Vacation rentals with outdoor seating in Longboat Key

Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!

The house was a good size for what we needed! The pool was perfect for the kids. Lots of amenities and space for the kids to play. The outdoor shower was perfect for beach days! The only issue noted was that the cleaning team was there until at 3p, but when she seen we had arrived, she promptly gathered her things and hurried off. We told her to take her time, but she insisted she was done. This is a great place for families and keeps you away from the hustle and bustle of bean point, which I like!

Everything about this place and our host was top notch! Short walk to a stunning beach, shopping and restaurants. Decor was beautiful, felt private outside and by the pool, very clean and Jen was an amazing host; quick to respond and recommend the best places to visit. I highly recommend renting from Jen. We are already looking forward to staying here next year.

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!

Had such an amazing stay at James home. Home was beautiful and at great location the pool was definitely a plus. Home was just as expected from description provided. I really loved the location of home as everything was walkable distance to near by shops, restaurants, bars, and beach. Would definitely stay again .

this house is everything you ask for, super nice and clean definitely coming back again.

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.

I stayed at Vera’s house for a week and had an amazing experience from start to finish. The place was exactly as described—clean, spacious, and well-equipped with everything I needed for a comfortable stay. The neighborhood was peaceful and safe, with easy access to shops and local attractions. The host was incredibly responsive and helpful, making check-in and check-out smooth and stress-free. I especially appreciated the thoughtful touches around the home. Highly recommend this host to anyone looking for a relaxing and hassle-free stay. I’d definitely book again!

We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!

Our stay was great! We were able to check in earlier than 3 PM which was great and Anna was super responsive. The walk to the beach wasn’t bad at all! It only took us about 5 minutes. Everything is very walkable and there are plenty of restaurant options within minutes. Would definitely book again!

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!).

My husband, 2 ur old twins, and I stayed at this cute little studio and it was perfect!! The place was super clean and inviting and really close to a lot of stores and restaurants. The beach isn’t a far drive at all either! We absolutely loved this stay and will definitely be back!! The hosts were so sweet and made sure to give clear instructions and check on us through out our stay!! If you’re looking for a cozy getaway that’s close to the beach and has an abundant variety of restaurants this is it!! Thank you Vanessa & Nicole!!

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.

Outstanding host and place, definitely will book it again. Perfect location, peaceful environment. One block from ocean.

Thank you so much! It was exactly what we needed for 2 days. Wish we could’ve stayed longer.

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.

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

My wife and I spontaneously booked a last-minute getaway at Colin’s condo, and we couldn’t be happier with our decision. The condo was beautiful—just steps from the beach—and the view from the porch was absolutely stunning. We loved that beach chairs and umbrellas were included, which made our three days of relaxing by the ocean even more enjoyable. The location was great, with restaurants just a short drive away. I also took advantage of a well-equipped workout area just down the street, which was a nice bonus. The bed was very comfortable, and we made good use of the full-sized fridge during our stay. Colin was incredibly responsive and proactive in his communication, checking in frequently to ensure everything was going smoothly. The resort itself was spotless, and the staff were all warm and welcoming. It was the perfect short escape—we’d definitely come back!

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

My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!

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!

This condo was hands down one of the best places I’ve ever stayed! It was clean, spacious, and beautiful. Best of all, the view of the ocean was absolutely amazing. We enjoyed sunsets over the ocean right from our balcony every night. We are thrilled to have found this gem by our favorite beach spot and plan to return each time we visit St. Pete!

Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!

We throughly enjoyed our stay. Beautiful condo. Furniture is very nice. The bed was hudge and very comfortable. Had more towels than we needed. That is unusual for airbnbs. Bathroom is awsome. The kitchen was well equipped. We had everything we needed. The view is outstanding. The best thing is it doesn't smell like a stale beach condo. Will go back next year if possible.