Location Highlights • 105 steps to the beach • Across Gulf Drive from the Gulf of America • Short walk to Pine Avenue shops, restaurants, and treats • Easy access to local tour guides for exploring Anna Maria Island by land or sea
Blue Sky Day by Reel Coastal Properties 12103 Gulf Drive Anna Maria, FL 34216
Welcome to Blue Sky Day, a freshly renovated 1950’s-inspired beach cottage just 105 steps from the sugar-white sands of Anna Maria Island. Designed by the talented team at Shoreview Designs, this three-bedroom, three-bath retreat blends nostalgic coastal charm with modern comfort. Located at the north end of the island, you’ll be perfectly situated across Gulf Drive from the Gulf of America and only a short stroll to Pine Avenue’s boutiques, ice cream shops, and locally loved restaurants.
Step inside and you’ll be greeted by cheerful retro décor, breezy open living spaces, and thoughtful touches that make this cottage feel both stylish and welcoming. The living area invites conversation and relaxation, with cozy seating and vibrant accents that nod to the home’s mid-century roots. Large windows let in plenty of natural light, creating a bright and airy atmosphere that sets the tone for your island getaway.
The fully equipped kitchen is designed for both function and fun, with bold retro finishes, ample counter space, and modern appliances that make meal preparation a breeze. Whether you’re whipping up a quick breakfast before heading to the beach or preparing a family feast, this kitchen has everything you need.
Bedrooms & Bathrooms • Primary Bedroom: King bed, TV, and ensuite bathroom with walk-in shower. • Second Bedroom: King bed, TV, and bathroom (across hall) with shower/tub combo. • Third Bedroom: Twin over Full bunk beds, an additional twin bed, TV, and access to a hallway bathroom with shower/tub combo. Each bedroom is thoughtfully decorated with playful coastal flair, offering a comfortable retreat after a day of sun and sand.
Outdoor Living Blue Sky Day’s backyard is designed for relaxation and entertainment. Beginning Summer 2026, guests will enjoy a private pool surrounded by lounge chairs and tropical landscaping. Until then, the spacious patio already offers plenty of ways to unwind: fire up the grill, catch a game or movie on the outdoor TV, or gather around the dining table for alfresco meals under the stars. An outdoor shower makes it easy to rinse off after the beach, and the lounge area is perfect for morning coffee or evening cocktails while soaking in the island breeze.
Whether you’re here for a week or longer, Blue Sky Day offers the perfect blend of retro charm, modern amenities, and unbeatable location. From lazy, poolside afternoons to walks on the beach at sunset, this cottage is your invitation to experience Anna Maria Island at its most relaxing and delightful.
Pets are allowed in this home for a fee.
*Please note: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Anna Maria
Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy.