Holiday rentals with a kayak in Siesta Key

We loved Vlad’s place and def wished we could have stayed longer to enjoy the backyard space! The home was comfortable, clean, and had everything we needed and more!

We had a wonderful time at this location. Beautiful place with a homey feel. We had fun fishing, using the kayaks, taking naps in the hammock and having the bikes available. Thank you to our wonderful host! We hated to leave!

Awesome place to stay! They went over everything made the process very simple so my family could just relax and enjoy our vacation. Recommend 10/10

Stylish, comfortable, spacious, clean. We loved the garage/man cave and the swing/chair. Appreciated that Nicole was so responsive even though she had given birth the day we checked in! Also enjoyed the snacks and oatmeal, which we consumed (and replenished with gratitude). We enjoyed walking to the river, to Turner's Donuts, and to the car rental. NB: Pay attention to her map to the back entrance.

Great stay! Host was more than accommodating and very responsive throughout the entire weekend. Beautiful property and outdoor setup couldn’t have been better. Definitely would recommend!

Great house in a convenient location—lots nearby, including supermarket and restaurants. The house had plenty of room Joseph was very responsive and a great host. Will definitely recommend and book again.

We were extremely pleased with our stay. Having access to the kayaks, bikes, beach chairs, umbrella, coolers, beach towels, bongos and maracas for the drum circle on Saturday and Wednesday was icing on the cake. The kitchen met all of our needs. The beds and pillows were very comfortable. I can’t say enough how much we enjoyed our stay here. We will definitely be booking another vacation at this cottage.

The place was perfect. It was just me and my buddy. It has 2 bedrooms and a main room with attached kitchen. Plenty of space to easily accommodate 2 couples. We didn’t get a chance to use the boards, etc, but they all looked like they were in great shape. Beach is close and there’s a great coffee shop on bridge street. Everything is walkable and it’s about a $40 uber from SRQ. Would definitely stay there again.

The place was great, and Lisa was very proactive with all of her communication prior to our trip. The place was as described, close to the beach, and comfortable. Would definitely stay again.

This was a great place to stay for the week, very clean and quiet. Good location to get to either side of the island and the beach. Having the golf cart and beach gear was very helpful! Lynda was a great host.

If you are looking for a historic, old-school Florida home, this is it. The only reason it isn’t a perfect score is that the hurricane closed most of the shops that make Pass-a-Grille quaint. We were able to support a few local restaurants, and the local traffic was very light. We wouldn’t have changed our trip, but it would have been good to know. It seems like businesses are working hard to get back on their feet. Overall a good experience. I appreciate Lisa’s great responsiveness.

Really beautiful spot. We loved sitting on the patio and bird watching with the binoculars and bird ID book that was there. My dog loved it too, lots of different spots for her to hang out. This is definitely a great spot to enjoy the outdoors and take a break from a busy life.

Location is great, less than 2 minute, very easy walk, to the beach. Quiet street and properties on either side were not disturbing. There is no grass, so if you bring your furbaby, there are walkable areas to let them do their business. The house itself was very clean and not cluttered. Kitchen is well stocked. There is a great washer/dryer combo. There is no screen for the pool, but a quick daily skimming was sufficient. The pool was clean....no algae. There's a beach cart, chairs, floats, beach towels, etc there, so no need to bring your own. The house is older and in the afternoons it gets very warm (78-80) despite keeping blinds closed and setting ac at 74. We were there in the middle of August and we live in the South so are used to the heat so it wasn't that big of a deal for us. There was a box fan that we used.

The Cottage on the Bay was exactly as described. It was very inviting, clean and comfortable. Jack and Carmen were the most hospitable hosts that you could ever meet on your journey. Their communication as hosts was excellent and prompt from the beginning and throughout my stay. They explained that a welcome gift of food and drink is provided for each guest. I explained my food allergies to them. Jack thoughtfully provided substitutions for me instead. The kitchen had a generous array of utensils, pots, pans and essentials. This was an excellent plus for me since cooking was necessary due to my allergies. I considered the location excellent because it is near the airport. This made transportation convenient anywhere from there. The views of the Sarasota Bay sunset were wonderful. I loved walking around the scenic and quiet area. I enjoyed the best vacation stay at the Cottage. Jack & Carmen's hospitality and care took this trip over the top. They are the total package, 💯!

awesome place and people! super responsive and friendly - let us check in early even asking last minute. SUPER clean - like cleaner than most hotels i have been in. very comfortable and awesome place to stay. we had neighbors on the other side of the building and never heard them once, and there was construction right next door that you could not hear inside. amazing appliances that looked and worked like new. super amazing place and would definitely book here again.

We could not have picked a better place for our stay. House was well kept with quire and peaceful surrounds and very relaxing heated pool. We will definitely come back.