Cheerful Pelican

This location was an EXCELLENT stay for our 5 nights on AMI! The location is excellent being just across the street from the beach, allowing for quick trips in and out as needed. Also, sitting on the screened in lanai's facing BOTH the gulf or the bay was a special treat. The amenities were fantastic. The condo came with everything we would need including swim towels and a full kitchen of cookware. Bedrooms were very comfortable and great for families with kids to have their own room. The pool and hot tub out back was a great addition for night swims! A lot of personal care has gone into seeing that this condo is aesthetically personalized and a very nice vacation home. And finally, communication was AMAZING. We received several "get ready for" emails, with very clear instructions on how to access the condo AND how to reach someone should there be any concerns. It felt like staying at a familiar friend's house for the week! Highly recommended (and we have stayed at several locations on the island - this is one of the best!)

Stayed: July 2025 Submitted: July 14, 2025

Awesome stay & condo!! We had the best time! Positive: Loved that the balconies were screened in with awesome views!!

Stayed: June 2025 Submitted: July 07, 2025

We are looking forward to coming back!

Stayed: June 2025 Submitted: June 30, 2025

We have travelled to Anna Maria Island many times and the Cheerful Pelican is located in the perfect spot-directly across the street from the beach. Screened in patio is the perfect location to watch the sunset or sunrise. It's just a short walk to Bridge Street, where there are plenty of places to eat or shop. Even though we didn't cook much we had everything available in the kitchen to make some simple meals. Washer and dryer came in handy, we were able to wash all our clothes before heading back home. We has one small issue that was quickly fixed by Jeff within 30 minutes. We would not hesitate to rent the Cheerful Pelican again.

Stayed: May 2025 Submitted: May 21, 2025

Location is spot on and view is perfect great for family of four and everything you need is there…cannot complain about Positive: Everything was perfect and Jeff was over the top accommodating to us and more than helpful

Stayed: April 2025 Submitted: April 11, 2025

We loved our stay at Cheerful Pelican and hope to be back soon! Positive: The location is great — we were at the beach in under 2 minutes! It seemed to be a pretty quiet stretch of the beach, too. We always had plenty of space to ourselves and really enjoyed the provided beach chairs, towels, and sand toys. We also loved the pool and hot tub! The condo has balconies that overlook both the pool/bayside and the Gulf, which was really nice, too. Everything was clean in our unit and we loved having a full kitchen, washer and dryer, and two bathrooms. It was very functional for our family of 5. Beds were super comfy, too! There’s a trolley stop that drops off right across the street and another stop a short walk away to get to Holmes Beach and Anna Maria. We mostly stayed near the condo, but it was nice to take the trolley around the island and not have to worry about parking. Jeff was a wonderful host, too! He was always friendly, responsive, and helpful. We wouldn’t hesitate to stay again!

Stayed: March 2025 Submitted: April 02, 2025

We had a wonderful stay at the Pelican. They provided everything we needed to set up for a few days. From the balcony on the Gulf side you could see the sunset every evening. The beach is beautiful. We were able to walk to Bridge Street to enjoy the shopping and restaurants everyday. Would highly recommend this condo at the Cheerful Pelican. Our contact Jeff Holbrook was wonderful and provided everything we needed and answered any questions. Thank you,

Stayed: March 2025 Submitted: March 12, 2025

Positive: Our host Jeff was so friendly and helpful! The unit was clean and had everything we needed and more! Great location walking distance to a beautiful beach and restaurants.

Stayed: February 2025 Submitted: February 25, 2025

Cheerful Pelican was great!

We stayed for 3 weeks, great location across from the beach, and walking distance to Bridge street. The layout of this condo has 2 patios, one in bedroom facing east watching sunrise, and the 2nd in living room facing west, the beach and the sunset each evening. Our host Jeff was amazing , answering questions very promptly and always available. Unit was clean and spacious. We also appreciated the in unit laundry, and parking was shaded for the vehicle. The island is still recovering at this time ( Jan/Feb 2025) but this complex had everything up and running and the stay was quiet and peaceful. We stayed at Siesta Key last year, wife and I both agree that we would stay here again before going back to Siesta Key.

Stayed: January 2025 Submitted: February 10, 2025