Caribee Beach House ~ Private Islamorada Beach Estate W/ Heated 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!

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.

Have any questions? Feel free to ask away! Coastal Vacation Rentals of the Florida Keys is located in the heart of Islamorada and has a full office staff to ensure you have the best vacation possible.

Cancellation Policy: A one-half (50%) deposit is required at the time of booking. This deposit is fully refundable, minus any non-refundable fees, if the reservation is cancelled at least 180 days before check-in. If the cancellation occurs within 180 days of the occupancy date, the one-half (50%) reservation deposit shall be non-refundable. The remaining balance is due 60 days prior to arrival, at which point the full reservation becomes non-refundable. However, if we are able to rebook the property for the same dates and rate, a full or partial refund may be issued based on the new booking.

Instant quote prices and calendar availability are subject to change without notice and are not guaranteed. Please contact Coastal Vacation Rentals of the Florida Keys to speak to one of our associates to confirm pricing and availability.

Vacation Rental License: 24-0205