Beach house holiday rentals in Longboat Key

This Airbnb exceeded every expectation! The property was beautiful, spotless, and incredibly well-maintained. The pool was a highlight—clean, peaceful, and the perfect spot to relax every day. The host was friendly, responsive, and made sure we had everything we needed for a comfortable stay.

We had an amazing week at Michael and Denzel’s home! It was actually better than the pictures with enough space for everyone to feel right at home. The layout was perfect for two families. The home is spotless and extremely well stocked. The island is beautiful and we enjoyed the pool everyday! Highly recommend this home. It will exceed your expectations in every way!

We had an absolutely fantastic time. The home was delightful. The ease of getting to and from the beach plus all the beach chairs and amenities Mark provided for the beach really made it all so easy. Our kids loved the pool and the set up. Beds were very comfortable. Everything was easy to find. Thank you so much for letting us enjoy your home!!!

My family had a wonderful vacation at Danielle 's house. It was everything and more than we expected. The house is beautifuly appointed with all you would need to thoroughly enjoy your stay. The kitchen is loaded with everything you could ever want to cook any meal. It is spacious & inviting for the family to gather together while we cooked. The house itself is majestic. The great room when you 1st walk in is so incredible. The house is inviting and makes you feel right at home. The beds are incredibly comfortable, bathrooms are big & roomy and the showers... oh my, full body shower heads make taking a shower a luxury. The lenai with the pool and hot tub is the perfect gathering place and oh so nice to take a swim after a long day at the beach. The dock out back is perfect for a morning coffee or evening beverage. We rented a kayak for the week & had a blast paddling out to the sound. The beach is private & so nice to enjoy the day at. Thank you Danielle for our great memories.

Excellent accommodations super close to the beach and many places to eat. The home felt like a second home with all needs met. The backyard was an oasis and the pool was delightful! The host was quick to respond and I would highly recommend.

10 of us stayed at Jeff and Ingrid’s and it was perfect! The house was beautiful, plenty of linens and kitchen necessities. The location was great for walking to shops or beach! Loved the outdoor area! Perfect to unwind after the beach or dinner. We will be 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 :)

From the minute you get there the grounds are beautifully kept, crisp and lush. Inside was immaculate and the fenced, private backyard with pool did not disappoint. Tropical landscape, a variety of comfy options for relaxing or dining and the pool was perfect! We paid extra to have it heated and it was totally worth it…especially for my young children(3 and 7) to swim and not shiver:-). This place has a nice light, airy, relaxed, indoor outdoor vibe! My parents traveled with us as well and also loved it! The very short walk to the beach was perfect and opened up to this beautiful, seemingly private beach. You could see the public beach down a bit where there were quite a few umbrellas, but no one around where we were. Very nice! The neighborhood was beautiful and quiet as well. Communicating with the host was very easy and she always responded. We had a great vacation and will definitely be back.

We had an amazing stay! We had a family of 8 and the house was perfect for all of us. The house was absolutely beautiful! It was super clean. We spent a lot of time in the pool and hot tub. The outdoor table also has a fire pit which was perfect at night. There were lots of amenities provided. There’s plenty of beach supplies/ extra towels. The house was filled with lots of stuff we didn’t have to pack, because it was already there. The beach is super close, about 10 minutes away, which was a bonus. Ashley has been wonderful! She’s super responsive and even allowed us to check in an hour early. We have a great vacation! We couldn’t recommend this place more! The perfect family vacation home.

Their rental was our favorite so far! very clean and comfy. We felt very comfortable and enjoyed grilling out by the pool. Location was great. we enjoyed our nightly walks in their neighborhood on the water. Plan to come back!

Beautiful home in Venice! Perfect for families, the kids loved the pool. The house was clean, and organized. We loved the location and felt safe. Would definitely stay again. If you stay here make the drive to Sarasota & eat at WALTS! We went 3x! The best seafood around 🐡🐟🐠

We had an amazing time at Happy Home. The pool and screened in patio were highlights for our family. The backyard was a little oasis. We appreciated how organized the house was with labels on lighting, kitchen draws, and cabinets. The binder with house reminders and local recommendations was helpful. The kitchen is well stocked with spices and pots, pans, dishes. The dedicated office space was helpful since my husband was working remotely. I also loved all the original artwork and beautiful lighting. Happy Home is walking distance to a few local restaurants and a super cute cafe/used book store, Shelf Indulgence. The little beach in the bay is a super close walk and made going to watch the sunset and see boats easy and relaxing. We would definitely recommend and would stay again.

Ross and Hannah’s place was great for our family if 5! The pool with tv set up was amazing for our kiddos many movies in the pool during the week made it so much fun! We also loved the convenience of using the golf cart, was so close to shops and restaurants (we only used our rental car once to go to Cortez)! Hannah was also very quick to respond and s gracious host. We would recommend to families coming to ami- a good value!!

Stayed here for the national rowing competition for one week. The place is lovely - very clean, the complex is nice & the pool is great. It was a perfect location for us - halfway between the race course where we needed to be every day and close to downtown. The beach wasn’t far either and I liked the location and the complex very much. We felt safe and it was pretty quiet and peaceful. The owner is responsive and detail oriented with how to check in, get into the unit, etc. I would stay here again.

Perfect location 3 houses away from a beautiful, powder white sand, tranquil beach with lots of seashells. You do not have to cross a busy street to get to the beach which was important for our family with 3 littles. The backyard/pool area was amazing. At all times of the day there were both sunny spots, for those that like to tan, and shady spots for those that prefer to stay cool. The pool/spa was perfect for our family of 5 (2 adult, 3 kids). The pool is a little on the small side so it probably would be too cramped with any more people, or bigger kids. There is a nice outdoor shower to rinse off sandy feet/toys from the beach. We spent most of our time at the beach, in the pool, and grilling. The inside of the house was very clean and had everything as described in the listing. Publix & Dollar Tree are 5 mins drive away so we were about to get everything we needed there. We went out to eat a few times, loved The Porch restaurant, highly recommend! Would love to return!

I recommend this oasis it’s beautiful just like the pictures private the outside is breathtaking I was surprised on how many cool electronics was around the house from the bathroom to the oven lol but 10/10 I had a blast great way to start my 30s 🙏🏾

House was very clean and spacious. The outdoor space was great, and the house has lots of amenities that came in handy

Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!

This was, by far, my best experience at an Airbnb in all the years I’ve used the app! The house is beautiful— spacious yet cozy and filled with so many thoughtful details. You will want for nothing here: books, games, bug spray, citronella candles, towels (including wash cloths!), shampoo and body lotion for all skin and hair types, portable lights and speakers for outdoor use, and a smart TV on a cart which can be rolled anywhere in the house! I didn’t watch TV much, as I spent most of my free time in the luscious front yard enjoying bird watching and staring at the trees. The house is located a short distance to a lot of things, including a sweet little park/lake nearby. Nancy is a kind and generous host, respectful of privacy but also happy to chat, connect and make sure you have everything you need. I’m sad to leave this place, if there hadn’t been another reservation afterwards, I most certainly would have extended my stay! This is a wonderful, safe, and deeply restorative home.

Adorable. Cutest little house on the block. Location was perfect and walkable to everything. Quiet and safe while still being downtown. Check in was easy and parking right next to the home was so nice.

This house was a fabulous find. We appreciated the cleanliness and the thoughtful amenities in the home and on the area. Perfectly located among the most convenient yet private of the area. Stephanie was very attentive to any questions we had. We loved it.

If I could give this home 10 stars, I would! This is the only Airbnb we’ve ever returned to, and we’re already planning our next stay for our family of four. The home instantly feels welcoming: fresh flowers, snacks on the counter, even a fridge stocked with cold drinks.. little touches that make you feel like you’re visiting a friend’s house and not a rental. Janine is a wonderfully responsive and thoughtful host. The home is spotless, cozy, and stocked with all the things you might forget to pack (sunblock, toiletries, even slippers). The towels are plush and plentiful, there are extra linens and blankets, and the beds are incredibly comfortable; we slept so well after our days at the beach! Most importantly, you truly can’t beat having a beautiful, quiet beach right in your own backyard. This house is a gem.

Rebecca’s place was perfect for our family vacation of two young children, two parents and two grandparents. Her house sits on a dead end street just a few blocks from the beach. We found everything we needed for a few meals at home, and having a washer and dryer was convenient. The kicker was the outdoor pool, which we loved. We would easily recommend her place to anyone who wants a beautiful place to spend vacation.

We loved our stay at the Sandy Toes villa and hope to return some day. The location was fantastic, private and quiet but very close to the beach, restaurants, shops and tennis/pickleball courts. The villa was very clean and well maintained. Marlanea was very responsive and helpful.