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Meet The Shack and The Flunky: Bold 1940s Cottages on Treasure Island

| | 5 Guests| 2 Bedrooms| 2 Baths

Property Description

Beach cottage charm and the flavor of Old Florida. A stellar location 1,000 feet from a stroll-worthy Gulf beach. A bright, vintage-inspired escape for 5 guests. Our unassuming property names—“The Shack” and “The Flunky”—are code for one truly special place on Treasure Island.

This standalone, single-family cottage and separate guest cottage welcome your group with 2 bedrooms, 2 baths and one spectacular outdoor area: Our backyard is a vibrantly painted, palm-shaded paradise complete with outdoor sofas, a grilling station with a sink, and a big table (handmade by the owner, Andy) that’s perfect for digging into a seafood feast together.


Wake up in one of two bright, thoughtfully designed bedrooms. The first, in the main house (The Shack), features a queen-size bed and plenty of closet space for your luggage. An elevated aerobed sleeps two more, and a full bath in The Shack features a tub/shower combo.

The second bedroom is its own cottage (The Flunky) with another queen bed, as well as its own bath with a walk-in shower.

Make your way to the open, sun-drenched kitchen for coffee at the vintage breakfast bar. The adjacent living area features sofas and chairs, a TV with cable, free WiFi throughout, and kick-off-your-flip-flops comfort.

When you’re ready to explore Treasure Island, make use of the provided cruiser bicycles. Or walk just 1,000 feet (about 3 minutes) to the Gulf and Treasure Island Beach. Cross the street to the intracoastal waterway (about 5 blocks) and the fishing pier.

In our location, you get easy beach access without beach congestion. Get around easily by car: you have access to on-street parking, plus room in the private driveway for one larger vehicle or two smaller cars. Or forget the car: the beach, restaurants, and ice cream are just a stroll away.

If you have luck on the water, bring your day’s catch back to the backyard grilling and cleaning station. Prepping dinner can be a family affair out here, with plush outdoor furniture and several bar/seating areas for gathering before the meal.

When the sun sinks, shake up a cocktail at the Surfboard Bar or the Boat Bar and light a fire in the double firepit. Then illuminate your private paradise with a string of Christmas lights and a chandelier over the dining table. The indoor-outdoor living is easy here!


The Shack is a former pilot’s cottage—in fact, it’s one of the last original cottages from a time before Treasure Island was accessible by bridge. (And it’s had the same name, ”The Shack,” since the 1940s.)

Your hosts, Andy and Carol, fell in love with The Shack at first sight—first online, and then in person after flying out right away to see it. They have spent the last 8 years creating a truly original hideaway here. Vintage finds, colorful design schemes, handmade items and and reclaimed goodies give The Shack and The Flunky their one-of-a-kind personalities.

Treasure Island is located on the Pinellas Beaches. There are many fine restaurants located nearby as well as fun little restaurants. Parasailing, jet skiing, kayaking, motor boat rentals, sail boat rentals as well as bikes and mopeds are all available on the beach. Golf courses abound in the area. Major shopping malls < 20 minutes away. The drive from Tampa Airport is about 30-40 minutes. Orlando is 2 hours and Sarasota about an hour. Downtown St. Pete has wonderful shops, movie complexes, and art museums.

AC and Heat. Washer/dryer. Bicycles with signed waiver.

Property Features
Cottage, 1,100 sq. ft.
Near The Ocean
Parking Off Street
Air Conditioning
Clothes Dryer
Deck / Patio
Ice Maker
Keyless Entry System
Linens Provided
Outdoor Grill
Towels Provided
Washing Machine
Wireless Internet

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