Cottage vacation rentals in Bay Pines

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

We love coming to Clearwater and staying at the cottages. Capt Al makes us feel like we are family and we can't stay good enough about our experience. Thank you for everything :)

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!

The house was cute, cozy and beautifully decorated. Laura was very responsive when communicating. Our family of 4 stayed for 3 nights and enjoyed the outdoor space and game room a lot. Plenty to do and lacked nothing. Just be warned about the mosquitoes if you plan on spending long periods of time in back patio area. Bug repellent was provided, however we were still eaten alive. This however did not ruin our overall experience. I would totally recommend this location to anyone and would definitely like to visit again.

3 of us were down there on a golf trip. I found the whole experience seamless, from booking to access to leaving. Jen was extremely responsive (within 30 min most times). The place was spotless and uncluttered. Had the right amount of kitchen ware for what we were looking for and the beds and chairs were comfortable. We would definitely stay there again.

I had a pleasant stay at Dallas’ little cottage. I was traveling alone with my medical foster and felt incredibly safe, even after arriving pretty late. There were guests in the house up front, but were quiet and respectful. The size is perfect for solo or a couple. The decor was tasteful, house was clean (no pet smell) and having a fence was convenient. Loved how walkable the neighborhood was too! It is an older house with typical character-filled imperfections, but I love that vibe and the warmth it gives. As a heads up to anyone unsteady on their feet, the floor does slope in some areas. The only star I knocked for description was for the additional pet rules posted in the house that weren’t in the online listing at the time of booking/stay. Biggest one to note is that pets are not permitted to be on the furniture (understandable, but a surprise). With a velcro dog, that put me in a predicament. If your needs match with the rules, it is a solid choice!

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!!!

While staying in Indians Rock Beach, the apartment was just what we needed. It was a perfect size for the 3 of us. And so close to the beach. We took his recommendations and went to Cooky Coconut while the sun was setting. The neighborhood was quiet and peaceful. Great amenities for the beach we were grateful for. Overall great experience!! Hoping to visit again. Thank you Eric!

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!!

Absolutely perfect Airbnb in every way! The location could not be better. We laughed because we had dinner reservations at Pia’s Italian restaurant and realized it was right across the street. Talk about convenience! This was hands down the cleanest Airbnb we’ve ever stayed in. Uncle Finley left us a thoughtful welcome package with a bottle of wine, beer, water, orange juice, and more. It’s clear he’s put real care into every detail to make the stay extra comfortable. Phone chargers were exactly where you needed them (no hunting for outlets), there were doggie bowls and doggie bags for our pup, Uncle Finley was super responsive to questions and genuinely committed to taking care of both his guests and this beautiful home. We’d come back in a heartbeat. Don’t hesitate just book it! Tip: In addition to Pia’s homemade pasta with pesto sauce, I’d also highly recommend the restaurant Pearl by Chef Karim for an unforgettable meal! The Pearl is a testament to culinary excellence.

Staying at Shane's place was wonderful! Our family stayed for 8 nights. It was just as described, and the pictures were extremely acurate. The place was very clean and it really was just a short walk (maybe 3 minutes) to the beach. We had everything we needed for our stay. Diane was extremely helpful and responsive and she answered all of our questions in a very timely manner. The neighborhood is beautiful, quiet and very safe. Another family was staying upstairs during our stay, and although you could hear them a little bit, we had no issues with the shared access areas because they were super nice and friendly, too. The beach is absolutely gorgeous and not crowded at all. We had access to beach equipment (chairs, unbrellas, etc, which was a bonus for us). It was a perfect beach vacation for our family of 4 and we can't wait to stay at Shane's place again!

Extremely convenient. Exactly as described and pictured. Walls are paper-thin between units, so we did hear the other party come in late one night. That was not enough to deter me - I would book here again in a heartbeat. Very easy to walk to the beach, clean, cute, comfortable bed, very clean bathroom and kitchen - great stay. Close to good restaurants.

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!

What a fantastic day. It was within perfect walking distance of downtown and an easy drive to Clearwater Beach. We will stay there again.

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!

Second time staying at the beautiful place! Will again!

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.

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!