Cottage holiday rentals in Manatee County

This place was wonderful! And so are the hosts! So beautiful, very clean, well stocked & well appointed home. I SOOO VERY MUCH LOVED staying here. You can be sure that you will be well tended to AND have your own private space. Plenty of room. Dishes, dishwasher, pots, pans, towels, washer/dryer…everything you need! I can’t say enough about how accommodating & kind the owners are from afar & just how great this place is. Thank you, Andrea and Jennifer!

House is very nice and comfortable in great location on the island. Location was outstanding few steps from the beach less than five minutes walk beach furniture are not enough for the number of people so plan ahead how you’re gonna get beach furniture from Goodwill or people who are already leaving. It’s very convenient to be close from anywhere on the island And there are restaurants and gift shops five minutes walking from there. Kitchen was great and very well equipped the pool and the hot tub was amazing. Furniture overall was very comfortable but if you use special pillows bring it with you. The isolated room is a great plus but two rooms have no privacy at all and one of the bathrooms doesn’t even lock They take the number of people in the house very seriously so if u have friends with u in the trip but not staying in the same house don’t invite them over. Cheryl was a good communicator even after check out. Love Anna Maria and will be back soon

Sun was incredibly responsive and accommodating!

We had the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!

All New inside all linens, furniture, floors, impeccable, and perfectly decorated for this island-feel. Great location-3 min walk to the beach entrance, and a couple blocks from golf cart/bike rentals, liquor, store, Café and the causeway. The property management was easily accessible.

A very cute, comfortable, clean and exceptionally appointed cottage. Brian is a wonderful host. We really enjoyed our stay there and look forward to visiting again. The SOS facility is a great place for family stays and is a major plus as well.

From the moment we arrived at this top-rated “Quaint Cottage,” we knew we’d found something special. This charming retreat sets the bar for excellent stays. Inside, every detail felt outstanding—from the freshly laundered linens and plush towels to the fully equipped kitchen that made cooking a breeze. Madeline’s communication was first-class, offering clear check-in instructions and local recommendations that turned our weekend into a seamless escape. Every little touch—from the high-speed Wi-Fi to the thoughtful supply of beach chairs and umbrellas—was superior… the gold standard of hospitality. Location-wise, you couldn’t ask for more: just a quick four-minute stroll to Crescent Beach’s powdery white sands, turquoise blue water and deep red, yellow and orange sunsets. Within steps you’ll find a lineup of dining options—fresh seafood at waterfront restaurants, laid-back bars serving sunset cocktails, and cozy cafés perfect for post-beach coffee. In every way, our stay was awesome!

This is a BEAUTIFUL place. There was a lovely welcome basket with toiletries when we arrived. Lots of fun board games. The back patio with hot tub are incredible, at night it is amazing. The host was really proactive in communicating with us, and was a pleasure to work with. Very, very quiet inside as well. With 2 bunk beds in the 2nd bedroom, you have lots of options. My son kept begging us to stay another day! We would highly recommend this location to anyone.

Had such a great time over the weekend! It was a last-minute booking and Melissa was super accommodating, even let me stay longer than I originally planned which I really appreciated. The area was so chill and peaceful, I honestly didn’t want to leave. Huge thank you for also allowing me to bring my dog, it meant a lot. I’ll definitely be back again!

My son and I had a wonderful stay at this cute little cottage. Everything was clean and well-decorated, and we had everything we needed in the kitchen. We loved having the golf cart to run around in! The host also provided beach chairs and a kayak to use, which was very handy. The area is pleasant, situated in a quiet neighborhood with public tennis and basketball courts across the street. Anna Maria is a happy little island, with a lot of good food and entertainment, and a number of beach areas to choose from. Lynda was very responsive to any questions we had, and provided a lot of easy -to-follow instructions for the house, as well as lots of helpful tips about the area. We will definitely be back!

We had a wonderful week at Beach Boutique's Anna Maria Island Cottages. The cottage is very cute and tastefully decorated. The kitchen had the necessary supplies, although we also explored the local restaurant scene and used it mostly for breakfast. Despite being situated close to a street, it was quiet and peaceful. The small set of cottages that makes up the property also has several private nooks and a little fountain with more seating areas. We appreciated having access to laundry facilities on-site. The location is also pretty walkable to a few shops and restaurants. We 100% enjoyed a calm, relaxing week away from New England March weather, went for swims and long walks on the beach, enjoyed magnificent sunsets and recharged our batteries.

Gloria is a wonderful host. Easy to communicate with and had the place stocked with amenities. We loved the location on the water and used the available kayaks to access the water to fish and have some fun in the sun. 10/10 recommend. Thank you Gloria!

Cute little place that was perfect for my husband, toddler and self! We had a great and comfortable stay, and it was perfect being close to Anne Marie Island for a quick trip over to a beautiful beach!

We stayed at this home for 2 weeks and the nature watching was fascinating. Alligators, turtles, birds and fish jumping out of the water. The home was comfortable and included everything one would need. The Wi-Fi was solid for zoom calls and remote work. The kitchen had every dish, pot, utensil for cooking. The AC worked great and the beds were super comfy. The host replied quickly to every question. I would stay here again. 5 stars. ⭐️ ⭐️⭐️⭐️⭐️

cottage was comfortable and easy access to everywhere we needed to go

This was our second summer in a row staying at the cottages. We always have a blast.

I had the most beautiful time❤️The accommodations were perfect and Kristen is a very gracious host. The settings ideal with a resident horse and cow . There is a grill and a pool and a washer/dryer. The setting is very private and the space is well appointed. Kristen goes out of her way to ensure that a fun, relaxing and memorable time is had. I truly appreciated how pet friendly the property was also. It was beyond perfect😊🌸💕🐴

Jim's surf shack is the perfect siesta key get away. The walk up to it through the courtyard was so inviting every time. Inside was spotless, had everything I could ask for including complementary k cups. His dock across the street is the perfect place for a morning coffee or nightcap. Jim was also an extremely pleasant host. Although not always guaranteed, he offered me early check-in that was quite earlier than normal. Due to timing, I could not take advantage of it but it just shows how gracious of a host he is. 5* through and through and I cannot wait to come back to the shack!

This whimsical beach cottage was exactly what we needed after Hurricane Milton. The house was stocked with everything we needed to feel at home. The beds were comfortable and the location was perfect. It was unfortunate to see the devastation from the hurricane around the property, but thankfully Andrew’s place was seemingly untouched. We’re very happy for you! Thank you for providing a great place to enjoy the bay and the beach!

Great place to stay. Loved it. Wish we had two full bathrooms but outdoor shower helped after the beach.

Me and the wife came in to town for a event at the freedom factory. Betty Jeans place was absolutely beautiful. It was in a quiet neighborhood. Bunch of Local restaurants near by. She was very nice and welcoming in to her home. Kitchen was fully stocked when everything needed to cook. Washer and dryer was a plus.both tvs had full cable .She was sweet and recommended us local places to it.directions was perfect. Easy access Will most definitely stay again.

Our third time staying at this wonderful cottage, we love it. It is spacious, quiet, nicely decorated, and has very comfortable furnishings. With a fully stocked kitchen and washer & dryer it is like a home away from home.

John did all he could to make our stay wonderful in his absence. He has a great caretaker who hosted us since John was on vacation, was willing to help us with kayak rentals since he wasn’t there for us to use his, had the nice bicycles ready to ride. Sorry we didn’t get to meet him and Carmen in person; they seem as wonderful as their caretaker! Had pastries and delicious bottle of wine for myself and a treat for my husband, who is not a wine drinker. Caretaker met us and gave us an orientation as soon as we arrived. Was available for anything we needed throughout our visit and had lots of connections and ideas for outings. Grateful for laundry, beach chairs, cooler, comfy bed, recliners, lanai, and all the help and generosity offered during our weeklong stay!

Loved staying at Carolyn’s place - only wish we could have stayed longer! The place is super accessible to different parts of town - in a peaceful neighborhood, and very comfortable accommodations. Carolyn was super friendly and responsive - highly recommend!