Once Upon A Beach Vacation Rentals in Holmes Beach, Florida

“Great place to stay for large families. Extremely responsive host. Walkable to the beach and restaurants. The street is extremely quiet as well. This is our second time staying here.”

“Can’t say enough how much we enjoyed our stay. The property was even more spacious than the photos for our family of 6. We loved the pool & outdoor areas were well kept as well as the indoor spaces. The garage where the laundry, beach and pool equipment were kept made it feel like a bigger space as well. We felt cozy & right at home. Amazing location with a 5 minute walk to the beach or 3 minutes to bayside. Great restaurants/coffee shops/ice cream close by & within walking distance. Such a great place to stay on Anna Maria.”

“We definitely enjoyed our stay. The location was great a block off the beach and a half mile from downtown Anna Maria Island. The private pool was such a nice bonus to have with this rental. The neighborhood was peaceful and the beaches were not overcrowded. Very homey feeling and nicely decorated.”

“We loved the house, close to beach, nice private location”

“My wife and I just got home from our amazing stay. This was our first time to AMI and it is NOW our favorite place to vacation. We dealt with Brittany instead of Nikki. She was very responsive, super friendly, super helpful. The house smelled wonderful when we arrived and it was immaculately spotless. The pool was heated, ready for you to enjoy. Area was gorgeous to sit out in morning with our coffee or at night with a drink (definitely bring bug spray). This island offers so much to do, the beautiful beach was literally a 5 min walk away. We rented a golf cart to take many drives all around the island to try the many restaurants. Sunset cruises, dolphin watches, water sports, all easily accessible. We took morning walks with our two fur babies down the streets to see all the gorgeous houses. There was an issue in the house and it was addressed immediately by Brittany. We can’t wait to visit again. The island is amazing and so was ONCE UPON A BEACH! Thank you for everything.”