the day!

Step outside to be mesmerized by sweeping ocean vistas that promise to take your breath away. The expansive yard, adorned with lush greenery and twinkling bistro lights, creates a magical ambiance perfect for unforgettable evenings. Jump into the stunning heated and chilled pool, complete with a baja shelf with loungers and umbrellas.

For those looking to stay active, challenge your guests to a friendly match on your very own pickleball court that also doubles as a basketball court, or enjoy a round of mini putt on the custom putting green, adding a playful touch to your vacation! After the games, unwind around the fire pit on your private sandy beach for cozy bonfire memories. Your very own 100-foot dock is ideal for docking your boat, heading out for an early morning fishing trip, or taking a serene sunset cruise. Should you be craving adventure, kayaks, paddle boards, and bikes are available for rent, delivered directly to the property for your convenience.


If you choose to explore beyond the beautiful grounds, you’ll find Lazy Days Restaurant within walking distance, offering exquisite seafood and breathtaking oceanfront dining. Also nearby is Bud N’ Mary’s Fishing Marina, home to the oldest and largest fishing fleet in the Florida Keys. Here, you can book off-shore and in-shore fishing charters or embark on eco-tours and diving adventures.

Take advantage of a local’s secret and park your vehicle and utilize the Islamorada Freebee; Our local rideshare service offering door-to-door transportation service to and from your favorite Islamorada destinations with environmentally friendly electric vehicles. It’s not only a fun alternative transportation option – it reduces traffic congestion, addresses drinking and driving, and reduces the Village’s carbon footprint. Two Tesla Model X vehicles can accommodate up to seven passengers and one larger vehicle that can accommodate a wheelchair and up to nine passengers.

We also offer daily housekeeping, pre arrival grocery shopping, and golf cart rentals to make your stay as easy and enjoyable as possible.

This property has a rich history, established in the 1950s, and has been lovingly revitalized to preserve its eclectic charm while enhancing its captivating grandeur. Your unforgettable escape awaits at Caribee Beach House! Call us at for more information!

As part of nature’s vibrant tapestry, Sargassum seaweed may occasionally collect along the shores of the Florida Keys, including Islamorada. This natural phenomenon supports a thriving marine ecosystem, serving as a nursery for sea life and enriching the local environment.

Check-in must be on a weekday. Weekend arrivals (Saturday or Sunday) start at $18,000/week plus taxes and fees. Prices and availability are subject to change without notice. Contact Coastal Vacation Rentals of the Florida Keys to confirm pricing and availability. Holiday weeks may incur peak pricing without notice.

Islamorada Vacation Rental License #: 26-0205

Attractions Within Walking Distance

Bud N' Mary's Marina: Established in 1944 and home to over 40 legendary fishing captains and guides, it is the oldest and largest fishing fleet in the Florida Keys Fishing industry.

Lazy Days - Mile Marker 80. Serves lunch & dinner. Low-key destination for fresh seafood & more with ocean views from the dining room, porch & beach. Famous for their Lazy Days style fish, chicken and conch. Hook and Cook also available.

Midway Cafe & Coffee Bar: Funky, counter-serve nook with an outdoor patio making breakfast & lunch fare, baked goods & coffee.

Favorite Places To Eat

Square Grouper - Mile Marker 80. Serves lunch & dinner. Fresh & innovative local seafood and craft cocktails. Fantastic weekend brunch.

Lazy Days - Mile Marker 80. Serves lunch & dinner. Low-key destination for fresh seafood & more with ocean views from the dining room, porch & beach. Famous for their Lazy Days style fish, chicken and conch. Hook and Cook also available.

Green Turtle Inn - Mile Marker 81. Serves breakfast, lunch & dinner. The Green Turtle Inn has been an Islamorada landmark since 1947, and balances fresh, modern fare with an authentic Keys-casual vibe and will always be home to good food, great friends, warm service and happy times. Featured on "Diners, Drive-Ins and Dives."

Inside Scoop

Take advantage of a local’s secret and park your vehicle and utilize the Islamorada Freebee; Our local rideshare service offering door-to-door transportation service to and from your favorite Islamorada destinations with environmentally friendly electric vehicles. It’s not only a fun alternative transportation option – it reduces traffic congestion, addresses drinking and driving, and reduces the Village’s carbon footprint. Two Tesla Model X vehicles can accommodate up to seven passengers and one larger vehicle that can accommodate a wheelchair and up to nine passengers.