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Perfect Island Location! Heated pool and plenty of room for the entire family

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Pool
Property grounds
Pool
Exterior
Outdoor dining

Reviews

9.6 out of 10, Loved by Guests
Top 10% based on
3 bedrooms2 bathroomsSleeps 81594 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Island Players
    ‪3 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪3 min walk‬
  • Place, Bean Point Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪33 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Porch or lanai
Kitchen

About this property

Perfect Island Location! Heated pool and plenty of room for the entire family

Sea grape trees, hibiscus bushes and palm trees surround this pretty white-roofed daffodil-colored cottage that is just a short walk to the gulf beaches. The heart of Anna's Cottage is the great room, with French doors that open to a heated pool and a patio.. Another comfortable couch, wireless internet, free long distance calls and flat screen TV will keep everyone connected, comfy and entertained. The sunny kitchen is stocked with everything the chef in your group needs. The private upstairs master bedroom sparkles and is generously proportioned with an ensuite bathroom and a view of the pool below. Porches are back! Enjoy evenings filled with the creaking of white wicker easy chairs, the rustle of leaves and cool evening breezes in Anna's screened porch. Or perhaps the outdoor portico featuring a vintage wooden porch swing, lots of easy chairs and a rocking chair is where you want to be. Anna's Cottage: American style, sublime comfort. At the beach.

Bedroom 1: Queen bed
Bedroom 2: Twin beds
Den: Twin day bed and twin trundle.
(Bedroom 1 and 2 share tub/shower bathroom in hallway)

Upstairs:
Bedroom 3: King bed and ensuite walk-in shower

PARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

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Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

A car is recommended for transport to and from this property

About the area

Anna Maria

Located in Anna Maria, this holiday home is near a water park. 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. Discover the area's water adventures with scuba diving, water tubing and parasailing nearby, or enjoy the great outdoors with ecotours.
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Map
Anna Maria, FL

What's nearby

  • Island Players - 3 min walk - 0.3 km
  • Anna Maria Island Museum and Historical Park - 3 min walk - 0.3 km
  • Anna Maria City Pier - 9 min walk - 0.8 km
  • Bayfront Park - 9 min walk - 0.8 km
  • Bean Point Beach - 15 min walk - 1.3 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 45 min drive

Restaurants

  • ‪The Ugly Grouper - ‬5 min drive
  • ‪Anna Maria Island Beach Cafe - ‬8 min drive
  • ‪The Sandbar Restaurant - ‬4 min walk
  • ‪The Waterfront Restaurant - ‬7 min walk
  • ‪Ginny's & Jane E's - ‬4 min walk

Frequently asked questions

Does Perfect Island Location! Heated pool and plenty of room for the entire family have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Perfect Island Location! Heated pool and plenty of room for the entire family?

As of 6 Mar, 2026, prices found for a 1-night stay for 2 adults at Perfect Island Location! Heated pool and plenty of room for the entire family on 23 May, 2026 start from S$482, 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 Perfect Island Location! Heated pool and plenty of room for the entire family pet-friendly?

No, pets are not allowed at this property.

How much is parking at Perfect Island Location! Heated pool and plenty of room for the entire family?

On-site parking is available at the property.

What time is check-in at Perfect Island Location! Heated pool and plenty of room for the entire family?

Check-in begins at 3:00 PM.

What time is check-out at Perfect Island Location! Heated pool and plenty of room for the entire family?

Checkout is at 10:00 AM.

Where is Perfect Island Location! Heated pool and plenty of room for the entire family located?

Situated in Anna Maria, this holiday home is within a 15-minute walk of Anna Maria Island Museum and Historical Park and Bean Point Beach. Anna Maria Beach and Bradenton Beach are also within 1 mile (2 km).

Reviews

9.6

Exceptional

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. 55 out of 64 reviews
Rating 8 - Good. 6 out of 64 reviews
Rating 6 - Okay. 2 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 1 out of 64 reviews

9.6/10

Cleanliness

9.6/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

8/10 Good

Ashley R.

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

Great location

Great trip and area. House provided just what we needed to get cleaned up between beach and dinner and a cozy spot to pass out at bight.
Stayed 3 nights in Jun 2024

10/10 Excellent

Shelly T.

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

Anna's Cottage

We loved everything about this property! Great location!
Stayed 5 nights in May 2023
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Barbara C.

Great vacation getaway

Anna's cottage was a very comfortable, homey vacation spot for our family to get together and enjoy the beautiful island. We loved the easy access to the beach and local eateries and shops. The outdoor pool was an added bonus!
Stayed 7 nights in Jul 2017

10/10 Excellent

Henry S.

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

Getaway

Very nice place for a family
Stayed 6 nights in Jun 2023

10/10 Excellent

Pat P.

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

Perfect location for family fun

We loved our time at Anna’s cottage! The place was very comfortable and homey. We enjoyed both the pool and the quick walk for time at the beach, or to shopping and good restaurants.
Stayed 7 nights in Mar 2023

10/10 Excellent

Patty R.

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

Great location, close to beach, food, and coffee shoppes.

Property clean, larger than pictures, could use some new beach chairs.
Stayed 7 nights in Jun 2022

10/10 Excellent

Elizabeth W.

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

First trip to AMI

The overall property was perfect. There was plenty of room for my whole family. We loved the pool!! Great location! We had an awesome vacation.
Stayed 7 nights in Jul 2023

10/10 Excellent

Heidi G.

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

Great family vacation

We took our two young kids and stayed a week at this property and had a great time! The house was clean, as described, and had everything we needed. A short walk to the beach and shops and restaurants made is a great location and we took many walks to check out the area. We loved all the area beaches and spent a lot of time in the pool. It was great that the pool was heated seeing as the temps were in the low 60's a lot of the time. Would love to stay here again and would recommend to anyone!
Stayed 7 nights in Feb 2020

10/10 Excellent

Allison P.

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

Amazing stay!!

After battling pancreatic cancer this past year, I was looking forward to this vacation with my family. We enjoyed every area of the property. My favorite was the front porch, my daughter loved the swing and my grandboys loved the pool. The only thing negative I would say is that I would get rid of 2 of the chairs that have dry rotted that is out by the pool. I worry they may be a liability. We are already looking forward to next year!!
Stayed 7 nights in Jul 2025

10/10 Excellent

Jaime L.

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

Anna’s Cottage

Our stay was amazing! The low cleanliness rating was due to the pool needing cleaning attention. Someone came out the next day to take care of the issue.
Stayed 5 nights in Jun 2023

10/10 Excellent

Kim L.

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

Great Location!

Our stay here was good. We don’t spend a ton of time indoors while we’re on vacation so a decent place to sleep is all we’re asking for. The pool is great here. So nice to have the option to hang out by the pool during your stay. The property managers are quick to respond and helpful! If you’re looking for modern, upper scale this probably isn’t your place. If you’re looking for a cute little beach house close to the gulf side and walkable to the pier with a pool, this is your place! Super happy with our stay.
Stayed 2 nights in Oct 2023

6/10 Okay

L D.

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

Perfect location OLD inside

House and furnishing shabby and worn. All appliances on last legs. Furnishings stained. As clean as a property this worn out can be. But location terrific. Pool very nice.
Stayed 6 nights in Jun 2024

10/10 Excellent

Sara M.

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

Great location

Anna’s Cottage is a cute place and was perfect for 8 adults. It’s not super fancy, but is very cozy and has everything you need. It’s as advertised, although we didn’t use all the amenities. The house is within easy walking distance of the beach, restaurants and shopping. The property management was responsive and easy to work with. We had a few people in our group who had a later departure and the management company allowed our kids to store their luggage in their office until they had to leave. Would definitely recommend it!
Stayed 5 nights in May 2023

8/10 Good

Monique M.

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

Lovely stay!

The house was beautiful, clean and we enjoyed our stay in Anna Maria Island. When we arrived, checkin information was not recieved from the real estate agent, and they could not be reached because it was on a sunday, not even on the emergency line! That was a huge bummer, we went to the office and fortunately an employee arrived to drop something off. Hé helped us. The house itself we loved and also the swimming pool and surroundings.
Stayed 4 nights in Aug 2023

10/10 Excellent

Kallen K.

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

Wonderful stay

We really enjoyed the cleanliness of the home, the location, and the multiple (inside and outside) living spaces. Beds were comfortable and the pool was warm and inviting. It is an older house so not without it's little quirks but honestly we appreciate and love the older homes on this island! The laundry room is outside and acts as a storage room as well for beach items (a couple chairs, floats, a wagon) and there was also a storage trunk in the backyard with pool toys. We very much appreciated that! We would definitely rent this house again.
Stayed 7 nights in Feb 2023

6/10 Okay

Erica M.

Liked: Cleanliness, check-in, location

Eh we were bummed.

Let me start off by saying if this was my property I would want to be aware of what we experienced. I would say the property just isn’t being well taken care of outside. First the pool heater wasn’t working. And this was the reason we picked this place bc if it was cold temps outside no big deal bc my kids could still swim. I emailed the day we arrived asking if the heater could be turned on/up bc it was freezing, seemed to be pushing out alittle warm water Sunday evening but not enough to make it swimmable, pool guy finally determined Tuesday it needed replaced. They weren’t able to swim the entire 7 days we were there. (Actually 6 days bc we left a day early to go to a hotel so they could at least swim 1 afternoon before heading back to snow. The heated pool was all they have talked about for months prior.) I do understand 8-9 days prior to us arriving a storm came through. But when we arrived the patio area was full of debris. I tried finding a broom to at least be able to walk outside without tracking everything inside. Broken chair leaning on a tree (not storm related the seat fell in) and a couple other random chairs on their sides randomly in the side yard. Now if this was my house and it was being managed by a real estate company I would have expected someone to check on the property making sure it’s cleaned up enough for the guests arriving/broken chairs removed etc. The pool was filthy from the storm which I totally understand and that clearly wasn’t an issue since no one was swimming. We did receive a small refund after I asked how this could be made right bc of the pool heater. Unfortunately the pics online esp of the outside were much nicer. Didn’t quite look the same in real life. Not much pride in taking care of it. Inside the house was fine. Very clean which I appreciated. I have never written a not so great review so this was hard. But if this was my house I would want to know all of this. Just overall was bummed.
Stayed 7 nights in Nov 2022

10/10 Excellent

Patricia T.

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

Great getsway

Was a great trip
Stayed 5 nights in Nov 2022

10/10 Excellent

Margaret M.

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

Over all nice house

Overall a nice house.. listing stated DVD player and outside fire place but did not have these... frig and washer could be updated... but overall nice house and great location!
Stayed 7 nights in Oct 2022

10/10 Excellent

Julie R., London U.K

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

Lovely time

Perfect property for us. Clean and comfortable. Lovely garden and close to nice restaurants, shops and beaches
Stayed 14 nights in Sep 2022

10/10 Excellent

Beatriz G.

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

Beautiful place

I loved it
Stayed 4 nights in Sep 2022

10/10 Excellent

Adriene D.

Liked: Cleanliness, location, listing accuracy
Disliked: Communication

We loved our stay at Anna's Cottage and would go back again!

The house accommodated my family perfectly. Kitchen is well supplied, pool was clean and water temperature was perfect. Location is very convenient. One thing that was not good was the communication with the person in charge. I was given the wrong access code and arrived after the realty was closed. I sent Kevin a message on Friday about the code and backyard grill and I got a response on Monday almost 5am. If the side door of the house was not inappropriately unlocked, my family and I would be out on the street until Saturday morning, when the realty was opened. However, the house is so nice that I would rent it again despite this inconvenience. Overall, we had an awesome stay at Anna's Cottage!!!
Stayed 4 nights in Aug 2022

10/10 Excellent

Erik A.

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

Perfect

Absolutely loved the house, the location, and everything about our vacation. House has everything you need and was very clean. We appreciated the beach and pool toys, chairs, and "starter kit" to get us going with things like toilet paper, paper towels, and dishwashing detergent. We rented a golf cart and explored the entire island, but we really enjoyed the northern part where the house was located. You could honestly get by without a car (especially if you have groceries delivered). Great bars, cafes, restaurants and shops all within walking distance. Anna Maria beach was 2 blocks away, but we preferred to take the golf cart a few blocks north to Bean Point. Beaches were beautiful everywhere, but Bean Point was less crowded, and the water is fairly calm near the tip of the island. I would definitely rent this house again. If I was forced to nitpick, the only somewhat negative thing I could say is that, if you go in the summer, the pool is very warm. But I think that's due to the size of the pool and the hot Florida sun beating down all day. But like I said, that's a very small thing and it wouldn't keep me from renting Anna's Cottage again.
Stayed 7 nights in Jul 2022

10/10 Excellent

Bobbijo V.

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

Cutest cleanest little house

Very clean and cozy very easy people to work w. We will be back
Stayed 4 nights in May 2022

10/10 Excellent

Jennifer S.

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

Just the perfect size, convenient location

No problems
Stayed 4 nights in Nov 2021

10/10 Excellent

Sharon W., Rochester, NY, USA

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

Perfect!

We couldn’t have asked for anything more. This property is clean, spacious and provided all of the cookware we needed to make Thanksgiving dinner. Total beach vibe. Walking distance to everything. The pool area was great and close beach access made for the perfect getaway. Definitely will stay again!
Stayed 4 nights in Nov 2021

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