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

Beach villa near Anna Maria Beach

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Beach nearby
Exterior
A heated pool
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Terrace/patio

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61200 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

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.)
    ‪46 min drive‬

Room options

About the neighborhood

Anna Maria

Seaside stay .You'll find Anna Maria Beach and Bean Point Beach within 2 miles (3 km) of this Anna Maria villa. Bay Boulevard Beach and Anna Maria City Pier are also within half a mile (1 km).
View more Villas in Anna MariaOpens in a new window

What's nearby

  • Anna Maria City Pier - 2 min walk - 0.1 miles
  • Anna Maria Island Museum and Historical Park - 8 min walk - 0.4 miles
  • Island Players - 12 min walk - 0.7 miles
  • Bradenton Beach - 12 min walk - 0.7 miles
  • Bean Point Beach - 20 min walk - 1.1 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Similar properties

Beach nearby
Beautiful Bungalow with Pool and Bay Views!
Anna Maria
  • Pool
  • Kitchen
  • Washer
  • Dryer
4.8 out of 5, Exceptional, 42 reviews
$644 nightly
The price is $719
Jun 15 - Jun 16
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,200 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Vrbo Property
Blissful Bay at Bayside Bungalows
Blissful Bay at the Bayside Bungalows
38

Frequently asked questions

How close is Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining to the airport?

This villa is 19.8 mi (46-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

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

As of Jun 12, 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 Jun 22, 2026 start from $875, 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.

Does Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining have an airport shuttle?

Airport shuttle services are not available at this villa.

How close is Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining to the beach?

This villa is a short 12-minute walk from Bradenton Beach and 1-minute walk from Bay Boulevard Beach. Don't forget your sunscreen!

Does Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining offer free breakfast?

This villa does not offer free breakfast.

Is there a casino at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining?

No, there is no casino at this villa.

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.

Is there free parking at Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining?

Free parking is not available at this villa.

Does Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining have a pool?

Yes, there's a heated pool.

Does Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining have a spa?

There are no spa services available at this villa.

How close is Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining to downtown Anna Maria?

This villa is 0.1 mi away from Anna Maria.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 61 out of 76 reviews
Rating 8 - Good. 13 out of 76 reviews
Rating 6 - Okay. 0 out of 76 reviews
Rating 4 - Poor. 2 out of 76 reviews
Rating 2 - Terrible. 0 out of 76 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

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

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

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

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

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 traveler

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
Verified

4/10 Poor

Russell H.

Liked: Location, listing accuracy
Disliked: Check-in, communication

Not recommended

This property is managed by a property management with multiple properties on Anna Maria. I noticed before booking that cleaning fees including a gratuitous “linen fee” and “resort fee” despite this being essentially an apartment in a quad plex. These fees more than double the nightly rate. Before arrival I had my phone blown up with multiple phone calls, texts, and no fewer than a dozen emails stipulating all the rules of the property which weren’t outlined upon booking through VRBO, such as the imposition of pet weight limits. This may be detrimental to a traveler who has a pet over 50 lbs and is ineligible for a refund after booking through the app. Overall, the check-in process was super overwrought, and I was called ahead of time to tell me that there would be no early check-in or late check-out. (Keep in mind, checkout is an unusual time of 10:00am with no option to extend to 11). When checking in, the electronic door code did not work and I had to stand in the heat on hold with the customer service line to get someone to fix it. They promised to reset the door code but nobody ever came. The eye watering cleaning fees do not preclude the hosts from asking guests to do chores such as dishes and take trash out during their stay. Upon arrival I noticed the exterior areas were quite dirty with visible grime and stains on the outside banisters, stairways, and gates. There are incredibly irritating alarms on each exterior door, which I am told is due to city ordinance for pool safety, despite there being no alarm on the main gate to the pool. The inside of the apartment was clean, however there was a large window busted out and boarded up in my suite that had not been repaired - they just closed the blinds over it. Towels and cooking implements are provided but guests must bring their own toiletries, shampoo, olive oil, filtered water, etc. This VRBO is not like a typical one where these are supplied… it’s cheaper and more inhospitable. I was tickled to find a sign in the apartment stating that only one roll of toilet paper would be provided during our stay and beyond that we would have to go to the store and buy our own. Even the salt and pepper shakers were emptied out. This just seems penny wise/pound foolish. I think “AMI Locals” might be a better option for lodging if they offered a more hospitable experience. Overall the only winning factor was the location. Next time I will pick a different place to stay on Anna Maria.
Stayed 1 night in Oct 2022
Verified

4/10 Poor

Kerry W.

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

Great but…..

The property overall is as described. The location is convenient and the actual unit is pretty spacious. The biggest problem for us was we were a party of seven and it is advertised as sleeping eight people. The sleeper sofa is included in the eight people and we needed to utilize that to accommodate our group. The mattress on the sleeper sofa is horribly thin and very uncomfortable. You could literally feel each bar through it. We contacted management the very next day after arrival and they said they would send somebody, which they did, and he’d told us they’d find a solution. And, through communications via text, I was told something would be done about it. I kept asking and was ignored about it. It could’ve been solved simply by getting us a replacement mattress or an air mattress. Nothing was done! And we paid an exorbitant amount of money to stay at a place that was supposedly able to sleep eight and did not even sleep seven comfortably! The last of the rant is that they give you two dishwashing tabs. We didn’t realize that we only had two until the last day when we were being considerate and were going to run the dishwasher and empty it when they told us that they only supply two. So pound wise -penny foolish. We had to leave a dishwasher full of dirty dishes for their over wrought cleaners to deal with. Just dumb.
Stayed 4 nights in Mar 2022