See all properties
Entire home

The Wee Cottage | House in Anna Maria

Photo gallery for The Wee Cottage | House in Anna Maria

Exterior
Pool
Property grounds
Living area
Outdoor dining

Reviews

8.2 out of 10
Very good
1 bedroom1 bathroomSleeps 460.2 sq m

Popular amenities

  • Pool
  • Kitchen
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Anna Maria, FL
  • Place, Bradenton Beach
    ‪1 min walk‬
  • Place, Bean Point Beach
    ‪8 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪9 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

Living room

1 Double Sofa Bed

Study

1 Double Sofa Bed

1 bathroom

Bathroom 1

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

The Wee Cottage | House in Anna Maria

The Wee Cottage

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

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

Welcome to The Wee Cottage, professionally managed by Vacasa 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.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Anna Cabana B pool area
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Anna Maria
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
9.4 out of 10, Exceptional, (53 reviews)
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.

Important information

You need to know

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Anna Maria

Located in Anna Maria, this holiday home is near theme parks and by the sea. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Holiday homes in Anna MariaOpens in a new window
Map
Anna Maria, FL

What's nearby

  • Bradenton Beach - 1 min walk - 0.1 km
  • Bean Point Beach - 8 min walk - 0.7 km
  • Island Players - 8 min walk - 0.7 km
  • Anna Maria Island Museum and Historical Park - 9 min walk - 0.8 km
  • Anna Maria Beach - 13 min walk - 1.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 34 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬10 min walk
  • ‪The Waterfront Restaurant - ‬14 min walk
  • ‪Ginny's & Jane E's - ‬9 min walk

Frequently asked questions

Is The Wee Cottage | House in Anna Maria pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Wee Cottage | House in Anna Maria?

As of 4 May 2026, prices found for a 1-night stay for 2 adults at The Wee Cottage | House in Anna Maria on 5 August 2026 start from NZ$541, 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.

How much is parking at The Wee Cottage | House in Anna Maria?

On-site 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?

Checkout is at 10:00 AM.

Where is The Wee Cottage | House in Anna Maria located?

Situated by the sea, this holiday home is within a 10-minute walk of Bradenton Beach and Bean Point Beach. Palmetto Avenue Beach and Island Players are also within 10 minutes.

Reviews

8.2

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 34 reviews
Rating 8 - Good. 11 out of 34 reviews
Rating 6 - Okay. 4 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 3 out of 34 reviews

8.0/10

Cleanliness

9.6/10

Check-in

8.4/10

Communication

9.4/10

Location

8.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Nicholas M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really enjoyed the space!! Great location, cozy vibes and the backyard was a vibe. Thanks for having us!
Stayed 2 nights in Feb 2026
Verified

8/10 Good

cindy p.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Pros: great location and the pool was terrific. Cons: No coffee! Furniture needs replaced. Whole place needs painting. Outside shower did not work.Windows need replaced. Needs central air or mini splits.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

Mike S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot and really great backyard setup!! Very rustic inside. Fun place for an AMI visit!
Stayed 2 nights in Oct 2025
Verified

6/10 Okay

Lindsey M.

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy
This cottage definitely has potential. First of all, the location is perfect! Beach is literally around the corner and shops/restaurants are a very short walk. The backyard is big and cute. Now the downsides: The hot tub / spa is advertised as such but turns out it is only decorative. The putting green was a big selling point for my kids but there was no putter, only a 9 iron. The house would be perfect size for 2 people, maybe 3. We had 4 and it was difficult to be comfortable. We stayed for 5 days and were only given 4 towels for 4 people. No washer to do laundry so the towel situation got gross. The outdoor shower was also broke and didn’t work. Lots of little things around the house like that. With a bit of love and care, this place could be super cute.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

CHRISTOPHER P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall, we love the location and the house was clean and the pool area was very nice.
Stayed 2 nights in May 2025
Verified

8/10 Good

Duane S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were pleasantly notified that we could arrive early before 4, but didn’t tell us that the code did not work until 4. We had to call and get the code for the key. There was a musty smell in the house. But the house was clean. The bikes were a great surprise. And the grill. Liked the pool the hot tub was not hot. And low pressure jets. The toilet bowl was really small made for a child. Nice Shower. Enjoyed the screened in porch and putting green. Loved the location but wasn’t expecting construction and no privacy for most of the day. All in all we really enjoyed our stay at the Wee Cottage.
Stayed 4 nights in Mar 2026
From a partner site

10/10 Excellent

Ansley M.

Old Florida

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

10/10 Excellent

BARRETT L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wee Cottage

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.
Stayed 5 nights in Jul 2025
From a partner site

10/10 Excellent

BARRETT L.

Wee Cottage

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.
Verified

10/10 Excellent

Strephon C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place!!!

Beautiful place at a lovely location! So close to the beach!! My wife and I thoroughly enjoyed our honeymoon stay here.
Stayed 11 nights in Jan 2024
From a partner site

8/10 Good

Keith L.

Private pool, great location

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
From a partner site

10/10 Excellent

Erin M.

Wee Cottage

We loved this place. So close to the beach and a beautifully decorated cottage. Would definitely rent again!
Stayed 6 nights in Jun 2024
From a partner site

10/10 Excellent

Dennis P.

Amazing space!

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.
Stayed 4 nights in Aug 2024
From a partner site

10/10 Excellent

Dee D.

March 2024 Stay

Great house for my husband and I. Wonderful back yard with pool, hot tub and putting green. Perfect location for beach and restaurants.
Stayed 3 nights in Mar 2024
Verified

8/10 Good

Jade L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy and close access and location

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!!!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

katie l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great escape

Found a little piece of paradise
Stayed 3 nights in Jun 2024
Verified

6/10 Okay

Susan H.

Liked: Cleanliness, check-in, communication, location
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.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Sonya M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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’.
Stayed 3 nights in Aug 2025
From a partner site

8/10 Good

Nick W.

Cute - Warm - Cozy

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!
Stayed 6 nights in Jul 2024
Verified

8/10 Good

Molly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint Cottage

Comfortable bed and living area. Pull out sofa was mediocre for sleeping but was ok for young teens. Nice kitchen. Really cute pool and golf area especially if it was cleaned up a little. Provided 2 golf clubs and balls, pool toys, floaties, 2 bikes to use. Screen porch was a pleasant area to hang out and eat.
Stayed 4 nights in Mar 2024
From a partner site

10/10 Excellent

Angela J.

Cute Wee Cottage!

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!
Verified

2/10 Terrible

Steven S.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy

Stinky house

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.
Stayed 3 nights in May 2025
Verified

8/10 Good

Drew V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

D

Property had charm of old Florida. House was basic but provided everything we needed. Master bed was comfortable with nice linens. Mattress and linens on sofa sleeper could use an upgrade but our kids didn't mind. Pool could have been cleaner as we had to skim upon arrival. Overall nice property and ideally located for walking to many options for adults, kids and more. Would rebook.
Stayed 2 nights in Mar 2024
Verified

8/10 Good

Brian R.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

Great Location!

House was clean and very close to beach. The pool and spa were dirty and none of the 3 property management people could help operate the spa. The house doesn’t really have any beach gear so you will need to rent. We came back from beach to a Vacasa guy roaming around the house checking fire extinguishers without notifying us. The house is close to everything shopping and beach.
Stayed 2 nights in Apr 2024
Verified

6/10 Okay

Deanne D.

Liked: Check-in, communication, location
Disliked: Cleanliness

Great, but wish it was cleaner!

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.
Stayed 3 nights in Jun 2024

About the host

Hosted by Vacasa of Florida

Host profile image

Languages:

English, French, German, Italian, Spanish
Tell us how we can improve our siteShare feedback