Cottage vacation rentals in Treasure Island

Very responsive, helpful hosts and a wonderful location with lots to offer.

This is the kind of neighborhood where you don’t mind walking the beach at night alone, or leaving your things out on the porch to dry. If you’re looking for the sterile feel of a hotel or condo, this isn’t it. This place has all the character you could dream of, we wished we could’ve moved in permanently!

Great old school beach cottage. Perfect for my Son and me. The Capt. and especially the First mate made it 5 stars!

Really enjoyed our stay at the Captain’s Cottage! Nicely kept, with thoughtful amenities. Hope to be back someday to explore more of Dunedin.

We absolutely loved it here. It was very clean and had everything we needed. Hot tub was a great amenity. The shed full of beach needs was amazing! Definitely would stay here again!

We had a wonderful time staying here! The location is phenomenal and it was always quiet outside the home, day and night. You can walk to restaurants, bars, shops, and more in less than 2 minutes. Beach access is 15 or so minutes away as well. The home was clean and well appointed for 2 people and the host was always responsive and nice. We were also able to bring our dogs, which we appreciated. We love Safety Harbor and will definitely stay here again!

Capt Al and his crew were friends and attentive to all our needs! Great location with a great vibe that has easy access to the beach!

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!

We LOVED staying at Christopher’s. The apartment was exactly what we needed. The neighborhood is adorable and so close to downtown. Christopher was an absolute gem of a host who went above and beyond to make sure we had a great stay. So grateful! Would return.

Everything about our stay was as near to perfection as possible.The cottage interior is decorated in a modern minimalistic way to make the small cottage feel more spacious. Everything was clean, and we thought Lisa had thought of everything detail. She quickly responded to our two questions. When I need a place in St. Pete again, hers will be the first choice. Yhanks for making it a very relaxing place to be.

We absolutely love staying at this property! It is our third time booking. The cottage is always impeccably clean and in a very safe area. It is stocked with everything you need. We love Coral Cottage! And Barbara is very friendly and so responsive. Dunedin is an amazing, quaint little town with so many wonderful food choices. Cafe' Alfresco is our personal favorite. Barbara's cottage is just a couple blocks from downtown Dunedin and only a 15 minute drive to Honeymoon Island State Park or Clearwater beach. I always pick up a piece of jewelry as a memento when we go on a trip. Just kitty-corner from the Airbnb is a charming jewelry store filled with beautiful, unique pieces that are reasonably priced. Romantique Jewelers. Just ask for Kimber, she's a doll! Don't hesitate to book this property for your next trip!!!

Cozy place perfect for a family. Neighborhood was quiet. The beach was a flat 5ish minute walk away.

You can truly tell that these owners put their all in to what they do. The suite was so clean and nicely decorated and they went the extra mile to include everything you might need. They even included a sweet treat at check in which we enjoyed. We will definitely be back again!

The location was great. Place was tidy and clean also checking in was super easy. Tons of things to do nearby. Neighborhood was quiet. Host was super responsive and made our stay perfect! Would book this again it’s just as you see!!!

Beautiful little house, only a 1 block walk to the beach. Many restaurants, bars, shopping areas all within walking distance. The sound of the pickle ball players and laughter in the park while sitting on the back patio was a very nice touch! Overall fantastic experience, we will be back!!

Second time staying at the beautiful place! Will again!

Great host. Nice and clean apartment and like 2 min from the beach. We loved it and would definitely go back.

The most coziest, CLEAN, beautiful place to stay. It’s a small space, but the amazing skylights on the ceiling and the windows that give natural lighting make the space feel so much bigger. The neighborhood is quiet & peaceful. Really enjoyed how everything was walking distance. Loved going out & coming back feeling like I was right at home. Would definitely love to come back & stay here again.

I had such a wonderful stay at this adorable Airbnb during a personal retreat. The hosts were incredible. They were attentive, thoughtful, and so helpful with recommendations for local attractions, walking trails, and hidden gems. They made me feel completely safe and assured, especially with the clear security features and helpful guidance throughout the space. The house was sparkling clean, beautifully maintained, and filled with little touches that made it feel both cozy and fun. Directions were easy to follow, communication was seamless, and the whole experience felt welcoming and grounded. I’m so grateful I chose this spot. It was the perfect home base for such a meaningful trip. Highly recommend!

I went with two girlfriends for a girls weekend and this was the perfect spot. Across the street from a quiet beach and lots of things to use like bikes, stand up paddle boards, and beach chairs. The place itself is super cute and comfortable, although I think three people would be the most I’d try to fit in there. Andi was very friendly and responsive and made sure that we had everything we needed. There’s a cool bar that is literally right outside of the place, but unfortunately it was closed during our stay. Maybe it’s for the best though, because it’s open until 2am!

Lisa’s place was perfect for four of us attending graduation in Tampa. The house was clean, very comfortable, and the backyard was beautiful. The extra welcome gifts were a nice touch. Would definitely recommend!

I absolutely adored this home! I live in Charleston and work remotely, but my corporate office is in Largo. I travel there quite often for work, and have always stayed in hotels. This time, I wanted to try something new and I will never be able to go back! I truly hope that I can stay in Chanel and Justin's place for ALL my future work trips and have already shared it with co-workers, as well. The photos are accurate and I would even say they don't do the place justice. It was spotless when I arrived, and I appreciated a soak in the tub after a long work day. I slept in the front bedroom and it was SO COZY! I really enjoyed the Florida room and ended up doing quite a bit of work out there on my laptop. Neighborhood was peaceful, quiet, and I felt safe. The beach was a quick 10-15 minute drive, allowing me to catch a sunset. There are plenty of DoorDash options for those that don't want to mess up the spotless kitchen. Highly recommend for business or pleasure. Will be back soon!

Very nice and quiet neighborhood. Crystal Beach sunset was beautiful. Well’s Spring park was a nice park for walking the dog. Everyone was friendly that we met while walking. Would book again.

My husband and I stayed at Jude’s place for a long weekend. We had a great time. The condo is right next to the beach and it was the perfect size for us. Very clean and inviting. Jude was very responsive to questions and messages. We will definitely be coming back.