"Windley Cottage" is a private home in the small gated community of Angler's Reef in Islamorada. This welcoming, tastefully-decorated home is located at mile marker 85, away from the highway , and just steps from the pool and docks. The “Bahamian conch style" home provides irresistible charm and comfort tucked in among lush landscaping. Whether you’re looking for a couples’ retreat or an exciting Keys experience with the family, this home is the answer! Its central location is perfect for exploring all of the Florida Keys!

We have amenities for all ages! Enjoy a swim in our temperature-controlled pool. Paddle out to the sandbar on our paddle boards or kayaks. Cycle to the many gift shops and restaurants on our beach cruiser bikes. Scuba or snorkel the nearby coral reefs and shipwrecks, rich with underwater wonders. Fish or dive near the popular Alligator Reef Lighthouse, which is visible and easily accessible from Angler's Reef. For a fee, dock your boat in our protected lagoon with direct, deep-channel access on the Atlantic. Nearby marinas offer boat/jet ski rentals, fishing/scuba/snorkeling charters, and party boats for fun on the water. Whether you fish from shore or our docks, flats-fish in the back bays, or deep-water fish for big game, Islamorada has it all! Play pickle ball, tennis, swing, or swim at nearby Founders' Park. Swim with the dolphins and learn about the local marine life at Theater of the Sea (1/2 mile from our home). Dine at one of the fabulous nearby restaurants, many offering nightly entertainment.

After a busy day, enjoy a glass of wine on one of our two private beaches. Play a board game on the back porch. Dim the pendant lights and turn on the fireplace as you cuddle up to watch your favorite movie after a busy day.

Just pack a few clothes and your toothbrush and head down to the Florida Keys for the vacation of a lifetime in the comfort and luxury of Windley Cottage! See why people from all over the world get sand in their toes and return here again and again!

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Contactless check-in and check-out is on Saturdays. Please contact us if you want a different day. Our calendar is updated in real-time and posted rates are accurate. When you find the perfect dates for your stay, simply click on "Book Now".
If you prefer to book directly through us to save the Service fees and insurance fee, just let us know and we'll provide the appropriate quote.

For contact information, visit our website at: www.windleycottage.com.

Note: We also own a vacation rental property on Cape Cod, MA. Visit Vrbo listing 3757615 for photos and more information. Also listed on Houfy, listing #105631.