The Wee Cottage | House in Anna Maria

The Wee Cottage

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The Wee Cottage | Charming Vintage Retreat in Anna Maria with Private Pool & Spa

Welcome to The Wee Cottage, professionally managed and supported 24/7 for your peace of mind. Nestled in the heart of Anna Maria, this charming 1-bedroom, 1-bath home comfortably accommodates up to 4 guests and offers a truly unique getaway experience.

A Rustic, Vintage Florida Escape
Step into a timeless slice of Old Florida the moment you arrive. Built in 1926, this delightful cottage embraces a rustic, vintage Florida feel, filled with carefully curated antiques, classic books, and warm character that transport you to a simpler, more relaxed era. It’s the perfect blend of nostalgic charm and modern comfort.

Outdoor Paradise Awaits
Your private backyard is designed for relaxation and fun. Enjoy sunny Florida days lounging by the heated in-ground pool, unwind in the attached spa, or practice your swing on the authentic putting green. This serene outdoor space offers the ideal setting for both quiet mornings and memorable evenings.

Prime Location
Just steps from the beach and within walking distance to the shops, restaurants, and local charm of Pine Avenue, you’ll be perfectly situated to enjoy everything Anna Maria Island has to offer. The iconic Rod and Reel Pier and AMI City Pier are both less than a mile away.

Comfort & Convenience

Fully equipped kitchen for easy, home-cooked meals
Cozy, thoughtfully designed living spaces
Smart lock entry for seamless check-in
Parking available for up to 2 vehicles
Things to Know
Check-in: 4:00 PM | Check-out: 10:00 AM
Quiet hours: 10:00 PM – 8:00 AM
No smoking permitted
No pets allowed
Construction is currently taking place behind the home
Pool heat is included at 80°F
Optional upgrade to 85°F available for $32/day + tax (48-hour notice required)
Heat may not be available if temperatures fall below 65°F
Pool heat upgrades not available May–October
*This house has a pool spa, not a Hot Tub

Parking notes: There is free parking available for 2 vehicles.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.