Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.
The Space: Each Cottage has a fully renovated kitchen, two renovated bathrooms, and living area. Each cottage has a full kitchen with brand new stainless steel appliances including: full sink, faucet, garbage disposal, cook tops, ovens, microwaves, dishwasher, and refrigerator. Exquisite granite counter tops with custom hand carved wood shelves and built in wooden cutting boards are standard. Each renovated bathroom has a new toilet, vanity, custom deluxe shower head, and vanity tiles. The bedrooms includes brand new Beauty Rest Queen beds and high quality Queen pull out sofa, new 32 inch flat screen HD tv's, custom wood floors and wood ceilings throughout.
Guest Access: Upon booking one of our cottages, you will receive a welcome email with the access code for the electronic key lock on the entry door plus a secondary code for the lock box which contains the physical keys as a back up.
The Neighborhood: The North end of Anna Maria Island is the most desirable location on the entire island. "PARADISE" would best describe the surrounding areas of Bay Breeze Cottages. White Sandy Beaches, Two Piers, Aquatic Life such as Dolphins, Manatees, and Pelicans can be seen daily. The North end of Anna Maria has the best restaurants, shops, bars, and other tourist attractions.
Getting Around: Included in your stay are street legal golf carts & beach cruiser bicycles which allow you to venture out to the entire island with convenience & ease. Public parking is plentiful throughout the island at all local establishments and attractions.
Other Things to Note: Location! Location! Location! Bay Breeze Cottages is located on the highly desirable North end of Anna Maria Island. We are just steps from the famous Rod & Reel Pier, Anna Maria City Pier, White Sandy Beaches, Shops, Restaurants, Bars, and other local attractions. Our included amenity package will save guests an average of $1,000 to $1,500 based on one week's stay.
Interaction with Guests: We are always here to answer any questions you may have during your stay and we are always accessible to our guests.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
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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
This property accepts cash
Parties and events are allowed on site
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Anna Maria
Anna Maria is home to this holiday home. The area's natural beauty can be seen at Anna Maria Beach and Bradenton Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 48 min drive
Restaurants
Anna Maria Island Beach Cafe - 11 min drive
The Ugly Grouper - 8 min drive
The Sandbar Restaurant - 3 min drive
The Waterfront Restaurant - 12 min walk
Ginny's & Jane E's - 3 min drive
Frequently asked questions
Does Bay Breeze Cottages #3 have a pool?
Yes, this property has a pool.
How much does it cost to stay at Bay Breeze Cottages #3?
As of 11 Apr 2026, prices found for a 1-night stay for 2 adults at Bay Breeze Cottages #3 on 4 Aug 2026 start from AU$540, 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 Bay Breeze Cottages #3 pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Bay Breeze Cottages #3?
On-site parking is available at the property.
What time is check-in at Bay Breeze Cottages #3?
Check-in begins at 4:00 PM.
What time is check-out at Bay Breeze Cottages #3?
Checkout is at 11:00 AM.
Where is Bay Breeze Cottages #3 located?
Situated in Anna Maria, this beach holiday home is within a 5-minute walk of Anna Maria Beach and Bradenton Beach. Bean Point Beach and Bayfront Park are also within 10 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a wonderful and relaxing stay. The cottage had all the amenities we needed. The location was very convenient to the beach, to shopping, and to dining. At the same time, the location was quiet from traffic. Thank you!
Can’t say enough good things about our stay here. Loved it; the cottage was perfect, the location, the convenience of it all. Can’t wait to visit as soon as we can.
Super cute bungalow.Beautiful pool area.Very clean & has everything you need for cooking a meal & enjoying your stay comfortably.Use of golf cart was great for getting around the island.Management was friendly & check in was so easy!
Ann W.
Stayed 3 nights in Feb 2025
Response from VrboOwner on 2 Mar 2025
Thank you Ann! We loved having you as a guest and would love to host you again anytime in the future :)
Absolutely fantastic stay! We did a girls trip but I would happily bring my children to stay here. Only things I would add are a long body mirror and more hooks to hang towels, bathing suits, etc.
We had a lovely stay on AMI. The cottage was just as described and had everything we needed. Pool and grill were definitely a bonus. Super short walk to the beach at Bean Point and Rod n Reel to grab a great breakfast.
Loved everything about our stay - ideal location, great management team, and incredible amenities! Without a doubt, we'll be back!
Steven K.
Stayed 2 nights in May 2024
Verified
10/10 Excellent
Edith V.
2 Jan 2019
Everything I Needed in 1 Place
Clean, thoughtfully stocked with everything that I needed to enjoy my vacation with my family. I look forward to returning soon.
Edith V.
Stayed 4 nights in Dec 2018
Response from VrboOwner on 6 Mar 2020
Thank you for staying with us Edith! You were an absolutely wonderful guest and we look forward to hosting you again soon! We love repeat guests and we will be sure to have something special waiting for you when you return to visit us in paradise on Anna Maria Island! :)
We really enjoyed our first and our second stay at Jimmy’s place! The place is fully equipped and is very comfortable. We really enjoy using the bikes and the golf cart! I love how close it is to the beach area where you can watch the sunrise and the sunset!
Mara O.
Stayed 4 nights in Jul 2023
Response from VrboOwner on 17 Jan 2024
Thank you Mara! Next time you return, you will find completely new bathrooms that have been entirely renovated and expanded! Plus we have renovated all of the interiors and exterior spaces as well for even more memorable enjoyment :)
Verified
6/10 Okay
Jill
3 Jan 2026
Liked: Cleanliness, property conditions & facilities, communication
Great location, very clean, and 2 full bathrooms remodeled nicely. Desperately need more towel hooks/rods as the shower doors were too tall to hang out our bath towels.
2nd bedroom is a closet space with double bed, but was ok for our teenager.
Kitchen space really small and needs more supplies. If you plan to cook your meals, will need to bring a colander, larger frying pan, and sheet pan.
Beds were very comfortable! And quiet area to sleep in!
Amenities and private pool very nice! Even in Jan the heated pool was amazing. Unfortunately the golf cart broke down the very first time we used it. So we did not get to utilize this for convenience around island. Walking to everything is about 1/2 mile to mile away.
We love this property so much! Proximity to the beach, restaurants, and Bean Point! The pool is lovely and the area is beautiful! Everything you need in one stop! We will be back!
Great location in walking distance of Rod and Reel Pier. This is our second stay at this property. Bikes, kayaks, paddle boards and golf carts included, well maintained.
Bonnie C.
Stayed 8 nights in Nov 2019
Response from VrboOwner on 6 Mar 2020
Thank you for your wonderful 5 star review Bonnie! It was great to see you again as a repeat guest. We look forward to hosting you and your family again for a 3rd time in the future. Aloha from paradise on AMI! :)
The location, the pool, the golf cart. It’s great to have pool and beach essentials at the rental since we flew in and took a car service to the island. Everything was perfect for our family vacation. Thank you! We hope to be back next year.
Jeff W.
Stayed 5 nights in Mar 2022
About the host
Hosted by Jimmy Cirillo
Languages:
English
Premier Host
They consistently provide great experiences for their guests