Cottage vacation rentals in Sarasota County

We came with three other families so we had possession of all four cottages. Check-in was extremely easy and smooth. They went above and beyond to try to get us in early since they knew we were arriving before check-in. It was the perfect space to gather all our family and friends and be able to enjoy family dinners each night together. The location was great for us! Our teenagers walked down every day to where all the hustle and bustle was, but the adults really enjoyed being at the more peaceful end of the beach. I can’t say enough about how amazing this place is. It had all the amenities that you could ask for. Plenty of restaurants to walk to. Would highly recommend this place, especially for multiple families as it was nice to be able to gather, but to also have your own space. We will definitely return! Thanks so much for a wonderful stay.

Clean, comfortable unit. Kitchen was well stocked. Bathroom had a generous supply of plush towels. Danil and David were great to work with. I would return again.

Great private stay a block from the beach and two blocks from the village. The area is very walkable for things to do and eat. If you’re looking for a honeymoon, anniversary or getaway spot this is perfect! And the hot tub is a nice touch.

A very cute, comfortable, clean and exceptionally appointed cottage. Brian is a wonderful host. We really enjoyed our stay there and look forward to visiting again. The SOS facility is a great place for family stays and is a major plus as well.

We loved Lara's place, and she was extremely easy & quick to communicate with. We love the quiet neighborhood and the pool was the cherry on top! We will definitely be reserving her sweet home again!

Great place to stay very clean and comfortable.

Easy check in and check out. Very private space and very secure with the security gate. Felt right at home! My friend and I have stayed here multiple times and it’s great every time!

This house was easy to find & it looked just like the photos. The location was very convenient—only 5 miles from Siesta Key beach. Lots of restaurants nearby.

What a great place to stay. The house was very clean and felt right at home. Mark provides everything you need and is very responsive if you need anything. Plenty of towels and essential household items were stocked. The pool was amazing and he even has corn hole boards set up. The main strip of Siesta is a 2 minute walk away and the beach isn’t much further. I strongly recommend.

We had an excellent stay at this cozy cottage! The place was spotless, easy to find, and exactly as described. The bathroom and kitchen were both modern and well-stocked, making our stay super convenient. It’s clear the host takes pride in keeping everything in great shape. We had no issues at all and would absolutely stay here again. Highly recommend!

Adorable, spotless duplex on a quiet street. One of the best properties I have ever rented. Hosts are responsive and pleasant. Will rent again when in the area.

great little place, very close to the airport and some local attractions. ideal for small families, with a stocked up kitchen and utensils, couldn't have asked more to cook food for the toddlers. Joe also lent us some beach stuff, and coming from Boston, it was great to save some time and effort in hunting for these locally (thank you). will definitely consider for future visits.

We thoroughly enjoyed our stay at Canopy Cottage. This was our second year staying and loved it even more. Jami is an excellent host. We loved being close to the Legacy Trail to ride bikes and the sort drive to Siesta Key Beach! Would definitely stay again.

My wife and I loved it. We spent 2 weeks there and it was a perfect place in a perfect location. Highly recommended and we will plan a re-visit if it’s available on my next trip.

We had a wonderful stay at Jim’s place! The location is perfect—just a short walk to the beach and close to everything you need. The home itself is beautiful, clean, and comfortable, with everything thoughtfully set up for a relaxing getaway. What made the stay even better was Jim himself—he’s incredibly kind, welcoming, and great to talk to. You can really tell he cares about making sure his guests have a great experience. We’d absolutely stay here again and highly recommend it to anyone visiting the area!

We love the Sun Cottage. This is our second stay there. A really nice place. Within walking distance or short drive to the beach. Lauren responded to our questions very quickly. We stayed two months so we really appreciated the washer/dryer and the stocked kitchen. We would definitely book again.

Great place. Kitchen was well stocked for staying in. ICW on one side and nice walk to the beach. We will keep this one on our list for future stays in Siesta Key!

House was very cozy comfortable and relaxing , Choose from many beaches around area , would stay there again.

Enjoyed a nice get away for two at a great location that offered relaxed and warming vibes. thank you!

The cutest cottage and very spacious for a couple. Very peaceful area close to the beach and great restaurants and attractions. We felt like going back in time and yet not lacking anything we are used to in modern life. Everything was perfect and we really didn’t need to contact the hosts for the entirety of our 4 night stay. We absolutely recommend Mattie’s Cottage to anyone visiting the Sarasota area.

Carolyn’s place was absolutely lovely. The community at this location feels safe and very peaceful. there is a lovely coffee shop a block away, and the house is centrally located about 20 minutes from everything-including Siesta Beach. The house had everything we needed, and it truly felt like we were right at home. We will for sure be booking this place again in the future! Thank you for such a beautiful and peaceful weekend get away!

Kelly's place was a welcoming retreat. So quiet, beautiful surroundings and lots of creatures to see and hear. The cottage is cozy and well equipped, lots of natural light, a comfortable bed, quality linens and a spacious, well lit, shower. :) We had everything we needed, enjoyed the time we spent there and hope we can return on one of our future trips to Englewood.