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!

The listing says it is just a few steps from the beach and that is true! It was so easy to go back and forth and with 4 kids and beach items that was very important. The house was beautiful and spotless. We felt right at home and we loved every second of our stay! Thanks Mark for helping us make a special family vacation!

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.

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!

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.

Book this immediately! This house is a beautiful, peaceful, tropical oasis that is close to the beach and restaurants. After a day at the beach, the private pool is a great escape. Claudia was very responsive and kind, she answered any questions we had. We were provided with a great starter pack of house items so we could start relaxing right away!

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!

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!

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

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 🐡🐟🐠

Absolutely pristine place, the house is amazing, location is perfect and loaded with everything you need. Great host as well , we would love to come back to this place.

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!!

We had a fantastic stay in Cortez at the gorgeous Ice House! We have vacationed on AMI and LBK for several years and we always come to Cortez for our favorite fresh seafood restaurants so for this trip we decided to try staying in Cortez so we could walk to our favorite restaurants and we had such an amazing trip. The house is so beautiful and comfortable and you can tell so much thought and care went into the renovation of this historic home. We loved the outdoor area so much!! The private pool was so nice and warm and we played games and had meals outside every evening. We fell in love with the quaint and quirky historic Cortez fishing village on our first trip to LBK and we thoroughly enjoyed staying in the heart of it! We rented a golf cart for quick trips over the bridge for beach days and shopping on AMI which was perfect. Our favorites for walking distance restaurants are Tide Tables, Star Fish and Swordfish. Communication with Petra was quick and easy! Can't wait to be back!!

First time to AMI and it did not disappoint! The island is so cute, the beaches/water are amazing, and this house was the icing on the cake!!! JUST WOW! This house is just GORGEOUS! It’s so private, the landscaping is so beautiful you feel like you’re in the jungle. Very spacious, beautiful layout, the decor is so cute in every space. Such an awesome kitchen, balconies are so nice! Great game room, we played pool every night. The rooftop is SO COOL, the 360 degree view of the island is unreal. Watched both the sunrise and sunset, highly recommend! Pool and hot tub were so nice with plenty of shade. Loved all the spaces to sit on the pool deck and the dock/being on the canal was so nice. We saw so many birds including a wild turkey and even had daily visits from a raccoon who came to drink from the pool! We took advantage of the kayaks and paddled the inlets and even saw manatee. Honestly this place is so magical we had the best stay and we didn’t want to leave. Hope to return again!

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 🙏🏾

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.

We had a wonderful stay at this beautiful home. This home is super clean, well styled, and spacious. The backyard oasis is amazing - very private and quiet. The location is great; the home is close to all amenities as well as the beach. Communication with the host was exceptional. Dana is super responsive and very friendly and accommodating. I highly recommend booking this home!

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!

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 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.

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.

Had an amazing time staying at the mango! It was the perfect private spot about 10 minutes from the beach that couldn’t have been any better for my husband and I. We did have a slight AC problem during the middle of the week but Whitney responded so quickly and was able to get it fixed so fast while we enjoyed our day at the beach.

This cottage was cozy and beautiful. It had everything you needed and more. It was in a nice, quiet neighborhood & a close drive to the beach. We loved having access to the beach gear & the backyard had everything you could dream of. The hosts were friendly and helpful.