Historic Anna Maria Island Vacation Rental
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About Emma’s Cottage

One of the four original cottages on Anna Maria Island, nicknamed the “Painted Ladies” due to the original, vibrant paint color, Emma Palmer built this cottage in 1912 to enjoy the pleasures and prosperity of family success. During the year prior to breaking ground on the cottage, mules slowly carried all construction materials to begin building what is now the picturesque 306 Gulf Boulevard.

After standing tall until the 1920s, the cottage was washed away when Anna Maria Island was hit by a severe storm. Because the home was completely open underneath, due to the lack of indoor plumbing, the cottage floated closer to the middle of the island and came to rest on the lot where Ginny and Jane E’s now sits. Mules were again used to pull the house back to the shore, where it still sits today.

Historic Anna Maria Island Vacation Rental

Historic Anna Maria Island Vacation Rental

Historic Anna Maria Island Vacation Rental

It was well known that Emma Palmer loved to entertain and often invited her bridge club ladies to the cottage for sandwiches and tea. The suspicion is, however, that they might have enjoyed their tea with a “twist”! While digging up the backyard for the pool many years later, construction workers found countless bottles of gin buried in the ground.

Emma’s Cottage is the perfect combination of old-world charm and modern accommodations. Although the home has been expanded and renovated, original antiques as well as unique, early 1900s trinkets are scattered throughout. The stunning, heart pine wooden floors, along with the bead board walls in the living room and porch are original 1912 woodwork. The area of the home where the laundry is now located is referred to as the “Model T garage”, as the notion was Emma Palmer once owned a Model T car. The original staircase leading up to the vast second floor was built by out-of-work shipbuilders, who designed the stairs as if the cottage were a small ship, explaining why the staircase is so narrow and steep.

Emma’s Cottage is truly a modern oasis with the authentic charm and history of the early 1900s. Emma’s Cottage is ensconced in privacy, a secluded sanctuary your family will immediately adore. You will enjoy breathtaking sunrises and sunsets daily from the multiple sitting areas on both levels of the cottage, as well as the private, enclosed front porch, steps away from the beach.

The spacious first floor includes not only the stunning, wraparound enclosed porch, but two large bedrooms complete with queen beds, as well as a spacious bathroom with a rainfall shower head and natural stone floors.


The heart of the home is the open concept chef’s kitchen, including all professional grade appliances (10 burner stove, 2 separate ovens, full size stainless steel refrigerator, full size freezer, stand alone stainless clear ice maker, dishwasher, garbage disposal, etc.), as well as bar seating for four and a kitchen table with seating for five more.

Professional and casual chefs alike will enjoy cooking in this extensive kitchen, providing any cooking utensil or product you could ever desire. State of the art laundry facilities are also located on the first floor, along with a second refrigerator, in what used to be the “Model T” garage.

Historic Anna Maria Island Vacation Rental

Historic Anna Maria Island Vacation Rental

A short stair climb transports you to the seemingly endless second floor master suite. With a wooden door that closes at the top of the staircase, this master suite is a quiet, secluded retreat for anyone looking to get away. Two private sitting areas overlooking the beach welcome you as you enter the suite, along with a television, couches, a king sized bed and large closet space scattered throughout. The lavish master suite bathroom includes double vanity sinks, another rainfall shower head and soaking tub. With a perfect view of the ocean from your master suite, you can expect to witness many beautiful sunrises and sunsets of Anna Maria Island.


French doors at the back of the kitchen lead to your own personal, tropical oasis. This dreamy backyard is now your reality at Emma’s Cottage. With a heated pool, waterfall and outdoor shower, and banana and citrus trees, you will truly experience your paradise on earth. Also included in your outdoor oasis is an authentic tiki hut built by Seminole Indians, with a bar serving cart, a large table with seating for six and multiple power outlets.

Feel free to invite as many family members or friends as possible, because Emma’s Cottage includes two driveways, with parking for four cars.

After a day exploring everything the remarkable island of Anna Maria has to offer, you will want to sit back, watch the sunset and feel the cool ocean breeze on your skin in your own personal, tropical oasis. Emma’s Cottage is the type of paradise you have to experience to believe.