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!

We had a perfect week at Anna Marie and Leticia’s home. The place is exactly as it’s described and shown in the photos. You can’t beat the location and it’s literally 50 feet to the beach. It was great to use the pool and hot tub after the day at the beach and night swimming. Leticia is a great host and checked in if we needed anything. Can’t wait to rent again!

Location nice and private pool/tub perfect for kids

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.

The Sand DollarCottage was our home for our family vacation this year. The home was even better than pictured. Walking, we were 90 seconds away from the beautiful white sand beach of the gulf. You don’t realize how nice a private pool is until you have that amenity at hand. Carolyn, the host, was great. She went above and beyond in every way imaginable. Our family definitely recommends this home and its host.

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 stay at Rick’s place. The house and rooms were beautiful and clean. Very well decorated and had everything you could need for a great vacation with the kids and grandparents. Rick was communicative and responsive. We very much enjoyed the proximity to the beach and the pool side cabana and porch downstairs (the kids loved the pool and all the toys!). Thank you very much for such a great stay! We would love to return for another vacation. Everyone in our party loved it very much. Sending all our compliments :)

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 this location. Close to everything and very walkable. Quiet space, lovely pool and friendly neighbors and guests. The kitchen had everything you could possibly need, clean, and all worked perfectly. This was a thoughtfully furnished unit with extra touches that made you feel at home. The unit was stocked with lots of good quality towels, and essentials were not lacking in any area. TV was easy to work. We used the balcony daily for our coffee. We will return to this unit if it is still available. We could not have been more pleased.

We had a lovely time. It’s an easy to walk to the beach. Place was very clean and nicely decorated. Will definitely book again if coming back to Bradenton Beach.

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!

Rosana was an excellent host- very responsive, kind, and accommodating. Fun location on the bay with a great view, pool with towel service, and bar/grill with great burgers. Fire pit on the little beach at night with great view of sunset. The unit is in a quiet location within the complex with a view of the beach and bay. The trade-off is that the unit is a bit far from the elevator (though close to stairs). Great experience overall.

It was a short stay for us, but it was exactly what we needed! The house was fully stocked with necessities. Instructions were very clear, not overwhelming. The neighborhood is nice, very close to supermarkets, shopping, restaurants, coffe shops, beach, and local areas whether you want a casual night out or a party night out! Great location😉

Place was amazing! I would give 6 stars if I could! Check in and check out were easy and host always responded very quickly to any messages! Will definitely stay here again and recommend it to anyone else! The house is also a lot bigger in person! Thanks again guys, I loved your place!

Thank you RedAwning Rental for the stay in Palmetto!