Holiday rentals with a pool in Longboat Key

This was the perfect spot for a relaxing getaway with my best friends. The house was spotless and had everything we could possibly need. A major bonus was that each bedroom had its own bathroom—an absolute must for a girls’ trip! The shared living space offered beautiful views, and we were lucky enough to see dolphins swimming by every afternoon around 3:00 PM. We even left some cute floats for the next guests to enjoy while relaxing in the calm waters. I’ll definitely be bringing my family next time and hope this place is available when we return!

Such a perfect escape for a family or a group of friends! The backyard feels like you’re in a private tropical paradise. There are so many amenities in this home you barely need to leave! On days you want to hit the beach, it’s only about 10-15 minutes to get to Anna Maria Island - very convenient location. This was one of our favorite rentals which is well documented by all the photos we took throughout the home - swimming in the pristine pool with the waterfall and fire features glowing, playing golf, watching movies in the theatre, sun bathing on the real sand beach with tiki hut, beautiful loungers and so much more! We already have ideas about the different groups of friends we want to share this property with! Such a score and the hosts are delightful too!!

We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!

This house is super nice, very well decorated and clean. The backyard and pool are beautiful. We took James’s recommendation for dinner our first night and went to Indigenous. The food was amazing and the atmosphere was very comfortable. The have a great chef. The location is walkable to shops, restaurants, and more. We would definitely stay here again. Ty James!

Great place. Very clean and private. Easy walk to the beach. Hope to stay here again.

Beautiful place! In a pretty good area to close to the beach. House was neat and tidy everything looked perfect. The pool is a plus! WiFi is slow but we didn’t really use it. Would definitely book again!

This was our first time to AMI , and This place was the ideal place for a family! It was central to anywhere. The kids loved the pool while my husband loved having the ability to get in the boat and go fish any time of day. The house was absolutely beautiful, master bedroom had the best view of everything and gorgeous sunrise windows to drink coffee every morning. It was hard to get me to leave. We can’t wait to come back here , Christy was beyond helpful and always very responsive when I had questions. Thank you for such a great week to unwind and enjoy our family .

I’ve stayed at a lot of places and Joey’s place was the best of the best. Joey is a great host who takes care of his guests. The home was clean and well maintained. It was comfortable and cozy. It had everything we needed. I can’t say enough about how relaxing the space was. It was a very low stress experience and I would happily visit again.

Amazing views!!! What a beautiful condo! We are so happy we stayed here! Pros: Very very clean, fresh and new. Plenty of towels, both bath towels and beach towels. Beds were comfortable. Kitchen was stocked nice. The pool was very nice, easily accessible, and there was a restroom in the adjacent tower for us to use. Extra toilet paper in bathrooms, extra paper towels in kitchen, and a couple laundry pods. Cons: Washer/Dryer was a one unit combo machine which was tiny. We needed to dry our beach towels because it rained while were there and could not use the unit in the condo. There are pay washers and dryers on the first floor of the tower that we had to use instead. The living room and master had cable which was a pro but the living room had a Roku that wasnt signed in so we couldnt use that. There were no scissors in the kitchen which seems insignificant until you need them. Shark teeth = drive south to Caspersen beach!!!! We did not find any at this beach

We had a wonderful stay at Ammey’s place. The location was perfect. It was close to all of the restaurants and shops on Bridge Street, it was an easy walk down the beach to other restaurants located right on the beach. It wasn’t far to Coquina Beacb and my husband enjoyed the walking/running path there. The condo was well appointed for our group of 4 people and would easily fit three couples. The extra beach umbrellas you can rent from Ammey were so convenient. There were plenty of chairs and beach toys. I would definitely stay here again on my next trip to AMi.

Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co

Great place on the beach, walking distance to restaurants. Great vibes and awesome sunsets!!

Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!

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.

Love, love, love this place! Becky and Tyler were super sweet and very responsive! Check-in was smooth, the place was beautiful and comfortable! This is definitely one of our most favorite vacations that we have been on!

Once again we had an amazing stay in lido! This year we visited for the week as a mini honeymoon, and it was perfect! We love visiting the area and this bnb is perfect for the two of us! We look forward to coming back next year. We enjoyed walking St. Armand’s and nice dinners in longboat!

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!