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Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

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Large Pool Area
View of the pool
Outdoor Dining
Just Steps from the Shore
Poolside Loungers

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61200 sq ft

Popular amenities

  • Heated pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria City Pier
    ‪2 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪8 min walk‬
  • Place, Bean Point Beach
    ‪20 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bunk Bed

Bedroom 3

1 King Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen

About this property

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Blissful Bay at Bayside Bungalow by AMI Locals
VR18-000088

Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, this retreat blends coastal charm with unbeatable convenience. Steps away, you’ll find Pine Avenue’s restaurants, and shopping center with local boutiques, coffee and ice cream shops, and chic boutiques.

Highlights
-Across the street from Bay beach
-10-minute walk to Anna Maria beach
-3 Bedrooms / 2 Bathrooms
-1 King, 1 Queen, 2 Twins, 1 Sleeper Sofa
-Shared heated pool
-Shaded cabana
-Shared BBQ area
-Dog friendly (With host approval)
-2 Shared Stackable Washer and Dryer Sets Available On-Site
-Near Pine Avenue shops and restaurants
-1 Parking Space

Guests of Blissful Bay enjoy access to the Bayside Bungalow’s sparkling heated pool, surrounded by loungers and a breezy cabana for shade. A BBQ grill and outdoor dining tables make it easy to gather for meals under the Florida sun. With its bayside setting and walkable proximity to both the Gulf and Bay, this location delivers the best of Anna Maria Island living.

Inside, you’ll find a light and airy open floor plan. The living room offers plush seating, a TV, and a sleeper sofa, while the rustic dining table is perfect for family meals. The fully equipped kitchen includes cookware, dishware, and appliances like a dishwasher, toaster, and coffee maker to keep vacation cooking simple and fun.

The peaceful primary bedroom features a king bed, coastal decor, and an ensuite bathroom with a walk-in shower. Both guest bedrooms boast water views, one with a queen bed and one with two twin beds overlooking the bay. A beautifully updated hallway bathroom provides double vanity and a shower/tub combination, great for families and friends.

Room Details
- Primary Bedroom: King bed, ensuite with walk-in shower
- Second Bedroom: Queen bed
- Third Bedroom: Two twin beds
- Living Room: Sleeper sofa

Planning a group getaway? Bayside Bungalow is home to five total condos, and you can reserve multiple units under “Bayside Bungalows” to keep everyone close while still enjoying private spaces.
Book your stay at Blissful Bay at Bayside Bungalow today and experience the perfect blend of bayside relaxation, Gulf beach proximity, and easy access to dining and shopping on Anna Maria Island!

-
1 car 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.

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.

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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 Bradenton Beach and Anna Maria Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and hiking.
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 - 8 min walk - 0.7 km
  • Bradenton Beach - 12 min walk - 1.1 km
  • Bean Point Beach - 20 min walk - 1.7 km

Getting around

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

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Ugly Grouper - ‬6 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 Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining have a pool?

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

How much does it cost to stay at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining?

As of 4 May, 2026, prices found for a 1-night stay for 2 adults at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining on 7 Sept, 2026 start from S$1,032, 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 Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining?

On-site parking is available at the property.

What time is check-in at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining?

Check-in begins at 4:00 PM.

What time is check-out at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining?

Checkout is at 10:00 AM.

Where is Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining located?

Situated in Anna Maria, this beach villa is within a 15-minute walk of Bay Boulevard Beach and Bradenton Beach. Anna Maria Beach and Bean Point 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. 61 out of 75 reviews
Rating 8 - Good. 12 out of 75 reviews
Rating 6 - Okay. 0 out of 75 reviews
Rating 4 - Poor. 2 out of 75 reviews
Rating 2 - Terrible. 0 out of 75 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.4/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Nick F.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
The rooms were clean, and the residence was wonderful. Wish there was more parking.
Stayed 5 nights in Mar 2026
Verified

10/10 Excellent

Christina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location - great size for hosting our grown kids. Thank you
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Verified traveller

Liked: Cleanliness, check-in, communication, listing accuracy
The condo was spacious and very clean. The pool was lovely and warm! Although was busy on the weekends. We could have used a full length mirror and the door alarm is exceedingly annoying. Some kind of alarm went off in the night and we had no idea what it was and it freaked us out. Have no idea what it was or where it was.Location was good with the Waterfront restaurant right across the street.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

JAMELYN G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed our stay.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Julio César R.

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

Very pleasant and well located place

Everything was as in the pictures
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Sheri S.

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

Beautiful beach house!

Location is great. Beach is across the street and the home is very nice and plenty big.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Nancy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, stated had washer and dryer, but did not. Great communication with management company. Great location
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Nicole

Liked: Amenities, property conditions & facilities, communication
Awesome property and awesome property managers I would stay with them again
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Vanessa

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very nice home to stay in. Beautiful well kept property.
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Elizabeth C.

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

Great place

The property was great/true to pictures…great location, ample room, easy check-in.Would definitely stay again:)
Stayed 2 nights in May 2022
Verified

10/10 Excellent

Lindsay N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful condo. Very clean. Pool was also very clean. View of bay was gorgeous and very close to an excellent restaurant, The Waterfront, which is a must try. Close to lots of shops, general store, ice cream, etc. We also rented a golf cart so never had to drive. Not even to the Publix. Definitely will be back. Hopeful the washer and dryers will be connected by then. That would be the only thing we would have added. Other than that excellent vacation!!
Stayed 6 nights in Jul 2025
Verified

8/10 Good

Missy P.

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

Family spring break

Enjoyed the simplicity of the check in, parking and ease of traveling around the island! Beautiful location and beach!
Stayed 4 nights in Mar 2022
Verified

8/10 Good

Kenneth A.

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

Great location

Efficient layout
Stayed 2 nights in Jun 2020
Verified

8/10 Good

tammy l.

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

Beach condo

The condo was very nice and convenient.
Stayed 3 nights in Aug 2020
Verified

10/10 Excellent

Marc and Cheryl R.

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

Great time great location

Great time great location!We enjoyed our stay this property is very conveniently located with access to the beautiful day and just a short walk or golf cart ride to the Gulf Beach. The property was Spacious and very well appointed. We would definitely stay at this property again.
Stayed 3 nights in Mar 2021
Archival

10/10 Excellent

Jonathan F.

Great place to stay!

Clean and newly remodeled! Great location! We enjoyed walking and biking to the beaches, stores, and restaurants! We spent a lot of time playing in the pool! Nice owners!
Stayed 7 nights in Apr 2017
Verified

10/10 Excellent

Verified traveller

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

Amazing Place !!!

Stop looking around. This condo have everything you need for a perfect vacation.
Stayed 4 nights in Aug 2020
Verified

10/10 Excellent

Pam R.

Blissful bay unit 4

Nicely decorated three bedroom unit! In walking distance to free trolley stop and beach!
Stayed 3 nights in Apr 2019
Verified

10/10 Excellent

Matthew H.

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

Great Stay

We were only here for one night; however, it was quite evident that the property was very clean, located near the water and great restaurants/shops, and we’ll cared for. It was quite private given it is a condo. Will definitely return in the future.
Stayed 1 night in May 2021
Verified

10/10 Excellent

Noah A.

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

Great place in quiet area and central to shops, fishing piers, beach, and restaurants.

Beautiful place and pictures don’t make it justice. Property was well maintained and pool was area was clean, peaceful and relaxing. Everything was to our expectations and more! Not our first time on the island, but our first at Blissful Bay. We would recommend and stay there again. Thanks
Stayed 5 nights in Oct 2022
Verified

8/10 Good

Joan T.

Liked: Cleanliness, check-in, communication, location

Anna Maria Stay

The rooms were dark with no good view of the ocean except for one bedroom window. Easy access to trolley car.
Stayed 2 nights in May 2022
Verified

8/10 Good

Sofia H.

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

Nice simple vacation

We enjoyed it very much. Spacious kitchen - living room area, renovated shower (master) and well equipped. Pool area clean and organized, grill functioning well. Things to improve: master bed very old mattress and box makes loud noise. Some of the dishes not perfectly clean.-
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Tiffany P.

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

Perfect Location

Great communication with property management. Excellent location (right across the street from the City Pier with a little beach, right by Pine Ave shops and restaurants, once you park you can walk to pretty much everything on the north side of the island! Even though other people were staying at the property we had time to ourselves in the pool area every day (but there is enough space and chairs to share the space even if we were all out there at the same time). Our only complaint is that the mattresses were so noisy, any little movement would make a loud sound and wake up anyone else in the room with you. Hopefully that can be remedied by the property owners because then the unit would be perfect. We did have a great time - Thank you!
Stayed 2 nights in Apr 2021
Archival

10/10 Excellent

Rafael M.

Absolutely perfect family rental

We recently enjoyed a week at this newly remodeled spacious condo directly across from the beach. The unit had 3 bedrooms and more than enough living space for our family of 5 and 2 small dogs. Upon arrival we found the unit to be impeccably clean. Kitchen has all the utensils you will need. Bedding is very comfortable as is the furniture in the living room. The grounds are kept very nice. The pool and patio are excellent with plenty of patio furniture and 2 gas grills. We could not have asked for a better place to stay on AMI! The owners were both gracious and very responsive to any questions or requests. It was clear that they take great pride in their property and wanted to make sure we enjoyed our stay. Added benefits: this condo is directly across the street from our favorite AMI restaurant (Waterfront) as well as the AMI City pier. If you want to enjoy the gulf side of the island vs the bay side, it's a 2 min drive or less than 10 min walk to the other side. We can't wait to book out next visit to Blissful Bay on AMI.
Stayed 7 nights in Apr 2017
Archival

8/10 Good

Todd K.

Very Good option for Anna Maria

Good Points: Location (Tampa Bay side of the island)....sunrise, not sunset views) Location.....very close to many of the island's restaurants and shopping Brand newly remodeled. Very very clean and well appointed. Less Good Points: Construction Noise (a lot) while we were there. No communication with owner Inconvienent entry point to condo (must walk around building). Not a big deal, but not ideal either. Very few windows. No water views. Stairs. Not handicapped or elderly accessible. I have been visiting Anna Maria for over 30 years. This property is in a good location and is a fair value. If you are looking for a nice clean property with easy access to the what the island has to offer, this would be a good choice. If you are looking for a location on the gulf beach and want to enjoy beautiful vistas from the property, you may want to look elsewhere. Bottom line, if you are going to be out of the property most of the time, this is a good option. If you plan on being in the condo and want nice views, there are better options (although it probably is one of the newest remodels and cleaner properties on the island)
Stayed 7 nights in Mar 2017

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