Search Cottages in Osprey

"We loved the two living spaces and outdoor areas. It was perfect for our varied ages. Close to food, beaches, shops,and parks."

"I stayed for 3 days to visit my aunt; this was a perfect space for me. Close to her but also to restaurants, shopping and everything I needed. Alik is great, and I'll be making sure to check in here first when I come back for more visits. Super clean, comfy and perfect for 1-2 people. Can't go wrong!! "

"Location of this property is superb. The pictures make it look a little bigger than it is but it is a lovely place to stay. Walkable to a couple great restaurants/bars. Easy 3 minute walk to one of the best beaches in Florida. I have to say, the only criticism I have is the parking spot is a little small. Other wise an amazing 5 star stay. Would go again in a heartbeat "

"This property was exactly as described. The location was excellent for our needs and interests. We enjoyed the dock for relaxing while watching lovely sea birds and sunset and also stargazing at night. The surrounding area was quiet and peaceful, even over the busy holiday vacation time of year! Our host was welcoming and responsive, although we had no issues to resolve. Everything was as we hoped. The house was also spotless upon our arrival, which I greatly appreciated. I highly recommend this...

"Overall it fit our needs. Having Walgreens in a sixty second walking distance was a lifesaver. Especially when we ran out of toilet paper on day three of our stay. The really helpful information binder in the unit instructed us to contact the property manager if we ran out of TP but when we did, they said they supply 2-3 rolls and that would be enough for our five night stay. We were supplied a partial roll on the dispenser and one additional roll, not 2-3. All in all, it’s a minor expense, but...

"Loved my 10 day stay at this cozy, well appointed cottage. Wonderful location just a block off Dearborn Street. Farmers Market in the park alongside the accommodations every Thursday, many other events nearby to enjoy. Highly recommend!"

"This property truly exceeded all expectations! The house was spotless and beautifully decorated, with all the conveniences you could need. Thoughtful touches, like snacks and a bottle of wine, made us feel incredibly welcome. We loved the outdoor space and screened-in patio, perfect for relaxing. Great location —within easy walking distance to the beach and restaurants, yet peaceful and quiet. The hosts were exceptional, with excellent communication and an impressive renovation after the 2024...

"We were in town for an event at the Ringling museum. The place was very convenient and comfortable. Good directions from owner and when we had an issue with missing coffee maker, she corrected right away."

"This beautiful historic house was everything we hoped for. The location makes it perfect to walk to just about anything in downtown Sarasota. The second bedroom is actually a separate cottage which was perfect when our friend came to visit for a few days. It also provided a quiet place to work. Everything is updated and pristine. Attentive owner. We can't wait to stay here next year!"

"Very clean, had everything i needed !!"

"I’m a photographer. The pond outside the house had lots of birds! So fun! The pool was really nice too. "