Cottage vacation rentals in Tampa Bay

Philippe & Stefani’s place has been one of my favorite stays on Airbnb so far. It’s thoughtful, cozy, serene, and peaceful. I absolutely loved it here and wished I could have stayed longer! I’ll definitely look for this place the next time I’m in the area.

This was our second stay at Clearwater Cottages and it was just as great as the first. We love the old Florida charm and it is in a great location that is walkable to the best restaurants. Also walkable to many bars and shopping. The free parking is nice too. As he mentions in the listing, the building is older and has some quirks, but the cottage is adorable and you really are steps from the beach. We also love that we can bring our dogs and the location is near the dog friendly part of the beach. It was a great stay!

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 the best time - it was everything we could've wanted in a rental! This was our first time staying in Holmes Beach and we loved it. The house is close to everything in town. We used and enjoyed all the wonderful amenities that Craig provides - the golf cart (a must!), beach cruisers, beach wagon, umbrella and chairs. The pool, hot tub and hammock were also a highlight for us. We can't wait to come back!

We enjoyed our stay at Fredy’s house. The house had a great open kitchen, dining and living room and was perfect for a group of four golfers exploring North Tampa golf courses. The house was clean and had comfortable beds. The pool was a fun addition! It’s a very quiet neighborhood and is easy access to surrounding golf and restaurants are a quick 10 min drive away.

We had an amazing experience at Laura’s cottage. The property was exactly as described—clean, comfortable, and fully equipped with everything we needed. The location was perfect, close to beaches, shops, and restaurants, yet in a quiet and peaceful neighborhood. The host was incredibly responsive and made sure we felt welcome. Check-in and check-out were seamless, and we really appreciated the photo shoot areas around the house. We would definitely stay here again and highly recommend it to anyone visiting the area!

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!

My boyfriend and I had a wonderful 5 night stay at Amy's for my first visit to Florida. The space was clean, the bed was comfortable, the kitchen was well stocked and the outside space was a peaceful area to spend our mornings. The hot tub in the evening was a perfect way to end the day of exploring. Short driving distance to the beach and other lovely neighbourhoods. We would absolutely recommend, and would be happy to stay again.

This place was exactly what I wanted! It was super cute, so close to everything we wanted to do, we walked everywhere! The front and back decks were incredible! Couldn’t have asked for a better stay!

We loved staying here! The location is fantastic- quick 2 minute walk to the beach and walkable to several restaurants (across the street from some GREAT ice cream!). Steps to a small playground as well! House was clean and spacious feeling. The kitchen is well stocked, felt very comfortable cooking a meal there! We actually were there right before some inclement weather- and I was incredibly appreciative of the communication with Sandy Feet VR about evacuation. We will gladly stay here (or any of their other properties) again!

Barbara was a great host. She responded so quickly to my questions. Her cottage was immaculate, organized and had everything you would need to feel like you were at home. Location was walking distance to downtown and the Pinellas County Trail was across the street. It was great to be able to have our dog with us. Fenced in area to let him out. Barbara even had dog treats!!

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!!

A Hidden Gem by the Beach – Perfect for Families! I wanted to surprise my family visiting from Texas with a beach getaway, and discovering Mrs. Nicole’s home was truly the highlight of our trip. It couldn’t have been in a more perfect location—just steps from the beach and close to everything we needed. The home itself was charming, spacious, and beautifully maintained. Nicole thought of everything—from an abundance of fresh towels to a fully stocked kitchen that made me feel right at home. One of the best perks? A beach buggy ready to load up with all your supplies—no more lugging chairs and bags in the sun! My mom, who has difficulty walking long distances, especially appreciated how easy and quick the walk to the beach was. She had no complaints at all—which says a lot! If you’re looking for a relaxing, convenient, and family-friendly place by the ocean, I highly recommend Nicole’s home. It’s absolutely worth every penny. We’ll definitely be back!

This was our second summer in a row staying at the cottages. We always have a blast.

This is our second time renting this home because it’s so great! It’s also the perfect location for my son’s tennis training. Krista always responds quickly with any questions. One of these days I’m gonna use that beautiful backyard. Maybe when I come back in August.

This place was beautiful and well kept. The heated pool was perfect as we spent a lot of time in it with our kids. The beach was literally right across the street and they had everything you needed to enjoy it! Perfect place and perfect location!

Everything was LOVELY! The kitchen was fully stocked with everything needed, much appreciated! The home was super clean and peaceful. The pool was warm and clean ... the shower outside was amazing! Our stay was truly amazing and peaceful ... a home away from home.

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!

Everything was awesome the cottage was very cozy. Perfect beach. The only inconvenience I would say we had was the fact that we booked for 5 guests and only received 2 parking passes, therefore some of our guests did not have parking passes and led to the worry of their cars being towed. They then had to pay for their own parking for their stay, other than that we had a wonderful time. We would love to come back and stay, everything else was beautiful. Thank you so much.!

Great location

Our stay was wonderful; the cottage was just as described and looked in the photos. Everything inside was immaculately clean and very well maintained with plenty of amentities available throughout. We were extremely please with our choice to stay here, as it was our first experience with an Air B & B and would be more than happy to suggest this as a place to stay for anyone.

The Alafia River House did not disappoint. Check in was easy with helpful photos & directions. The neighborhood is pretty quiet but yet close to everything too. The house is tucked in right on the river, the yard is lush & Florida tropical, it is the perfect place to sit & read, eat a meal or take a nap. Watching the chickens and surrounding nature are an added bonus. The home is old with character, but so clean & refreshing. All the things you need and more are carefully stowed in antique furniture. Martha is easy to contact, but you shouldn’t need anything. The kitchen is up to date & has all of the extra things that you probably forgot to bring. My husband and I had a sweet trip & the Alafia River House was a gem. Thank you Martha.

We enjoyed our stay at this cozy place! It was clean with lots of storage space. The kitchen had a good supply of dishes and other cooking essentials. Loved the screened in porch!

We had a wonderful stay here! We’re a family of 6 and fit well. It was a little warm, but we turned the air all the way down and bought fans for the bedrooms. Patrick and Anna were very responsive and helpful with all of our needs. There were plenty of extra linens and towels for our stay and trips to the beach. I would absolutely recommend staying here!