Key West Songwriters Festival Is May 5-9, 2021

Key West Songwriters Festival is May 5-9, 2021 and Historic Key West Vacation Rentals has the finest collection of luxury boutique rentals that hit all the right notes. We'll sing in the sunshine and welcome songwriters from around the world to our Caribbean paradise. This is  the largest festival of its kind in the world. The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs!  Shows start early afternoon and play into the late night. Now is the time to choose your perfect vacation rental that will keep you in tune.

This one-bedroom, one-bath unit is located on a tiny lane in Old Town Key West and is a perfect and spacious retreat for one to two adults. Solaris Cottage is an artist’s cottage — for real. The owner is a nationally recognized artist and some of her works are displayed in the cottage.

This cute, cozy, and newly constructed Key West cottage rental features top-of-the-line amenities and brand-new furnishings. John Truman's Hideaway offers a comfy King-size bed, large flat-screen TV, and vaulted ceiling to give the space an extra roomy feel. There is rich, hardwood flooring throughout, a convenient TV tray, dresser, large mirror, and bedside lighting.

Poinciana Garden is a cozy and casual one-bedroom first-floor unit. The kitchen has a full-size refrigerator and a small four-burner gas stove, blender, microwave, and a toaster. This home does not have a dishwasher. The living room has a sleeper sofa, a television with cable, and free Wi-Fi. The outdoor washer and dryer set is conveniently located outside.

My Happy Place is an exemplary renovation of a historic, Key West house. It retains its original character and wisdom, but with up-to-date comfort and high-quality interior design. Built in the shotgun style, the home’s front door enters a hallway that extends to the back of the house with a master bedroom and adjoining bath, as well as a guest room and adjacent second bathroom built off the left side. This architectural device both harmonizes indoor and out space and ventilates the rooms.

Tucked away behind the gate, you will find your slice of paradise in this hidden gem, Starfish. This spacious, bright 2 bed, 2 bath home, all on one level with a wrap-around porch for outdoor relaxation, is in the Southard Square community, which boasts a large shared pool and well-appointed pool house.

Spacious open floor plan with travertine marble floors. Lofty 14' ceilings complement the 2982 square feet of interior living space. Add the expansive balconies and rooftop terraces and this home is one of the largest monthly vacation rentals in Key West. Each large bedroom has its own ensuite state-of-the-art bath. The floor-to-ceiling sliding glass doors open each bedroom to a private balcony. Extra-large walk-in closets will accommodate an extensive wardrobe.

This beautiful home is filled with amazing local artwork and has the tropical feel you seek when visiting Key West. All the amenities of the finest hotels; linens, bedding, flat screens, sauna, pool, private sunning deck, on-site parking are provided for your use.

This is surely one of our favorite annual festivals and the show-stopping events are staged at an array of the island's most popular Beaches, Boats, Bars, Resorts and Historic Theatres.

Our Vacation Planners have perfect pitch when it comes to selecting just the right condo, cottage or conch home for you.  Just give them a call or you can even make your own reservations right on our website. You've got the music in you and we want to hear that you're coming for Key West Songwriters Festival!