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The Wee Cottage | House in Anna Maria

Holiday home with private pool, a short walk to Bean Point Beach

Photo gallery for The Wee Cottage | House in Anna Maria

Exterior
Pool
Property grounds
Living area
Outdoor dining

Reviews

8.6 out of 10
Excellent
1 bedroom1 bathroomSleeps 4648 sq ft

Popular amenities

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

Explore the area

View in a map
  • Place, Anna Maria Beach
  • Place, Anna Maria City Pier
  • Place, Bean Point Beach
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)

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!'

Welcome to The Wee Cottage, managed by Vacasa. This house is located in Anna Maria but your 24/7 support is always nearby.

This house features 1 bedroom and 1 bathroom with space enough for 4.

Please review our property photos and our available amenities to make sure this rental is a perfect fit for your needs. We strive to keep this information as up-to-date as possible so you can feel confident in knowing what you are renting.

We will send you all necessary pre-arrival and check-in information after booking. This can include guest instructions, notices, and other helpful information.

What We Love
Step into a slice of Old Florida when you step inside this adorable 1926 cottage. Complementary antiques and books fill the home's interior, accenting the space's vintage appeal. The private backyard paradise offers endless sun-soaked leisure between the heated in-ground pool, attached spa, and authentic putting green. The full kitchen makes it easy to plan and prepare delicious home-cooked meals. The cottage leaves you just steps from the beach and within walking distance of local shops, bars, and restaurants along Pine Avenue. The historic Rod and Reel Pier and the AMI City Pier are each within a mile of the home.

House Rules
Check-in time: 4:00 PM
Check-out time: 10:00 AM
All guests shall abide by Vacasa's good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM
No smoking is permitted anywhere on the premises.

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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Air conditioning
Outdoor space
Parking available

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

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 Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Anna MariaOpens in a new window
Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 8 min walk - 0.7 km
  • Anna Maria Beach - 13 min walk - 1.1 km
  • Anna Maria City Pier - 14 min walk - 1.2 km
  • Bean Point Beach - 1 min drive - 0.4 km
  • Bradenton Beach - 5 min drive - 2.8 km

Getting around

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

Restaurants

  • ‪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
  • ‪North Shore Cafe - ‬5 min walk

Frequently asked questions

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

No, pets are not allowed at this 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 Palmetto Avenue Beach and Bean Point Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 10 minutes.

Reviews

8.6

Excellent

7.6/10

Cleanliness

9.8/10

Check-in

8.6/10

Communication

9.8/10

Location

8.0/10

Listing accuracy
Rating 10 - Excellent. 12 out of 23 reviews
Rating 8 - Good. 8 out of 23 reviews
Rating 6 - Okay. 1 out of 23 reviews
Rating 4 - Poor. 0 out of 23 reviews
Rating 2 - Terrible. 2 out of 23 reviews

Reviews

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
This review comes from a trusted partner site and has not been verified.

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.

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
This review comes from a trusted partner site and has not been verified.

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.
This review comes from a trusted partner site and has not been verified.

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

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

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
This review comes from a trusted partner site and has not been verified.

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
This review comes from a trusted partner site and has not been verified.

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

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
This review comes from a trusted partner site and has not been verified.

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

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

8/10 Good

Laurel F.

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

AMI Spring Break

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!
Stayed 2 nights in Mar 2025

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

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

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

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

2/10 Terrible

Tiffany G.

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

Not worth the money

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.
Stayed 3 nights in Jun 2024

8/10 Good

Tiffany W.

Liked: Cleanliness, check-in, communication, location
Stayed 3 nights in Aug 2025

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

10/10 Excellent

Hughes S.

Stayed 3 nights in Dec 2024
This review comes from a trusted partner site and has not been verified.

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!
This review comes from a trusted partner site and has not been verified.

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

About the host

Hosted by Vacasa of Florida

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Languages:

English, French, German, Italian, Spanish