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Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

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Shared heated pool
Bayside Cutie at Bayside Bungalows by AMI Locals
Home located close to the bay
Shared Pool
Outdoor Grill

Reviews

9.2 out of 10
Wonderful
1 bedroom1 bathroomSleeps 465.0 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Spaces

Kitchen

About this property

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Bayside Cutie at Bayside Bungalow by AMI Locals
VR18-000088

Welcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee or cocktails while soaking up the Florida sunshine. Located within walking distance of local restaurants, boutique shops, and the iconic ice cream and coffee shops, Bayside Cutie is your perfect island getaway!

Highlights
• Across the street from scenic Bay beach
• 1 Bedroom / 1 Bath
• 1 Queen bed, 1 Queen sleeper sofa
• Shared heated pool
• Outdoor cabana and BBQ grill
• 13-minute walk to Anna Maria beach
• Located just two minutes from Pine Avenue restaurants, shops, and boutiques
• 2 Shared Stackable Washer and Dryer Sets Available On-Site
• Dog friendly with approval (additional fee)
• 1 Parking Space

Step into a warm, inviting interior with a laid-back beach vibe. The comfortable sofa and large flat-screen TV make for perfect movie nights or relaxing after a day at the water. The sleek kitchen includes all essentials, with dishware, pots, pans, and a rustic chic dining table for a delightful meal with family or friends in a tropical setting.

The primary bedroom is a relaxing haven with a queen bed, smart TV, and premium bedding, creating a restful oasis. The ensuite bathroom features a walk-in shower and ample storage for your vacation attire. The living room sofa quickly converts into a queen sleeper sofa, providing extra sleeping space for additional guests or family members.

Room Details
• Primary Bedroom: Queen bed
• Living Room: Queen sleeper sofa

Enjoy your outdoor living space on the private patio, perfect for morning coffee, evening cocktails, or simply soaking up the sunshine. Take a dip in the resort-style heated pool, relax in the lush landscaping, or gather at the outdoor bar and BBQ area for casual family gatherings. Explore nearby beaches, shops, and waterfront dining, or visit the charming boutiques and ice cream shops just short walk away.

Book Bayside Cutie today for an unforgettable Anna Maria Island experience. Whether lounging poolside, exploring the local hotspots, or enjoying sunset views from the bay, this cozy retreat offers everything you need for a relaxing, fun-filled getaway!


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1 car maximum is 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.

This property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our AMI Locals Rental Policies for full details.

This home is managed by AMI Locals, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

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 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 and a deadlock

About the area

Anna Maria

Located in Anna Maria, this villa is near the beach. The area's natural beauty can be seen at Anna Maria 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Villas in Anna MariaOpens in a new window
Map
Anna Maria, FL

What's nearby

  • Anna Maria City Pier - 2 min walk - 0.2 km
  • Bayfront Park - 5 min walk - 0.4 km
  • Anna Maria Island Museum and Historical Park - 6 min walk - 0.6 km
  • Island Players - 11 min walk - 0.9 km
  • Bean Point Beach - 18 min walk - 1.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 46 min drive

Restaurants

  • ‪The Ugly Grouper - ‬6 min drive
  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Sandbar Restaurant - ‬11 min walk
  • ‪The Waterfront Restaurant - ‬1 min walk
  • ‪Ginny's & Jane E's - ‬10 min walk

Frequently asked questions

Does Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av have a pool?

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

How much does it cost to stay at Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av?

As of 18 March 2026, prices found for a 1-night stay for 2 adults at Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av on 7 June 2026 start from NZ$507, 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 Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av?

On-site parking is available at the property.

What time is check-in at Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av?

Check-in begins at 4:00 PM.

What time is check-out at Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av?

Checkout is at 10:00 AM.

Where is Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av located?

Situated in Anna Maria, this beach villa is within 1 mile (2 km) of Bay Boulevard Beach, Anna Maria Beach and Bean Point Beach. Anna Maria City Pier and Bayfront Park are also within 5 minutes.

Reviews

9.2

Wonderful

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. 41 out of 60 reviews
Rating 8 - Good. 12 out of 60 reviews
Rating 6 - Okay. 6 out of 60 reviews
Rating 4 - Poor. 1 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

9.4/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.4/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sean M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in the heart of Anna Maria Island, Pine Street is right around the corner and walkable. Beach is a quick bike ride or less than a ten-minute walk. Pool on the property is also a great setting. Was well furnished and had everything you need for your stay! Communication was great with the owner. Would definitely stay here again.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Dee J.

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

Great location and cute place.

Really nice.
Stayed 2 nights in Apr 2021
Verified

10/10 Excellent

Gil V.

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

Perfect little bungalow

Modern, clean and cozy bungalow right across the street from the shore and great dining. Just a 10 minute walk from the beach. Perfect location and the ideal romantic getaway.
Stayed 2 nights in Aug 2023
Archival

10/10 Excellent

Marta T.

Beautiful place!

Everything was just as stated in property description. Love the apartment and the location.
Stayed 4 nights in Jun 2017
Archival

8/10 Good

Mary D.

Wonderful location! Lovely 1BR unit!

Unit 2 was lovely ~ tastefully decorated. Heated pool was great!
Stayed 5 nights in Mar 2017
Verified

10/10 Excellent

Luis M.

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

Great location and good amenities.

We like to suggest a more comfortable beach chair and a full wall mirror
Stayed 6 nights in Jan 2020
Verified

10/10 Excellent

Sandra L.

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

Great location!

Nice space to hang your hat while in AMI. Nicely decorated spot, perfect for 2! Wonderful heated pool and nice laundry facility. Prompt service when you need anything. It’s located very close to the bay and the pier and just a few blocks from the beautiful gulf shore beach!
Stayed 28 nights in Jan 2021
Verified

10/10 Excellent

Beth H.

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

Great location, nice warm pool

This little apartment was perfect for two. It is nicely decorated and had everything we needed and the text messages from the rental company were very prompt. The pool was really nice and very warm, which is important to me. The location is perfect for walking to restaurants, the bay, the beach and the neighborhood. We will be back!
Stayed 4 nights in Apr 2021
Archival

8/10 Good

Gary M.

Great Property - Perfect Location

We enjoyed our stay at Bay Side Cutie very much. The place was newly decorated and was very clean and comfortable. The perfect location allowed us to walk to the beautiful beaches, restaurants and shops. I would have given this gem a 5 star rating, but the foot noise from the units above us could be annoying at times. I would recommend this unit to anyone staying on beautiful Anna Maria Island.
Stayed 6 nights in Feb 2017
Archival

8/10 Good

Howard S.

Great location. Immaculate. Great communication with the owners. Space a bit tight.

Owner very accommodating to a plumbing issue and moved us to a larger unit at our request at no additional charge. Can't beat the location or responsiveness of owners
Stayed 7 nights in Feb 2017
Verified

10/10 Excellent

Jennifer O.

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

Best location in the island

We enjoyed our stay at Bayside Bungalow so much. The location was more than ideal in the best beach on the island, in my opinion. We found so many fun treasures in the water right across the street from our place. My older daughter and I were able to fish off the pier while my husband went back to the pool to swim . We rode bikes, walked to get donuts and ice cream and enjoyed our family time together. The place was tiny, but super clean and quaint. We all feel in love and will be back. Thank you fir a wonderful stay.
Stayed 3 nights in Jul 2020
Verified

10/10 Excellent

Elizabeth S.

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

Great turnaround

In the beginning due to changes caused by Covid we had some issues with our rental and had to be switched to a new location the day we arrived. The first rental we were moved to did not meet our expectations and we were pretty disappointed, however after speaking with Vanessa and Lindsy thru AMI locals we were upgraded to a beautiful rental close to the beach. I would definitely reserve future trips with them as I know that if something went wrong they would work hard to make it right.
Stayed 7 nights in Aug 2020
Verified

6/10 Okay

Michele B.

Liked: Cleanliness, check-in, location

Bayside Cutie

This place is very small. I would not stay here again with more than one other person. Bathroom is the smallest I have ever seen. No where to put your wet towels or swimsuits. Pool was almost never at the correct temperature. They came to fix it but I had to tell them every day. Overall a lot of money for not a lot of amenities.
Stayed 6 nights in Mar 2024
Verified

8/10 Good

Mary Lou B.

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

Anna Maria Island March Getaway

The unit is adorable and perfect for a couple. We loved the location and the concierge was so helpful about suggestions for places to eat and rentals of bikes, etc. I do have a few suggestions/comments I would make: 1) Shower could use a light and there is no fan or vent. 2) There is no full length mirror in unit which would be helpful 3) HVAC system or instructions need upgrading. We could never get the thermostat to go below 72 degrees and we’re always hot. We had to open windows to get air circulation. Loved Waterfront Restaurant next door.
Stayed 4 nights in Mar 2021
Verified

8/10 Good

Gregory P.

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

AC broke

AC did not work first nite i was there , called property mgmt and text to get it fixed and head to die of 85 degree heat. Almost left to another hotel because it was Africa hot . they fixed in AM but i want some money credited back for the first nite . girl at property mgmt said someone would email , no luck !
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Linda F.

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

What a perfect island and a perfect spot to enjoy it!

The location could not have been better! Steps away from the beach, a great restaurant next door and on a beautiful , beachy, fun town. We loved our stay and the property was well equipped and comfortable. Great shower!
Stayed 4 nights in Mar 2022
Verified

6/10 Okay

Carol D.

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

Bayside

Pros: Loved the location. The Bay, is right by the unit. It is a 10 minute walk to the gulf on same street. Close to great restaurants. Great heated pool, laundry, fully equipped kitchen, nice beach decor. Cons: Mattress needs to be replaced, squeaks at every move. Walls are paper thin, You hear all your neighbors, every step from unit above. The couch needs to be replaced the cushions are shot.
Stayed 13 nights in Feb 2022
Verified

10/10 Excellent

Terri M.

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

Bayside Cutie is a true cutie!

Beautiful rental in a great location! Loud noises occasionally from upstairs apt. Clothing rod in utility closet would be helpful since there is no other closet. Pool was awesome! Photos on vrbo are exactly as apartment looks 😊 Thanks!
Stayed 4 nights in Jan 2022
Verified

8/10 Good

Kris B.

Liked: Cleanliness, communication, location, listing accuracy

The bed need to be replaced since every time you move it creaks and crunches

It was nice and great location.
Stayed 2 nights in Dec 2021
Verified

8/10 Good

Cory E.

Disliked: Cleanliness, check-in, communication, listing accuracy

Parking was horrible

The rest of the condos were either owners or rentals that didn’t care about how many people should be parked there blocking you in constantly and would make noise above you ALL night long stomping and pacing overall condo was clean and nice but the neighbors were horrible
Stayed 2 nights in Sep 2021
Verified

10/10 Excellent

Vanessa S.

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

Birthday getaway

I’ve been vacationing and celebrating my birthday at Anna Maria for about 12 years now. It was my daughters birthday and we decided to come celebrate hers. We usually rent a house however decided to give this condo a try. It was quaint, clean and close to all the island amenities. Online suggestions are to add a full length mirror since it’s too hard to get 3 girls ready and take insta pics; also the sofa bed mattress needs upgrading, and upstairs neighbors were loud the 2nd night, check in us too early to cook breakfast and enjoy the last morning. Overall great for a couple day getaway!
Stayed 2 nights in Oct 2021
Verified

6/10 Okay

Jennifer B.

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

Pros and Cons for Bayside Cutie

First let me say that the condo itself is really nice. It was very clean, cutely decorated and had everything we needed. It’s right across the street from the bay. There is a really great restaurant right next door. The pool area is nice with plenty of lounge chairs and tables. It’s also convenient to have a laundry facility on site that has beach chairs and umbrellas for anyone to use. But, when there are people in the unit upstairs, it’s so noisy. You hear everything they do. The first night, there was so much noise until 1:30 AM and it started back at 7 AM. I called the management company that morning and although they were sympathetic, there was nothing they could do since they don’t manage that unit. The next day, they left and I finally had a good nights sleep but the next day a family checked in and again, the noise was terrible. Since there is a restaurant next door, the delivery truck parks right across the street from the bedroom window so you hear the truck running. Unfortunately there was a large family staying there the same week as us who let their dogs run around the pool, left their trash and played loud music. So overall, if you are a light sleeper and are looking for a quiet, peaceful getaway, I would not recommend to stay here.
Stayed 6 nights in Jul 2021
Verified

10/10 Excellent

Tammie C.

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

Great little place!

We loved the location and it was ample space for three! Everything was clean and ready for us at check-in. We received lots of communication that made check-in and check-out simple.
Stayed 4 nights in Jun 2021
Verified

8/10 Good

Autumn W.

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

Great little great away!

Location was great! Such a cute area to stay in and the Waterfront- restaurant right next door was amazing. It was very clean and had everything we needed. The pull out couch isn’t the most comfortable as expected, but the bed was great. Only complaint is that we had noisy upstairs neighbors and you could hear every step they took, which was very annoying in the middle of the night. As well as it would have been nice to have a standing mirror or another mirror other than the bathroom in the apartment. Having all girls in the unit was hard sharing a mirror to get ready!
Stayed 5 nights in May 2021
Verified

10/10 Excellent

Dawn B.

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

AMI trip

Cute place! Great location! Close to restaurants and shopping on Pine Avenue. Could walk to most places or ride a bike. Across the street from the Waterfront Restaurant which is an amazing place to eat! Great food and service!
Stayed 2 nights in May 2021

About the host

Hosted by AMI Locals

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