Surf Shack - Downtown Islamorada 2 Bedroom Beach Bungalow

Welcome to Surf Shack, your laid-back beach bungalow escape in the heart of Islamorada. Tucked along a quiet street in downtown, this cozy retreat blends classic Florida Keys charm with everything you need for an unforgettable stay—just steps from a beautiful white sandy beach reserved exclusively for residents.
Inside, Surf Shack offers two comfortable bedrooms and two full baths. The vibe is relaxed and inviting, with coastal touches that make it feel like your own private island hideaway. After a day in the sun, rinse off in the outdoor shower, then unwind with dinner in the outdoor dining area as the warm Keys air settles in.
For water lovers, this location is hard to beat. Launch your boat right from the neighborhood ramp, with dockage and trailer storage available for your convenience. Spend your days kite surfing just off the beach, experiencing world class offshore fishing and back country fly fishing, wreck diving, snorkeling vibrant reefs, kayaking through mangroves, or heading out to the famous Islamorada sandbar for a day of fun on the water. Eco tours and endless adventures are all within easy reach.
When you’re ready to explore on land, you’re within walking distance of some of Islamorada’s best restaurants, local shops, and island hotspots—no long drives required.
Guests enjoy complimentary access to Founders Park, a premier recreational hub in the heart of Islamorada featuring a 45-acre waterfront oasis packed with amenities for every age. Spend the day relaxing on the sandy beach, swimming in the Olympic-size pool, enjoying the splash pad and playgrounds, or staying active with pickleball, tennis, basketball, walking trails, and more—all set against the stunning backdrop of Florida Bay. The park also hosts community events, live entertainment, holiday celebrations, youth camps, and seasonal festivals throughout the year.
To make your stay even more seamless, concierge services are available to help arrange excursions, dining, charters, and more.
Whether you’re here for adventure, relaxation, or a bit of both, Surf Shack is your perfect home base for experiencing the magic of the Florida Keys.
This home is managed by Florida Keys Signature Stays. Note that a 3% non-refundable convenience fee will be applied to all reservations paid by credit card. Stays longer than 30 days require an additional charge for Damage Protection that will be handled manually.