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. It does not bubble and it does not heat up separately from the pool. The water will be the same temperature as the pool.**
Our prices include all fees. No hidden fees.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Anna Maria
Located in Anna Maria, this vacation home is near theme parks and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Fish Hole Adventure Golf and Florida Maritime Museum at Cortez are also worth visiting. Take an opportunity to explore the area for water adventures such as fishing.
Anna Maria Island Museum and Historical Park - 9 min walk - 0.8 km
Anna Maria Beach - 13 min walk - 1.1 km
Anna Maria City Pier - 17 min walk - 1.5 km
Getting around
Sarasota-Bradenton Intl. Airport (SRQ) - 34 min drive
Restaurants
The Sandbar Restaurant - 10 min walk
Anna Maria Island Beach Cafe - 9 min drive
The Ugly Grouper - 6 min drive
Ginny's & Jane E's - 9 min walk
The Waterfront Restaurant - 14 min walk
Frequently asked questions
Does The Wee Cottage House in Anna Maria have a pool?
Yes, this property has a pool.
How much does it cost to stay at The Wee Cottage House in Anna Maria?
As of Sep 15, 2026, prices found for a 1-night stay for 2 adults at The Wee Cottage House in Anna Maria on Sep 16, 2026 start from $387, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is The Wee Cottage House in Anna Maria pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at The Wee Cottage House in Anna Maria?
Check-in begins at 4:00 PM.
What time is check-out at The Wee Cottage House in Anna Maria?
Check-out is at 10:00 AM.
Where is The Wee Cottage House in Anna Maria located?
Situated by the sea, this vacation home is within a 10-minute walk of Bradenton Beach and Bean Point Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 10 minutes.