Nautical Situation by Anna Maria Island Accommodations
741 Jacaranda Rd, Anna Maria, FL 34216
Welcome to Nautical Situation, an extraordinary eight bedroom, eight and a half bath luxury retreat on the prestigious north end of Anna Maria Island. Just a two-minute walk from the white sands of Bean Point Beach, this coastal haven offers breathtaking beach views, a lazy river pool with spa, and endless entertainment for families and groups. With a rooftop deck, game room, and putting green, Nautical Situation is perfect for multi-family vacations, celebrations, and unforgettable gatherings.
Highlights
• 2-minute walk to Bean Point Beach
• 8 Bedrooms / 8.5 Bathrooms
• 7 King beds, 1 Twin-over-Twin bunk bed
• Lazy river pool with spa
• Putting Green
• Rooftop deck with beach views
• Game room with shuffleboard and chess
• Outdoor dining with BBQ grill
• Dog-friendly with approval and fee
• 6 parking spaces
• Convenient to Pine Avenue, shopping, and dining
The backyard is a tropical playground, featuring a resort-style lazy river pool, bubbling spa, and putting green for family fun. Enjoy cookouts on the BBQ under the shaded patio or gather on the rooftop deck for panoramic Gulf sunsets. Indoors, challenge friends in the game room with shuffleboard and chess, or unwind in the reading nook for a quiet escape. With multiple spaces for play and relaxation, this home offers something for everyone.
Step into the main living floor, where modern coastal design blends seamlessly with comfort. The open concept living room has plush seating, TV, and sliding doors leading to a balcony with beach and backyard views. A gourmet kitchen with high end appliances, quartz counters, and a spacious island with seating makes meal prep a delight. The elegant dining area accommodates large gatherings, ensuring every meal feels special.
Designed with both luxury and convenience in mind, each of the eight bedrooms has an ensuite bathroom. The primary suite features a king bed, private balcony with beach views, and a spa-style ensuite with soaking tub and walk-in shower. Six additional king bedrooms each include plush bedding, TVs, and modern ensuites; one with its own soaking tub. The eighth bedroom is perfect for kids with a twin-over-twin bunk bed and private bathroom. With eight and a half bathrooms in total, everyone in your group enjoys privacy and space.
Room Details
-Primary Bedroom, 3rd floor: King bed, balcony, ensuite with soaking tub + walk-in shower
-Second Bedroom: King bed, ensuite with soaking tub + walk-in shower
-Third Bedroom: King bed, ensuite with walk-in shower
-Fourth Bedroom: King bed, ensuite with walk-in shower
-Fifth Bedroom: King bed, ensuite with walk-in shower
-Sixth Bedroom: King bed, ensuite with walk-in shower
-Seventh Bedroom: King bed, ensuite with walk-in shower
-Eighth Bedroom: Twin-over-Twin bunk bed, ensuite with walk-in shower
Located on Anna Maria Island’s north end, Nautical Situation offers quick access to Bean Point Beach, Pine Avenue’s shops and restaurants. Guests can stroll to boutiques and cafés, fish with the locals, or hop on the trolley to explore Holmes Beach and Bradenton Beach. Whether you’re craving adventure or relaxation, this home puts you close to it all.
Nautical Situation by Anna Maria Island Accommodations is the ultimate island getaway, combining luxury, entertainment, and convenience for large families and groups. With its lazy river pool, rooftop deck, and eight ensuite bedrooms, this home was made for creating lifelong memories. Book your stay today and experience one of the most spectacular vacation rentals on Anna Maria Island!
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This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.
6 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.
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.
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.