Vacation rentals with a pool in Holmes Beach

Had the absolute best stay here! Everything was perfect, from the interior design to the location. The pool was great with lots of privacy in the backyard. The house was spacious, each bedroom having a king and its own bathroom. My son loved that. We would love to stay here again!

My family and I had a fantastic week at this Paradise Palms home. The pool was clean, well-maintained, and the perfect place for us to relax and have fun. The home's proximity to the beach is great, just a short walk away, making it incredibly convenient for us to enjoy it. The house was comfortable and well-equipped with everything we needed and we felt right at home from the moment we arrived. Overall, this vacation home exceeded our expectations. We had a wonderful time and will be back again!

Staying a this Airbnb on Anna Maria island was nothing short of amazing. From the moment we arrived, everything exceeded our expectations. The location was unbeatable, just a short stroll to the beach, where we spent our mornings. The home itself was spotless, beautifully maintained, and had everything we needed. The private pol was a dream-crystal clear and perfect for relaxing after a day at the beach. It truly felt like our own personal oasis. What really made the experience stand out was the host. Communication was prompt, friendly, and thoughtful from start to finish. They went above and beyond to make sure we felt welcome and had everything we needed to enjoy our stay. If you're looking for a peaceful, beachside retreat with all the comforts at home- and then some- this is the place. Anytime we travel to this island this is the first place I will check to see if it is available.

As they say, location, location, location! Only a few minutes from the beach, Curt's house was a great place to stay for our Girl's Trip! Many in our group went to the beach two or three times a day, so the location was perfect. We also liked that it was in a residential area, so the traffic and noise wasn't bad at all. It was also very close to a southbound Trolley stop. The beds were comfy, and many a night we spent outdoors enjoying the seating area he has downstairs. He had beach chairs, umbrellas, and a few bikes for use. Plus, two fishing poles with some tackle. Also, the new washer and dryer were great, and with five ladies, we needed them! His recommendation of Hurrican Hanks was great, and we ended up going there twice. We also loved The Donut Experience on Pine St in Anna Maria. One early morning we even saw a Possum wandering the neighborhood. Overall it was a perfect spot for our beach vacation. Thank you!

This was our 2nd time booking with Jennifer. She is such a great host. AMI is as magical as ever. We enjoyed walking to the beach every morning and coming back to the pool in the afternoon. So many wonderful restaurants and shops all accessible by trolley—just a short walk from the condo. We love this island so much and Jennifer’s condo is the perfect location to take it all in.

Wonderful stay at this special home. Excellent location. Perfectly laid out and well designed home. Really appreciated the separate patio area to the pool area which was very safe with kids. Walk to coffee, restaurants and beach. Quick golf cart ride around the island. 10/10 recommend!

Pepper Tree exceeded our expectations! We have a 6 month old grandson and the proximity to the beach was delightful and the covered pool allowed us to utilize it throughout the day! The home was cozy and beautifully appointed! We loved our stay there and will DEFINITELY come back!! ❤️

We had a wonderful time at Christy's place in AMI. We had been the year prior and wanted to try another location, choosing Holmes Beach. It was walkable to the beach, the house was perfect for our family, great bedrooms, kitchen, family room - home away from home! Christy was extremely responsive as well!

Very quaint little town. We brought the bikes and were able to bike everywhere. Very peaceful with minimal crowds. Hit the spot on the get away we wanted. Thanks!

We loved it here! It was a quick walk to the beach, and had everything we needed! (Umbrella, beach chairs/towels) The condo was well kept and clean! Restaurants and Publix within walking distance. (Skinny’s was a family favorite) We would definitely book again. It was definitely a stress free, peaceful vacation!

We really enjoyed our stay at Anita and Randy's place in Holmes Beach, they were both very responsive to any questions and requests. We felt like we were in our home away from home. Our 2 bedroom unit had a northern cottage feel, with an island vibe and a pool added in! The proximity to the beach, grocery stores and restaurants on the island, makes this a perfect vacation spot. In addition I would like to give a shout out of thanks to all those that put AMI back together after last falls hurricanes. I know there is still work to do, but you have done an amazing job to date, in the time you have had! Thanks, Tim Fast

We loved our stay at Hello Sunshine ☀️!! Anna Maria Island is very special to us and we are so glad we found this place. It is very close to the beach and all the shops and restaurants. The place was cozy, clean and comfortable, we felt right at home. Thank you for sharing it with us, we will be definitely rent again in the future.

Location was perfect!!!! Being so close to the beaches AND having shopping and food options nearby was the best!! Colin was very communicative and even gave a proactive option for an extra night. Thank you for being accommodating and very responsive!

This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!

What a wonderful stay we had here in Anna Maria! The condo was well located on the island and just a short golf cart away from shops and restaurants. We could hear, see, and feel the ocean and sea breeze from the Condo porch. The pool is large and warm. The beach is beautiful and you can walk as long as you want to along the ocean. The unit was clean, well stocked etc. Really my only wish was that the check in process was just through digital combo. We had to stop by a rental office to get an envelope and it seemed a little unnecessary. Not a huge deal, but it kept our concierge from being able to stock our unit ahead of us in the end. If we had just been sent the instructions and combo code ( which was written on the envelope and easily could have been messaged digitally) it would have shamed us some hassle. That didn't spoil our trip though! We loved it. We definitely would rent this unit again. Thank you so much!

Unit is very close to the beach. Lots of beach gear including paddleboard, chairs, umbrella/canopy, beach towels, and cooler. Washer and dryer right in unit make laundry easy. Trolley stop is right across the street. Front bedroom can be a little noisy with the traffic. Overall, had a great stay!