House holiday rentals in Siesta Key

We had an amazing week at this beautiful home just 10 minutes from Siesta Key. The house was spotless, super comfortable, and had everything we needed; the pool, boat dock, games, comfy beds, and a great TV setup. Everything was perfect. Jennifer was an amazing host as well; very responsive, respectful, and friendly. You can tell she puts a lot of care into keeping the place clean and welcoming. Definitely recommend!

Fantastic Airbnb! Seaglass Management and Joy are great to work with. Very responsive! Great location, very safe, amazing pool and jacuzzi, close to downtown, restaurants and the Legacy bike trail. Will definitely book again in the near future.

Solen was an amazing host—very responsive, friendly, and helpful throughout our stay. She even brought us a brand-new can opener when we needed one! The house was spotless, cozy, and located in a great area. We had a wonderful time and would definitely stay again!

We had the best stay in Sarasota and didn’t want our trip to end! The house was beautiful and in a great location, close to shops, restaurants and not too far from the beach! Michael’s place was very accommodating and has all the amenities. Michael was very responsive and helpful. Loved having access to all the beach chairs and towels. We will for sure be back!!

Paradise in Siesta was the perfect property for our vacation! The house is exactly as it is pictured, has everything that we needed, plenty of space, great decor and comfortable beds. It’s a great neighborhood with a private little oasis in the backyard, a great pool with lots of pool toys and there’s also a bathroom right off the pool area which is very convenient so you don’t have to walk through the house all wet. I hyped up the bunk beds to my kids before the trip but didn’t realize that the top bunks don’t have sides so we had an adult in the top bunk instead and she said it was still very comfortable and plenty of room so no big deal! We would absolutely stay here again! And would highly recommend this house to others.

Our time at this Airbnb in Siesta Key was amazing! The house was super clean and had an awesome kitchen with everything you could think of, plus more. Great appliances, tons of towels, dishes, some games, TVs with premium channels and more! Outside was just as great. The pool area was covered with mosquito netting, so we could relax without bugs bothering us. The pool was our favorite spot! super clean, and the outdoor BBQ grill was great! The only thing was the master bedroom bed was a bit small and not the most comfortable for us (queen size), but everything else was so good. The neighborhood was really quiet, location was 4 minute drive from the beach. Overall, this Airbnb was one of the best places we've stayed. I would 100% recommend it and would come back! it looks better in real life than the photos.

Casablanca exceeded my expectations. The house is much larger than it looks in the photos, with a large and well-equipped kitchen. The house is very cozy and comfortable, and I can't forget to mention how clean the house is. Matthew was super nice and responded to my messages promptly. I have no complaints about the house, and I would definitely rent it again. The outdoor area is very nice, and we had great family moments there, enjoying the pool and having a barbecue. The neighborhood is very peaceful and quiet. The garage has everything you need for a peaceful day at the beach, from chairs and coolers, to even tents if necessary. The location is very good, with stores and supermarkets very close by. It took us about 12-15 minutes to get to Siesta Key. Anyway, I definitely recommend the house!

We loved staying at Andrew’s Airbnb - we kept saying how everything we wanted to do, no matter which direction was 15 -20 mins max from the house! The backyard is like an oasis, we enjoyed it so much and so did our pups!

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!

“Better than the Ritz” MAGICAL sunrises that are visible from just about anywhere on the property. Enjoyed peaceful evenings by the glistening water that surrounds. Enjoyed chatting with my 2 teenagers at the dining table on the screened in porch. My 14 year old son loved that he could fish all day and night. (Bait shop was only a 5 min drive) All 3 beds were luxuriously comfortable. Loved that each bedroom had its own bathroom tucked into it with luxury showers and tastefully simplistic design. The cottage is built with AUTHENTIC wood (cedar i think?) that adds to the feeling of being grounded in nature. Nice pool steps from the back door. Sunsets on the beach are an easy walk across the street. The “Our Place” toaster oven/air fryer works great. Cooking with a view is much more enjoyable! Wish I could live here and would love to return asap. Thank you Jack for your hospitality!!!

Aubrey’s place is amazing! It’s in a great location close to the best attractions Sarasota has to offer, but you’ll find yourself just wanting to stay inside and enjoy this masterfully decorated space. I cannot exaggerate the fact that it feels like you are stepping into a page in an interior design magazine. Aubrey herself was delightful to communicate with. She left us a very sweet welcome note and little gift. Wish she had a bnb in every town we visit!

The hosts were very responsive and very helpful. Their home was spotless. The pool with the enclosure allowed you all the sunshine you could ask for without the bugs! The interior is very spacious and great for hosting dinner. With the turf back yard it’s the perfect hangout for adults and children! The hosts are very thoughtful with items available for the perfect beach day (beach wagon, chairs, a cooler, and lots of fun items for children! We will definitely be visiting again!

Great location. 10 min to the beach. The house was clean and had all the amenities we could need. Fully stocked kitchen, towels, toiletries. They even had beach toys for my daughter . The pool was clean and there were plenty of floats and pool toys. I would definitely recommend this house. We would absolutely stay here again on our next visit.

This was among the most beautiful and well-appointed Airbnbs that we’ve had the pleasure of staying in! Our trip was centered around a family 60th birthday celebration and this was such a lovely backdrop for our gathering. Our primary plans were to enjoy the sunrises and gorgeous outdoor area, cooking meals on the grill and enjoying them by the pool with a view of the intercoastal waterway. As such, when we arrived to find that the grill wasn’t working properly, we were disappointed. We communicated with our host about the grill the day after our arrival, and received an immediate response. However, it ultimately required back and forth texts (some at our initiation due to not receiving an update) and three days until the handyman graciously brought over his grill to loan us. Something we learned from this trip is the importance of communicating to your hosts what it is about their place that is most important to your stay—and perhaps we should have checked on the grill specifically.

We had a great time there. Lisa was available all the time. House and grounds were great. Instructions were clear and easy. Hope is available next time.

Near Siesta Key, a quiet neighborhood. The house has everything you need to cook and be comfortable. Keep in mind that if there are more than two people, the third must sleep on an inflatable mattress (very comfortable, but to be taken into account). My son slept very well there.

We enjoyed our stay at this location. It was a perfect size for our family and had everything we needed. The pool was a must and it didn't disappoint.

A beautiful and cozy home for our beach vacation! Overall, we had a great experience and loved our stay. We especially loved how spacious the home was and the outdoor pool area was definitely a plus. Any concerns we had, Kathryn responded to us very quickly within a timely manner. We will for sure come back on our next vacation!

We had an amazing stay! The house was cozy, spacious, and had everything we needed. We loved the pool and how close it was to Siesta Key—only about 15 minutes, which was perfect since our friends were staying there. The location was great, and the amenities made it feel like home. Stephanie was such a friendly and helpful host. We'd definitely stay here again!

We had a fantastic stay! The house was immaculate, with comfy beds and a well-stocked kitchen. Our kids loved the game console table, and we spent hours relaxing in the lanai, grilling, and enjoying the pool and hot tub. The location was perfect—close to beautiful beaches—and Jen thoughtfully provided all the beach gear we could need. She was a wonderful, thoughtful, and highly responsive host who made everything seamless. Highly recommend!

We had a fantastic stay! The home was spotless, stylish, and comfortable, just like the photos. The amenities were great. Appreciate that David was super responsive & a helpful host. Check-in was easy too! I would 100% stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay in Sarasota.

This home is even more beautiful than the pictures if thats possible. We stayed for a week with 6 adults and 4 grandkids. We had plenty of room to have our own space or be together. We used the pool every day and enjoyed the outdoor seating area so much-or for me, coffee every morning! It was perfect. The kitchen is stocked with anything you could possibly need :) We grilled several times on the nice grill and blackstone and ate at the poolside table perfect for a large family. Jane provides many fun pool toys, floaties, and everything we needed for our beach trips-cooler, umbrella, towels, sand toys and wagon to tote it all. The Airbnb is in a great location too-beach for swimming, shelling, sunsets, dinner out, and Publix. I can’t speak high enough of the beauty, comfort, and layout of this home. It’s gorgeous, and just what I needed after mourning a loss. Jane was amazing to work with and so attentive and helpful. I feel blessed to have found her, this home and the memories we made

We loved it ! House was just like it looked online , very clean and the pool was great but we got to sun burned to try the hot tub but it looked nice . The house was set up very well with plenty of towels and soap and shampoo and I liked that the fridge had an ice maker. We liked the outdoor tv we turned on pandora and had good music while we were in the pool . Only issue we had was our code for the door didn’t work but they were very quick to get us a different code . Would come back for sure 👍

We loved this Airbnb. Everything was so clean and setup so well. We loved the homey feel as soon as we walked in. The house was well stocked and all amenities worked extremely well. We loved the push button operation of the pool and spa. TVs everywhere! That made it easy to enjoy our favorite sports from anywhere in or outside the house. The host was very responsive and definitely put a lot of thought into what makes sense for family vacations. We built a lot of great memories. Thank you!!