Cheerful Serenity

Unforgettable Stay!

Had a wonderful stay. The layout is beautiful, relaxing amenities, thoughtful details throughout the property, made our stay truly relaxing. The location is fantastic. The home is in a wonderful quiet neighborhood —quiet enough to relax, yet close to all the nice local spots located on Anna Maria Island. We loved sitting out to enjoy the beautiful water views and were thrilled to see dolphins right from the property. For boaters, the dock is fantastic and offers quick, easy access to open water. The house is warm, inviting, and meticulously detailed for a comfortable stay.

Stayed: August 2026 Submitted: August 31, 2026

Unforgettable Anniversary Stay!

My wife and I chose Cheerful Serenity to celebrate our 34th anniversary, and it was a wonderful stay. From the minute we arrived and met Jeff and Sandra, we felt right at home. Since my wife is from Hawaii, walking through the door gave her an instant, comforting sense of being back home. The beautiful layout, relaxing amenities, and thoughtful details throughout the property made our stay truly restful. The location is ideal-nestled in a quiet neighborhood, yet close to all the local spots on Anna Maria Island. As for the home’s private dock, it accommodated our boat perfectly while offering easy access to Tampa Bay and the Gulf. Thank you, Jeff and Sandra Holbrook! We would love to visit again and highly recommend this home to anyone traveling to the area.

Stayed: August 2026 Submitted: August 31, 2026

Fabulous stay at Serenity, great location, beautiful surroundings and helpful owners. We couldn’t fault it. Positive: Lovely property in a fantastic location. Easy to get around and over to the island, close to amenities and being on the water was just incredible. It was clean and well stocked. We loved the nice touches of providing fishing rods and paddle boards. The surrounding area was quiet and well maintained. Negative: Nothing, we loved it!

Stayed: July 2026 Submitted: August 29, 2026

We had such a blessed and wonderful stay! The neighborhood was peaceful and quiet, with no noise, and the location was great. One of the highlights of our trip was being able to see dolphins and manatees while relaxing and enjoying the yard. It was truly a special experience for our family. We would definitely recommend this place!

Stayed: August 2026 Submitted: August 23, 2026

This was an amazing property! We enjoyed all the spaces- both indoor and outdoor. The pool and Florida room were great for kids and adults. We caught tons of fish off the back waterfront and saw birds, dolphins and manatees just feet from us. Kitchen was well stocked. Location was incredibly convenient- close to AMI but also close to all the necessities like Target, Publix and coffee. We’re already planning our next trip here and will definitely stay at the property again!

Stayed: August 2026 Submitted: August 08, 2026

it was too Positive: the waterfront location was lovely with dolphins swimming by every day within what seamed like touching distance pluss Manatees and jumping fish and birdlife Negative: nothing

Stayed: July 2026 Submitted: July 28, 2026

House was great and was spotless upon arrival. Positives: loved the back porch and used the pool daily! The pool was always a perfectly cool temp even with over 100 degree temps! Loved fishing every night off the dock (watch those catfish barbs!). We saw so many animals in water off the dock at night: baby hermit crabs (under dock at night), crabs, stingrays, mullet, more catfish than we could count! Dolphins came to visit almost every morning! Negative: bedroom with bunks should be listed as for small children only and top bunk is very shaky (we were unable to use). Bath towels: get exactly the amount for how many people u say r coming (fyi). Beach towels: bring ur own, theirs r old and tiny. ROAD NOISE: if u want to sit on porch in peaceful silence this is not the house.

Stayed: June 2026 Submitted: June 23, 2026

Perfect! Peace of heaven! Hosts are amazing!

Stayed: June 2026 Submitted: June 13, 2026

Great location. Very peaceful. We enjoyed our stay. The owners have the house nicely stocked with items to make the stay special.

Stayed: May 2026 Submitted: June 07, 2026

We truly enjoyed our trip and were certainly CHEERFUL all week. The house is clean, comfortable, and close to everything. The pool was crystal clear, and we enjoyed floating in it every day. Communication with Jeff and the team was easy with fast response times, but we really didn't need anything. Located on a west-facing canal, the sunsets were amazing, and we had daily visits from dolphins and manatees, along with loads of other wildlife to observe. Paddleboarding and kayaking are also so easy right from the house, with miles and miles of shoreline to explore. Fishing right from the dock was also a treat with redfish, snook, and sheepshead easily caught - catfish too, of course. We brought our boat along and found it easy to launch less than a mile away. The boat lift worked great and easily handled our 22' center console. Navigating the channels was simple, as they are very well marked. The highlight for us was the boat lift, easy access to the bay, and fantastic offshore fishing. Combined with the super comfortable accommodations, we can't wait to return!

Stayed: May 2026 Submitted: June 02, 2026

Jeff and Shandra were extremely helpful and quick to respond. The home was better than expected. The patio was our favorite place to hang out and enjoy the outdoors. Would book again in a heartbeat!

Stayed: April 2026 Submitted: May 03, 2026

This property was amazing! Beautiful, clean and in a great neighborhood. We couldn’t have asked for a more perfect place to stay. The hosts were friendly and very responsive. We will be back!

Stayed: March 2026 Submitted: March 23, 2026

Great house, we had a wonderful stay. The owners were very good at communicating. We had no issues at all.

Stayed: February 2026 Submitted: March 17, 2026

Beautiful waterfront location! Very comfortable older home, very well maintained. Super clean! Wonderfully comfortable both in and outside, but the exterior is A with the huge lanai on the water with boat dock and another sitting area. Amazingly well outfitted home. They provided everything we could ask for in the kitchen. The grill was great. The owners were great - friendly and great communication.

Stayed: February 2026 Submitted: March 13, 2026