Vacation Accommodations on Anna Maria Island, Manatee County Florida


Please call or email to reserve property:
315 Pine Avenue, PO Box 235
Anna Maria, Florida 34216


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Welcome to:
Octopus Cottage
209 69th St, Holmes Beach

4 Bed / 4.5 Bath Home
Luxury Vacation Home
Beautiful Custom Art and Furnishings Throughout
Heated Pool and Hot Tub
Poolside Recreation Area
with Ping Pong, Darts, and Cornhole
Only 1.5 Blocks to the Beach!

Contact us for pricing and availability


Welcome to Octopus Cottage! This gorgeous home is the perfect place for your luxury vacation, nestled just one and a half blocks from the white Gulf sands Anna Maria Island is famous for. And you won't be far from the restaurants, marinas, and shops the Island has to offer, including Beach Bistro, Duffy's Tavern, Egmont Key Adventures, and Sand Dollar Gift Shop. The northern and southern tips of the Island are easily accessible by the Island Trolley, with trolley stops only a short walk away.

Whether you want to soak up the sun by the pool or enjoy a game of ping pong or cornhole in the fresh Florida air, this home has you covered. The heated pool features a swim-up table, so you can keep a refreshing drink close by, and a relaxing hot tub. The poolside recreation area features a two-seat bar with a dart board, a ping pong table, cornhole with beautifully custom painted boards, and a covered lounge area, complete with TV. Up on the balcony, you'll find a wet bar with a built-in grill and an amazing pub table, carved with a sea fish theme.

Inside you'll find a refreshing beach-chic d├ęcor, with custom art, furnishings and fixtures, including a driftwood banister and a glass bubble chandelier, evoking the image of bubbles drifting up though the water. The open floorplan is perfect for entertaining. Seat seven comfortably around the large HDTV while preparing dinner in the spacious kitchen, fully equipped with high-end stainless-steel appliances. Prepare your dinner drinks at the beverage bar, complete with a wine cooler, as your group takes their seats at the eight-top dining table under the seashell chandelier.

The bedrooms are just as gorgeously decorated as the rest of the home. King beds and TVs in all four bedrooms will allow everyone to relax to the fullest. The main master suite features an ensuite bath with separate tub and shower, double sink vanity with artistically framed mirrors and walk-in closet; French doors provide direct access to the balcony. The second master suite features an ensuite bath with double sink vanity and beautifully tiled shower. The third and fourth bedrooms are at once spacious and cozy, with their own unique feel. Snuggle into the luxury linens and rest peacefully before embarking on a new Island adventure in the morning!

This lovely, luxury Island home accommodates up to 8 people. 3467 sq. ft.

Amenities Include:  

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Anna Maria IslandAccommodations 

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