Once Upon A Beach Vacation Rentals
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Recent guest reviews
·Shelly·May 2026·Anna Maria, Florida
“A wonderful place to stay!! Walking distance from the beach and the bikes we got were perfect for getting around the island!”airbnb
·Jose·May 2026·Bradenton, Florida
“We stayed for memorial weekend to celebrate my wife's graduation and a couple of family birthdays. The location is very close to Anna Maria Island and easy to access. The condo is very spacious and gave us that beach vibe that we were hoping for. We have stayed in this location before but at a different apartment so we did have some previous expectations that we mostly met. Definitely recommend for a small family that's looking for a vacation get away.”airbnb
·Jami·May 2026·Anna Maria, Florida
“This house is fantastic. The location is perfect, the amenities are thoughtful, and the entire place feels relaxing the second you walk in. From the shiplap ceilings to the beautiful flooring, everything feels clean, cozy, and perfectly “beach vacation.” The little touches made a huge difference too — baskets full of beach towels and throw blankets, comfortable bedding, ice-cold AC, ceiling fans in every room, plus an outdoor foot bath and shower that are perfect when you’re steps from the beach. Now…the couch. I say this lovingly: it made me feel like the Princess and the Pea, strategically arranging pillows to avoid the mystery mountain range hiding in the cushions. Truly the only downside to an otherwise amazing stay. Also: Ginny’s & Jane E’s Café, Pizzano’s Pizza, The Freckled Fin, and Mademoiselle Paris Bakery are all fantastic nearby spots. Bonus points because my wife caught a 39-inch keeper cobia on our first night here. Amazing trip, amazing house, amazing island.”airbnb
·May 2026·Anna Maria, Florida
“Nikki was absolutely amazing! Everything was perfect from start to finish. The property was beautiful, clean, relaxing, and exactly what we hoped for. Communication was excellent, and the entire experience felt seamless. We truly loved our stay and would absolutely book again. Highly recommend Once Upon A Beach Vacation Rentals!”airbnb
·Jason·May 2026·Anna Maria, Florida
“Perfect place for 4 couples because all bedrooms are ensuite. Outside area is elite. Great to relax.”airbnb
·John·May 2026·Holmes Beach, Florida
“Great house with easy access to the beach! The house had everything we needed, and it was great to have the pool for hot days! Loved having a TV by the pool as well. Great place to watch a sporting event and grill out. Would definitely recommend!”airbnb
·May 2026·Anna Maria, Florida
“We had a wonderful stay. The location is perfect and the house is just the right size for our family of four. While we had some issues upon arrival, everything was addressed in a professional and timely manner. We loved being so close to all the shops and restaurants and the walk to the beach was quick and easy. The beach was stunning and not crowded at all. We can’t wait to come back!”airbnb
·April 2026·Anna Maria, Florida
“First class service from start to finish. Thank you. See you soon.”airbnb
·Lee·April 2026·Holmes Beach, Florida
“Responsive and proactive hosts who made everything easy from start to finish. The home was clean, well stocked, and had thoughtful instructions and recommendations that made settling in simple. We also really appreciated the pool and beach equipment—it was plentiful and genuinely useful. Our family would happily stay here again and would absolutely recommend it to others. Overall, a very comfortable and well-prepared place to stay.”airbnb