Cottage vacation rentals in Longboat Key

I’ve found my new favorite staycation spot and where I will enthusiastically recommend to friends and family visiting the area. The space was thoughtfully designed, clean, and comfortable. I will miss my morning coffee on the patio amongst all the plants and birds, my daily work sessions in the small quiet office, and the evening dips in the hot tub. Thanks for your thoughtfulness in creating this space!

Hosts was accommodating and quick to respond. Nice, quiet, hidden, place to kick back and relax after a long day!

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!

Great stay for our family! The home is very clean and decorated with a beachy, fun vibe! Great bathroom, comfy beds and lots of places to hang out! The dryer was very helpful with wet towels and beach gear was great. Our favorite part of the home was the backyard. The plunge pool was so fun and we loved the game room and golf. Private yard and we enjoyed the birds over coffee each morning! Recommend for any family!

Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

Ame is a wonderful host! This is the cutest little house, stocked with everything you might need for a stay in sunny Florida! Clean as a whistle, too. Location was perfect, groceries, the beach, pizza and shopping all close by.

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!

Place and location were great! And host was super communicative. It is small but that is expected based on the listing information. Would definitely go back!

The house was very nice, not huge, but very accurate with what the pictures showed, and it was actually a lot brighter inside than I expected based on the pictures. Everything was clean and with 5 people, there was plenty of space. They provided beach chairs and an umbrella which was wonderful. We also used the grill which we enjoyed having access to. The only thing we would recommend is more pots/pans/serving bowls, etc. for use in the kitchen - that was a little lacking. Otherwise, communication with the host was outstanding. We had a couple of minor issues that were resolved immediately. They let us check in early and stay late based on our schedule and the fact that no one was coming in behind us. Finally, the location is awesome - right across the street from the beach with easy beach access. We had a great time and would definitely recommend this house.

The cottage was immaculately clean and comfortable. It was stocked with everything you would need such as kitchen necessities, toiletries, extra towels and beach items. The pool was beautiful and even lit up at night. It is a three minute walk to the beach and some of the bars and restaurants. It is a very quiet neighborhood. The host was extremely nice and responsive with everything. We would stay there again. And I loved the free library out front. I left a book in there ☺️If you are thinking about renting this cottage, you definitely should, you won't be disappointed.

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.

Stay was great the space was clean and easy to get in and out of. It is a bit of a drive anywhere you want to go as there is really no close by dinning or shopping areas within a short walking distance, not the hosts fault though. Our children enjoyed the pool and dock as well as the toys and beach items available. The only other thing I would add is if you are a light sleeper or awake easily be prepared for semi-loud commercial vehicles etc early in the morning, there were fans supplied in the main bedroom which may help with this as the windows are single pane and let a-lot of noise through. Over all it was a nice place for our family of 5 to stay and we enjoyed our time in the sunshine state!! Thanks Becca

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!!

Another 5 star stay at Dougs place The location is close to highway. The house is clean and well maintained and easy to find. Doug is a Great host

Peter and Lisa were excellent hosts and their property is beautiful! Gorgeous sun room, lovely and peaceful neighborhood and every room was very clean. We appreciate your hospitality!

Terry was very responsive, and the cottage was exactly as described. The location was amazing, being so close to the beach, a minute walk, we were able to go back and forth to the cottage quickly. We were there over Easter break, and it was very relaxing and beach was not busy. Terry recommended Kenny’s Corner for breakfast and lunch, and it did not disappoint. Also, Nachman’s Fish Market across the street was amazing! We bought fresh scallops, little neck clams, asparagus and rice and cooked in the cottage. We also at Easter dinner at Backwaters Grill , about .04 miles away, their key Lime Pie the Butter Blackened Ribeye was amazing. Overall the trip was a success! Thank you Terry for all your recommendations and for being a great host!

Michael’s Citrus Cottage was perfect for our 6 day stay in Dunedin! It had all the amenities we needed. The bed was extremely comfortable, and the shower was one of the best I have seen in all the Airbnbs I have been to. The location is perfect also. Less than a 10 min walk to many restaurants, to 7 microbreweries, and many stores to satisfy your shopping itch. I would stay at Michel’s place again should we travel to Dunedin again.

This house is an absolute gem! It had everything that we (and our dogs) needed and more! There are so many wonderful spaces to relax in. We enjoyed the main room, screened in back porch, beautiful front courtyard, and sipped coffee in the back yard each morning by the canal. We also had a blast paddling out to the bay in the canoe! The host is super friendly and quick to respond. She has put a lot of nice touches on the property that we really appreciated. We had the best time here and would love to come back! Highly recommend a stay here!

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

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.

Fabulous time at hidden cove - only thing to keep in mind is there are only 2 beach chairs so if you’re with a bunch of beach bound guests that could be a consideration. Loved our stay and would definitely stay again when we want to be in the Bradenton area.

This was the first time staying in an Airbnb and I highly recommend this property and the management company, 5 stars ⭐️ . The home was just as advertised but better. Home was sparkling clean and I own a cleaning business in Tampa, so that says a lot! It was walkable to the beach, great restaurants and grocery stores. Everything you need for the first day/night to get you started on your getaway. The pool was clean and we loved the beach sand area of the pool area! The host and his associates were very responsive. We look forward to staying at this house or any of the other 29 properties the host has!