The Wee Cottage | House in Anna Maria

Anna Maria, Florida
$398 avg/night
Bed 1

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 4

Max Sleeps

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 648 Sq Ft (60 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Stovetop Toaster
  • PARKING

    Onsite Parking
  • INTERNET

    Internet Access
  • OUTDOORS

    Garden Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • THINGS TO DO

    Bicycle On Site Jet Skiing Nearby Kayaking Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Scuba Diving Nearby Water Park Wildlife And Game Walks Nearby Windsurfing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books DVD Player Video Library TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    Near A Hospital Near A Zoo Near Outlet Shopping Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Is Not Permitted Anywhere On The Premises. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Leigh D.

    Submitted Jan 4, 2026

    Stayed Dec 30, 2025

    We left after the first night because the conditions were completely unacceptable and materially different from what was represented in the listing. The home was surrounded by two active construction sites at the rear and a dilapidated abandoned house immediately adjacent to the property. There was constant loud banging and drilling beginning around 7:30 a.m. and continuing through sundown. Construction workers also had direct sightlines into the backyard, making the outdoor space unusable and eliminating any sense of privacy.None of this was clearly or adequately disclosed in the listing. While the word “construction” was mentioned, it did not convey that the backyard would be unusable, that privacy would be compromised, or that there would be persistent noise throughout the day. Nothing in the listing prepared us for the reality of the conditions we encountered.In addition, the pool was advertised as being heated to 85 degrees, which it was not.I contacted the host/property manager immediately and was told I was not eligible for a refund due to the vague reference to “construction” in the listing. As a result, I lost the full cost of the stay and was forced to book another hotel the next morning.I feel misled by the listing and deeply disappointed by the handling of this situation.

  • Susan H.

    Submitted Dec 13, 2025

    Stayed Nov 25, 2025

    The Wee Cottage is a charming older home. The furniture is dated but it fits the cottage theme. The sofa bed mattress should be updated. The TVs had cable access but not access to log into streaming services. The backyard is very nice with the pool and putting green. We enjoyed sitting by the pool, but the house next door was under construction (no fault of the property) but it was noisy as we were trying to enjoy time at the pool.Our biggest issue was the additional daily fee to heat the pool to 85 degrees. This fee was not disclosed in the listing when we booked and was only mentioned when we contacted the property management company a few days before our trip to make sure the heat would be on. The location of the cottage is fantastic. It was only a 3-minute walk to the beach. It was a short walk to the main road with shops to explore.

  • Mike S.

    Submitted Oct 19, 2025

    Stayed Oct 9, 2025

    Great spot and really great backyard setup!! Very rustic inside. Fun place for an AMI visit!

  • Sonya M.

    Submitted Sep 1, 2025

    Stayed Aug 29, 2025

    Old florida vibesBoth my partner and I were born and raised in Florida, and we’ve seen a great many changes -particularly to our coastlines. We love Wee Cottage because it reminds us of what once was. If you are looking for a shiny, razzle-dazzle, modern home, keep scrolling. If you want to experience a cozy, old Florida vibe, this is the place. It’s small, and clean. The putting green and pool are a great backyard touch. We just really loved being in this space. We spend a lot of time in Anna Maria and a couple of our favorites were lost to the hurricanes last year. I’m so glad this old girl survived because she’s now become our ‘place’.

  • BARRETT L.

    Submitted Jul 7, 2025

    Stayed Jul 1, 2025

    Secluded area. Very quiet and peacefully. The pool was wonderful. Could walk to the beach in a couple of minutes. The cottage was well maintained and decor was lovely.

  • BARRETT L.

    Submitted Jul 6, 2025

    Stayed Jul 1, 2025

    Secluded property, very quiet area. Lovely pool. Comfortable furnishing and decor. Just a couple minutes walk to the beach. Had a totally relaxing time. Perfect stress relief getaway.

  • Ansley M.

    Submitted Jul 1, 2025

    Stayed Jun 28, 2025

    We loved the Wee Cottage. Quaint with a taste of Old Florida. Such a thoughtful and joyful vacation experience close to the beach.

  • Keith L.

    Submitted Jun 13, 2025

    Stayed Jun 9, 2025

    Cute little place just steps from the beach. The private pool was clean and inviting. Everything in the house worked. It's small, and cute but could use some thoughtful details to improve the experience and make it exceptional

  • CHRISTOPHER P.

    Submitted Jun 12, 2025

    Stayed May 30, 2025

    Overall, we love the location and the house was clean and the pool area was very nice.

  • Steven S.

    Submitted May 22, 2025

    Stayed May 19, 2025

    There is a very bad smell in the whole house. Furniture is broken and dirty. Refrigerator doesn’t work properly. Fence was being removed next door so had no privacy. Luckily the property manager was a super star and found us a beautiful house to move into.

  • Laurel F.

    Submitted Mar 29, 2025

    Stayed Mar 27, 2025

    Cute, quaint cottage. Loved the old Florida style decor. House inside was clean. Window air conditioner units kept house cool. The one in the bedroom was noisy though and kicked on often. Shower is a good size but the bathroom is very small. Pool was warm and great! Loved the putting green. Would've been nice to have a couple other putters though. Screened porch with table and chairs was very nice. Landscaping and the outside area needed some TLC and clean up. Hose to fill the pool had two splits in it. Homes around the cottage were very run down and an eye sore. A lot of construction! Maybe a result of the recent hurricane. Location to the beach, restaurants and shopping was fantastic! Enjoyed our stay and would definitely book again!

  • Jade L.

    Submitted Feb 11, 2025

    Stayed Feb 9, 2025

    Easy and close beach access. Location nearby all amenities and necessities. Did not see that the a/c units were window units, the bedroom unit is AMAZING, however the main room unit was mediocre. The Wee Cottage is adorable!!!

  • Angela J.

    Submitted Sep 4, 2024

    Stayed Dec 31, 1969

    The house is perfect for one or two people and it exudes “old Florida” charm. The backyard is large and pretty secluded, with a nice pool and a small comfortable lanai that is connected to the bedroom. The bathroom is very small but there’s a good sized shower so it suited our needs perfectly. Don’t worry about the A/C units not doing the job, the 2 of them were very sufficient in keeping the place very cool. Great location, easy walk to Pine Avenue and one of the best beach accesses is right around the corner. Lovely home!

  • Dennis P.

    Submitted Aug 20, 2024

    Stayed Aug 12, 2024

    The Wee cottage was the perfect couple spot. Secluded enough to relax outside, and perfect location to get to the beach within minutes. We can't wait to book again.

  • Nick W.

    Submitted Aug 4, 2024

    Stayed Jul 10, 2024

    The 2 window AC units were great, the pool and spa were cleaned upon first day of arrival. But the best underlying value you will enjoy is how close it is to the beach!

  • Erin M.

    Submitted Jul 4, 2024

    Stayed Jun 16, 2024

    We loved this place. So close to the beach and a beautifully decorated cottage. Would definitely rent again!

  • Deanne D.

    Submitted Jul 1, 2024

    Stayed Jun 28, 2024

    We loved the wee cottage location and charm but home & pool were not cleaned well. It was a bummer since we vacation in AMI often & would have loved to rent it again if the house would have been cleaner. The pool was lovely if it would have been cleaned & if the hot tub worked would be nice and should be mentioned in the description of the property that is just for show.

  • Tiffany G.

    Submitted Jun 16, 2024

    Stayed Jun 13, 2024

    Upon arrival there was a very strong odor in the entire home, which we eventually determined was probably the smell of all the wood paneling. We then noticed the stains on all of the furniture, further discovering that the 2 chairs in the living room are broken on the sides and the back. There was some sort of rodent droppings on the kitchen counter next to the paper towel holder with hair. When we woke up Friday morning there were additional droppings to the right of the sink. In an attempt to use the tongs from the utensil container, they were greasy and spotted with dirt, leading us to believe the kitchen would be unavailable for our use. The bed had ants on the headboard, between the mattress and headboard, under the pillows and blanket as well. No one was able to sleep on the bed. The bathroom had hair already in the top cut in inside the shower. The pool was green and filled with debris which they did rectify. We spent all of our arrival evening attempting to find another place to stay, knowing that we'd lose all of our money we had already paid but to us it was worth it. We were unable to find another suitable location, forcing us to stay in an unclean home that they said they would send a local team out to inspect and they never came. This was a major let down; I booked the trip 6 months in advance for my dad and I, all to have our weekend ruined by these conditions.

  • katie l.

    Submitted Jun 6, 2024

    Stayed Jun 3, 2024

    Found a little piece of paradise

Your dates are Available!

Total

Includes taxes and fees
$398+
View details