Cottage holiday rentals in Safety Harbor

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!

Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.

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.

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!

Really cute place! And close to everything in downtown Gulfport Florida. Great small flooring community with a great community vibe!

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.

The sweetest beach cottage which was perfect for my husband and I and our two kids. We loved how spacious it felt with high ceilings and open floor plan. The beach is a two minute walk and the pool in the backyard is beautiful! Would stay again! I also appreciated the convenience of providing a high chair and beach supplies. The small details were much appreciated. Highly recommended.

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!

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.

Coral cottage was the perfect place to get to our favorite locations on the suncoast - being 10 minutes from Hellas is a godsend

We loved our stay at Hew’s place. The location was perfect and Hew was super helpful and responsive to all questions asked. So happy we found this place for our stay!

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.

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

Great place. Amazing location. Very clean, updated. Terrific value.

Such a lovely cottage with an unbeatable oceanfront location. The beach is the backyard! We loved the Old Florida feel of the cottage, but it was also very clean and well-appointed. We also loved that there was plenty of beach gear, toys, and games available for the Scruggs Harbor guests to borrow. Morgan is a wonderful host — quick to respond and around if you need her. We most certainly would love to stay here again!

Immaculately clean, exceptionally comfortable, and ideally located. The host was thoughtful and responsive. I highly recommend booking a stay here!

Tom and Pam’s Blue Bungalow provided a perfect vacation stay for our family of 4 and 2 doggies! Everything in their sweet home and beautiful backyard was thoughtfully placed to provide a calm, comfortable and inviting stay. Communication was wonderful, checking in and out was easy peasy, and the proximity to the sponge docks, local restaurants, and beautiful beaches was all within a short, easy drive. It’s rare to find a home that checks off all the boxes, but this one did! Than you Tom and Pam! We had an amazing week and we can’t wait to be back!