Cottage vacation rentals in Casey Key, Florida

Craig was an amazing host - extremely accommodating, helpful and proactive! As for Kiwi Cottage, it was everything our family could ask for and more. The kids loved the hot tub and pool, while all of the restaurants and beaches were a short distance away (highly recommend renting the golf cart!). Such an amazing vacation. We can’t wait to return!

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.

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.

Tina was very responsive to our requests and messages. We were specifically looking for a place with a hot tub that was quite and private. The hot tub was good and clean. The house was clean and stocked for what we needed. The only constructive criticism I would offer is blackout curtains for the bedroom as the Wife likes to sleep in and it was difficult for her since the sun shines right in the bedroom at sunrise. It was fine for me as I am an early riser, but a curtain would be helpful to give the option for the weary traveler. I would also recommend a small step for entry and exit of the hot tub. Thankfully my legs are long enough I was able to get in and out, but it was a little challenging for my wife. Tina was very thoughtful with her suggestions of what to do locally and was quick with responses to any of my messages. We really enjoyed the place and if we are ever back in that part of the state we would absolutely rent this place 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.

We loved this rental. My 5 year old daughter spent so much time in the pool - it’s for kids! The beach was just a short walk away and there are many good restaurants nearby. Madeline was a great host! Would definitely stay here again!

I was so pleased with my little cottage. Very clean and all the little details were there to make my stay comfortable. Located in a quiet neighborhood. I felt very safe. A good location to grocery store, restaurants and beaches. A very short walk to a wonderful Mexican restaurant, Paraiso. Angelika can often be found outside in her vast garden areas. Told me to help myself to her tomatoes! Met her husband Al who was also very pleasant and friendly. I liked the fact they lived next door. Although located off a busy street it is quiet and can’t even be seen from the street due to all the large foliage that surrounds it. I would definitely recommend this to a single person or couple who want a comfortable place to stay and easily accessible to wherever you may want to go.

Nothing beats waking up and walking to the beach within 3 minutes. We really enjoyed all the beach amenities provided for our use. It made our trip so easy! Although the area is still cleaning up after the hurricane, it is heartwarming to watching this beautiful community come together. Very friendly neighbors, everyone always greeted us with a, "Good morning!" Thank you for making our trip stress-free for my husband's birthday. We have a soft spot for Manasota Key now, and can't wait to come back!

I only stayed a short few nights, but the place was wonderful. The day of my check-in Lori had contacted me to let me know I could check-in early if I pleased, which was very helpful to me. She had many suggestions on things to do in the area with all the information you would need. I loved just how close it was to the beach and some wonderful restaurants, all only a short walk away. The place was very clean and had everything I needed. Can’t say enough great things about it, it’s not surprising to see it’s booked up far in advance!

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.

Grouper was a great cottage for a relaxing girls mini vaca! Walked over the bridge in the am for exercise, spent the day on the beach, afternoons drinking wine on the covered dock, and strolled to local restaurants for fresh fish dinners!! Perfect!!

Absolutely amazing place!!! 2 minute walk to the beach, spacious living area with a big open kitchen, stocked with everything you would need. The owners thought of every little detail! The gardens are the envy of the neighborhood and the spacious community area with the huge fountain is lovely. Very quiet, even with the post hurricane construction going on (at time of our visit they were still finishing up some of the units). We can’t wait to come back!

We had a great time at this villa! The pool was amazing. The backyard was peaceful. We loved that we could bring our dog with us. 2 minute walk to the beach. Would definitely love to stay here again.

We stayed here for a quick weekend trip and had a wonderful time! The house was tastefully appointed, extremely clean, and had everything we needed—including a beach tote, beach chairs, towels, boogie boards, and an umbrella. It was an easy walk to the beach. The beach was not crowded and nice. Jennifer was an excellent host and extremely responsive. It was definitely a great find!

This is a lovely home with astounding amenities. The street is old Florida style mixed with newer homes. The beach and water are heaven. There really are no words to describe. The home, street, and beach are jewels….and the host is amazing!! This neighborhood is very quiet and so peaceful.

This tini home is great! We had two very nice days - the area is super calm! Out neighbour was a gator - so don’t go for a swim 🫢🙂

Great location, beautiful sunrise, great fishing! My daughter cast out and within five minutes, caught a bass!!

Our stay at the cottage was perfect. The place was equipped with everything you would need to feel right at home. Carol, the host was responsive and helpful with so many amazing recommendations.

This was a great stay and I would come back!

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!

I travel regularly for work. I’ve stayed at dozens of AirBnbs throughout the country. This was my best experience by a mile. I was legitimately sad to leave. Can’t recommend this spot enough!!!

The Cottage was just perfect for our visit to meet our new grandbaby! It's located off a private drive under the beautiful mossy oaks along Gamble Creek. Its perfectly decorated and has everything you need. Squeeze is a lovely and a very friendly host who responded quickly and made us feel at home. We had a few unusual questions and needs due to our hurried curcumstances to get here and Squeeze never missed a beat. We woke up to the amazing smells of their coffee roastery every day. If you are a coffee enthusiast, you'll love this aspect!! We will definitely be back!!