House vacation rentals in Windley Key

Beautiful Anglers Reef - 2/2.5 - Pool+Marina+Beach

Slip available for rent 6/22/24 & 7/20/24. DM for details Sat - Sat preferred, inquire as needed Awesome family get-a-away in beautiful Islamorada. The Oceanfront pool is serene! The gated community is an immaculately kept flora fauna setting. Located in walking distance to swim with the dolphins at Theater of the Sea and local restaurants and bars. Anglers Reef is perfect for boaters, kayaker's, foodies, honeymooners, couples, snowbirds or anyone that wants to experience the Florida Keys.

Waterfront Sunsets, Great Price, Relaxing Spot!!!

Beautiful Waterfront, Modern Coastal Décor, Spacious !! Enjoy your vacation in this beautiful recently renovated home. Views from almost every window and door of the harbor. Walk to many local restaurants and bars for fresh local seafood and a cold draft beer!! Enjoy the sunsets from your private porch. Easy access to Atlantic Ocean. We Do Not Allow Fishing on our Property! 28 day I am a licensed charter captain and offer discounts to guests! Fishing, Sandbar or a Sunset Cruise!!!

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Lakefront private house paradise

Serene Lakefront Retreat – Your Perfect Getaway! Escape to paradise in this beautiful lakefront home , offering breathtaking water views, and a relaxing atmosphere. Nestled in a tranquil neighborhood, this home is perfect for families, couples, or friends looking to unwind and enjoy Florida’s natural beauty. 28 days minimum rental Whether you're seeking a peaceful retreat or an adventure-filled getaway, this lake house provides the best of both worlds.

Anglers Terrace, Condé Nast Traveler's Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

Key Largo Waterfront Home with Tiki & Boat Dock

WATERFRONT Oceanside Key Largo. Private 29 footTIKI/ BOAT DOCK at the door for up to 25' boat. HOA boat launch & boat trailer parking. [ no jet skis] Snorkel in front of the house. Staircase swim ladder. Launch the PROVIDED tandem kayak[ transport wheels] from the beach down the street. Next to Pennekamp Park kayak trails. Enjoy paddling, boating, fishing, snorkeling and diving in Pennekamp Park waters. No indoor smoking. No pets.

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!

Your Keys Getaway!

Beautiful two bedrooms, 1 bath Keys Home fully renovated interior in a quiet residential neighborhood. Large breeze veranda for open air meals and relaxation. Large fence yard for sunbathing or playing around. Close to restaurants, shopping center, major hospital, beaches, parks and water sport activities. Perfectly located between Key Largo and Islamorada. Once you've been here you will want to come back.

beautiful villa

This home isn’t just a place to stay—it’s a place to create memories. So, come and enjoy everything Key Largo has to offer, and let this unique home be the perfect backdrop for your vacation. We can’t wait to welcome you and help make your time here unforgettable. Your comfort and satisfaction are our top priority, and we’re always available to assist with anything you need during your stay.