Oar House

Oar House by AMI Locals
421 Pine Ave, Anna Maria, FL 34216

Welcome to Oar House, a new 6-bedroom, 7-bath luxury home right on Pine Avenue on the north end of Anna Maria Island. It is made for easy group getaways, with a private heated pool, a large spa, and a rooftop deck with wide water views. You will also find plenty of fun, resort-style amenities. Step out the door to Pine Avenue cafes and boutiques, stroll to Bayfront Park, and reach the Gulf beaches in minutes for a relaxed Anna Maria Island vacation.

Highlights
-10-minute walk to Anna Maria Beach
-6 Bedrooms / 7 Bathrooms
-5 Kings, 1 Full-over-Full bunk and 1Queen sleeper sofa
-Private pool with in-ground spa and basketball hoop
-Rooftop deck with panoramic views
-Putting green
-Outdoor games (Tetris, ping pong, connect four, cornhole)
-Outdoor bar, covered dining and loungers
-BBQ grill
-Front and rear balconies
-4 Parking spots
-On Pine Avenue: walk to shops and restaurants.

Days drift easily between the sun-shelf pool (with in-water loungers and a basketball hoop) and the large spa under palm-framed skies. Perfect your short game on the private putting green, challenge the crew to ping pong, connect four, cornhole, or a round of giant outdoor Tetris. Then mix evening refreshments at the outdoor bar and grill dinner before gathering at the covered dining area. Head up to the rooftop deck for golden-hour views that sweep from the Bay toward the Gulf.

Soaring, lofted ceilings and high-end finishes define the open great room, styled in modern coastal hues with plush seating for movie nights. The chef’s kitchen features new stainless appliances, generous counter space for prepping, and all the culinary essentials for effortless group meals. With access to front and back balconies, enjoy views overlooking the pool and tropical landscaping.

All six bedrooms feature ensuite bathrooms, luxe bedding, TVs, and thoughtful storage. On the second floor, three king suites each include an ensuite with a walk-in shower. On the third floor, two additional king suites offer spa-like baths (one with a separate tub and shower). The sixth bedroom is a full-over-full bunk suite with a shower-tub combo, a favorite for kids. A seventh full bath adds convenience across the living spaces, and a loft provides a queen sleeper sofa for flexible lounge or overflow sleeping as permitted.

Room Details
-Primary Bedroom (2nd floor): King; ensuite with walk-in shower
-Second Bedroom (2nd floor): King; ensuite with walk-in shower
-Third Bedroom (2nd floor): King; ensuite with walk-in shower
-Fourth Bedroom (3rd floor): King; ensuite with walk-in shower
-Fifth Bedroom (3rd floor): King; ensuite with walk-in shower and separate tub
-Sixth Bedroom (3rd floor): Full-over-Full bunk; ensuite with shower-tub combo
-Loft (3rd floor): Queen sleeper sofa

Enjoy a quiet backyard finished with turf and lush landscaping, multiple balconies, and the convenience of Pine Avenue right outside your door for morning coffee, boutique shopping, and dinner reservations. Stroll to Bayfront Park for sunrise over the pier or make your way to nearby Gulf beach access for soft sands and emerald water. Explore the island car-free via the trolley, bikes, or on foot; easy island living for large group stays seeking luxury beach homes with private pools and spas.

With a rooftop deck of postcard-worthy views, a resort-style pool and spa, putting green, and a prime spot on Pine Avenue, Oar House by AMI Locals delivers the elevated, family-friendly island escape you have been searching for. Book your stay at Oar House today!

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This home is managed by AMI Locals, an Anna Maria Island property management company.

There are no pets allowed in this home.

4 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.

This property has an active Ring doorbell at the main entrance.

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 see our AMI Locals Rental Policies for full details.

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.