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, bath, 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 bedroom includes brand new Beauty Rest Queen bed 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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Holmes Beach
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
- Smoking permitted outside units
- Must provide copy of drivers license and proof of personal auto insurance to get access to golf carts
- $100 no...
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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 #2 have a pool?
Yes, this property has a pool.
How much does it cost to stay at Bay Breeze Cottages #2?
As of 13 Apr 2026, prices found for a 1-night stay for 2 adults at Bay Breeze Cottages #2 on 17 Jul 2026 start from £259, 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 #2 pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Bay Breeze Cottages #2?
On-site parking is available at the property.
What time is check-in at Bay Breeze Cottages #2?
Check-in begins at 4:00 PM.
What time is check-out at Bay Breeze Cottages #2?
Checkout is at 11:00 AM.
Where is Bay Breeze Cottages #2 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
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location. Loved being able to use the golf cart, pool, and corn hole. They were very responsive with any questions we had. Would recommend this rental!
Bay Breeze Cottage was perfect for my husband and I and our pups. The cottages are quaint, clean and have everything you need for a comfortable stay. But the amenities are what really set this property apart. There are only 3 cottages, so it's a peaceful environment. And they have a heated pool, a grill and a game of cornhole. They also provide a golf cart, beach chairs, fishing poles, paddle board, kayaks, etc free of charge! The location is great - walking distance to the beach and the bay. We will definitely be back - thank you!
Tracy A.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 24 Jan 2026
Thank you for the fantastic review! We appreciate it! But your review was only 3 stars despite the incredible remarks and compliments and your eagerness to come back. I assume tha had to be mistake? Looking forward to hosting you again! :)
This was a beautiful place to stay on Anna Maria! Right across from the rod and reel pier, a nice pool to share with just a few other guests, and a golf cart to use!
We loved our 3 night stay here! It was such a great location. You could walk a few minutes and be at Bean Point beach which was the most beautiful part of the whole island! It was close to great restaurants, a nice French bakery with great coffee! They have a heated pool which was great since the beach was still a little cool. We can’t wait to come back again! Thank you so much!
Melissa S.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 29 Mar 2025
Thank you so much for staying with us! See you again soon :)
My daughter and I spent two nights in Anna Maria. This cottage is on the quieter end of the island and we loved it. It’s close to the pier and takes on a few minutes to get to the gulf beaches. Murphy bed didn’t have any linens but we slept in the same bed so it didn’t matter to us. Property came with a golf cart and had a nice pool.
Roberta K.
Stayed 2 nights in May 2025
Response from VrboOwner on 13 Jun 2025
Thank you for staying with us! We enjoyed hosting you!
This rental was great! It is in a perfect location, the beautiful north end of AMI. Jimmy, the owner, was great to work with and the property is in pristine condition. We will be back for sure!
We loved our stay. Everything was just as we expected, really amazing amenities with the unit. We used the bikes, golf cart, corn hole, pool and more daily. Highly recommend.
This cottage was the perfect getaway for 2 adults and 1 child. Great location- loved the golf cart, kayaks and paddle boards. We loved hanging by the pool and walking up to the rod and reel pier! Dan was great to answer any and all questions we had- we would definitely return!
Jillian H.
Stayed 7 nights in Feb 2024
Response from VrboOwner on 21 Mar 2024
Thank you so much Jillian! So glad you and your family enjoyed your stay :)
Great location. Cute bungalow. Property manager was great - Only thing I would recommend is that the owner not be the contact but rather the property manager. Overall great property and experience thank you
We absolutely loved staying here. We totally lucked out booking this rental and being so close to Bean Point! Best beach at AMI. We could walk to the beach everyday and the beach wasn’t crowded at all. The girls loved the pool and the outside area was so nice and private with the 3 cottages. We would def stay her again.
Well, we unfortunately picked the coldest various days ever. We did walk the beach and brave the weather. But it is a beautiful area. We frequent several of the coffee, houses and restaurants and have a lovely time.
Debbi W.
Stayed 2 nights in Jan 2025
Response from VrboOwner on 7 Feb 2025
Thank you Debbi! You did get unlucky with probably the coldest week we had here in Florida in 20 years! Come back again as our Winter Weather is back in the high 70's and low 80's once again :)
Overall we enjoyed the cottage, unfortunately the weather was a little cold, but we still had an excellent time
Duane J.
Stayed 4 nights in Jan 2024
Response from VrboOwner on 17 Feb 2024
Thank you Duane for the 5 star review!
Yes the weather has been super unusually cold this Winter due to the very strong El Niño we are experiencing. Hopefully this is a one year anomaly.
Hope to see you again soon!
Verified
8/10 Good
Thomas T.
1 Jan 2019
Anna Maria
Beautiful weather and a very nice location. I would return to this cottage if given the opportunity. Very, very cool experience.
Thomas T.
Stayed 7 nights in Dec 2018
Response from VrboOwner on 1 Apr 2020
Thank you Thomas for your kind words and excellent review! We enjoyed having you as our guests and we welcome you back anytime you can travel to our cottages on beautiful Anna Maria Island! Happy New Year!
Jimmy Cirillo
Bay Breeze Cottages
Verified
8/10 Good
Maria S.
20 Feb 2023
Liked: Check-in, location
Anna Maria 2023
Great location and amenities. Could use some updated pool and beach chairs
We love the location. It’s on the quiet end of the island, but close enough to walk and ride bikes into town. Great pool. The place is very clean. The bikes, golf cart, and grill are nice perks But they all need to be updated or fixed.
The size of the cottage is great for two people. The location is wonderful! Close to shops and restaurants. You don’t need your car to go to any of these places, the golf cart is all you need. The Rod and Reel Pier is in walking distance. You can fish or eat at the restaurant. The cottage has all the equipment you need to enjoy the beaches. Definitely looking forward to visit again.
What a lovely cottage for a couple. Very cozy and well equipped. Easy walk to beach and the famous Rod and Reel pier. The unit included, 4 bikes, beach chairs and towels, beach umbrella, beach wagon, etc. The Wi-Fi provided exceptional upload and download speeds necessary for occassional Zoom calls with the office. We will stay here again.
A cute little place! Some of the online pictures were from another cottage- our place was not quite as nicely furnished. Blinds down in the bedroom that were never replaced during our stay. That said, it met our needs and the location was excellent. The pool and golf cart were wonderful extras! Good communication with the property owner and managers.
Nancy H.
Stayed 4 nights in Nov 2023
Response from VrboOwner on 17 Feb 2024
Hello Nancy,
Glad you enjoyed your stay. The photos were of your cottage. We just went through a major remodel and the bathrooms are brand new and we painted and updated the decor throughout including all new furnishes. So if anything, the upgrades are much better than the old pictures pre-renovation. Pictures are being update next month. Also, the new custom blinds and window treatments were the last item and were installed the week after your stay.
About the host
Hosted by Jimmy Cirillo
Languages:
English
Premier Host
They consistently provide great experiences for their guests