Holiday rentals with outdoor seating in Longboat Key

I came down with 2 friends for a moms getaway and we had a wonderful time. This sweet little house is perfect and we will definitely be back. Amy is so nice and accommodating. The house was very clean and convenient to everything we wanted to do. Can’t wait to visit again.

Very beautiful house within easy walking distance to the beach. It was very clean and the check in and out process was easy. My family and I had a great time. The beaches were beautiful and just a short walk from the house. The pool in the back yard was private and perfect for my family. The decor and landscaping was great! I highly recommend staying here. It was perfect!

10 toes down best Air B&B I’ve stayed at. My best friend’s wife is built like a Baluga whale and even she fit in the bed.

Beautiful home and surrounding area, Pristine home in brand new condition. Expertly furnished, lots to do for teenagers, they loved the ice bath! Well stocked kitchen. The host was very responsive and helpful would definitely recommend this location and home. Happy vacationing.

It was absolutely amazing experience staying at this beautiful place! Clean and beautiful apartment, great swimming pool, quiet area. Definitely recommend especially if you’re looking for relaxing time with family

Words can't describe what this place looks and feels like! It is beautiful, comfortable and accessible. If you are looking for a nice place to stay and enjoy the beach and pool all day, this is the spot. It has all the necessary amenities for the trip. They do have beach chairs, cart, umbrella and beach toys. The arrival and check in was no hassle at all, had no need to contact the host, as everything was well taken care of and it had written detailed instructions for further assistance. The BEACH is extremely beautiful.

Spotless, Comfortable, and Perfectly Located! The place was absolutely spotless and looked exactly like the photos—no surprises, just as promised. The location was ideal for me, as it was close to the clinic where I had my treatment. The neighborhood was very quiet, making it easy to relax. Nearby conveniences like Publix and Postal98 Coffee (which has amazing hot chocolate!) were a nice bonus. Overall, the property was beautiful, and the host was fantastic with communication—responsive, helpful, and welcoming. I’d definitely stay here again!

This place is perfect. Everything you want in an air bnb and it’s exactly like it looks. My family and I were beyond happy with it. The pool is gorgeous. The location is amazing it’s legit 8 to 10 minutes away from pretty much anything you need or want to do. The house is quiet and the beds are super comfy. I would rent this place every year for a trip. Also the host is awesome! They were there for anything we needed or had questions about and are super nice and friendly people. Thanks again for everything!

process was very simple to check in and check out. David was very polite , the place was very clean it was accommodating with basic supplies such as dishes silverware coffee maker even have some coffee , paper plates simple necessities, shampoo , conditioner some soaps , towels, chairs and cooler, floats for the beach that's within walking distance the neighborhood is beautiful, definitely a little piece of paradise I'll definitely come back.

Peter and Pearl are awesome hosts! The Peaceful Retreat feels welcoming and cheerful, with very comfortable furnishings. These hosts have thought of everything! The location is great too, whether you walk or drive. We were in Sarasota to attend graduation at RCAD and the location was perfect!

Confession: I almost don’t want to write this review because I want this place to stay my little pre-cruise hideaway. But here we are. This Airbnb was absolutely adorable—I walked in and immediately wanted to hire the host to redecorate my entire life. Every detail was spot on: cozy but modern, clean as a whistle, and so well thought out. It made the night before our cruise feel like a vacation all on its own. If you’re debating, just book it (but maybe leave it open for when I want to come back, thanks!).

Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.

Loved my stay with Te. She’s amazing and so is her place. The courtyard is so soothing with nature’s beauty. Close to the beach too! Hope to be back soon 😌

JUST BOOK! That’s really all you need to know. If you’re thinking about booking—stop thinking and just book it. This place was everything. Nicole and her team left no stone unturned. From the moment I arrived, I felt like I had stepped into a curated sanctuary built for rest, ease, and deep healing. The beach is literally steps away, but truthfully, I barely needed to leave the property. The pool is warm and inviting, the lounge areas are serene, and the attention to detail throughout the space is unmatched. Every comfort you can imagine is thoughtfully provided—from beach wagons and umbrellas to luxurious towels and a perfectly appointed kitchen. This wasn't just a stay; it was a spiritual reset. Whether you're coming for clarity, connection, or just a beautiful break, trust me—this is the place. Thank you, Nicole, for creating a space where peace lives. I’ll be back.

We had a wonderful stay at Mike and Wendy’s! The location is amazing, the private dock is a nice perk that we utilized every day for fishing, and the unit itself is very clean, stylish, and well maintained. We would recommend to our family/friends and would definitely stay here again!

cute little beach apartment. clean and comfortable. We loved being super close to the beach. and the outdoor hose and shower was handy. nice of them to provide some beach items too like chairs, a boogie board and beach towels. AC gets very cold, which my husband was happy about. We will definitely be back to Ana Maria Island! its an amazing beach.

My husband and I really enjoyed our vacation at the wonderful apartment of Lauren and Mario, the place is so clean and cozy. Also, few minutes away from the beach and we drove few times to South Lido Key Beach Park which was so quiet and clean (highly recommend). We definitely will come back 💕

Excellent location! Everything you need is in the condo. Hope to come back soon!

My daughter and I stayed for a mother daughter girls trip and had a blast! They made sure to take care of every little detail to make you feel comfortable and at home. Even checking in and making sure we made it ok. It was very clean and the location was amazing. Easy to get around on the trolly if we didn't want to drive and literally steps away from the beautiful white sand and clear turquoise beach. Do yourself a favor and book the trip!

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

Karen's place was an amazing clean spot with a great view. She was very friendly and helpful. I will definitely be back to stay here again. Can't beat tge location and all the fun stuff to do in the area

We had a lovely stay at 42 Gulf Blvd IRB! The house is comfortable, the beach area is peaceful and beautiful, and the location is perfect for a relaxing getaway. While we did experience a couple of issues during our stay, we truly appreciate how responsive and caring the management team was. They took our concerns seriously and handled the situation with professionalism and kindness. Their communication made all the difference. We would absolutely stay here again and highly recommend it to others looking for a laid-back and enjoyable beach experience!

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!

Dan & Crystal's place was exactly as described. Steps from the beach and very well kept. Had a chance to meet Dan and he was extremely pleasant and nice to speak with. The beach was never crowded and the condo is in a great location. We will be back for sure. Thank you both. - Wayne and Chris