Waterfront vacation rentals in Oldsmar

Excellent location and had all you need for a beautiful stay at the beach. We loved being able to walk everywhere. Appreciated how pet friendly the place was and yet super clean. Must stay here if visiting the area!

Perfect getaway! Loved the location and amenities. Being able to kayak right from the dock was amazing. The hot tub was a great way to relax after a fun day on the water. Would highly recommend.

John was a wonderful host! His arrival instructions were detailed and super helpful, and he responded to all of my questions immediately! The Airbnb was lovely, super clean, cute and exactly what we needed for the weekend (and the backyard area was the perfect place to sit near the water and relax!). If you’re looking for a peaceful space that is still super close to everything you might want to do in Tampa, I highly recommend booking a stay here! We will definitely book here again the next time we are visiting Tampa.

What a gem this place is! The view is stunning, and you could not be closer to the beach and grocery story (3 min and 1 min walk, respectively). The pool is great, and you also enjoy the view of the bay while lounging there. We stayed with our 2 kids, including our 1 year old, so having the pack-and-play and high chair was very helpful. The closet is stocked with all that you need for the beach, including sand toys, a beach wagon and chairs. We look forward to coming back soon!

Nice place! Great location- very responsive host.

I would highly recommend Kimberleys place. Perfect location right on the bay. It was so peaceful and quiet and if you wanted to go have a not so quiet night and fun it is a short walk to a lot of different establishments. The space was super clean, very comfortable. I will definitely reach out again when I return to the area.

We absolutely loved our stay here. Sitting on the deck looking at the view was my favourite thing to do here. It’s really close to bars, restaurants and shops- and the beach! The listing says there aren’t any direct water views from inside the unit- I’m not sure why it says this as you can sit on the sofa in the lounge and look at the water, the bedroom can also see it, albeit partly obscured. This place is 10/10 for me and I wouldn’t hesitate returning

We loved our stay at Tom’s place. He was an awesome host and extremely helpful. Perfect place to come back to. It is two flights of stairs if you are staying on top , which was fine for us.

We had such a great stay at Ashley’s place! The space was clean, fun, and full of positive energy. There was no shortage of things to do—between the pool, paddleboards, canoe, dart board, and ping pong table, we were entertained the entire time. The rooms and beds were comfortable, and everything was well-kept. Ashley and her co-host were incredibly friendly and respectful of our privacy, staying in their own attached living space. We only saw them briefly on Sunday morning while they were outside doing some yard work—otherwise, we had the place to ourselves. It was a perfect spot for me, my 14-year-old daughter, and her group of eight friends. Everyone had a blast. Highly recommend!

Michael's home amazing from the moment we walked into the beautiful foyer! The home was spotless, had abundant natural lighting, all modern appliances and electronics, gorgeous décor, but still had a cozy at-home vibe. The pool and game room were just the icing on the cake! The beds were very comfortable, which is something I'm very particular about. We would definitely return to this air bnb! Michael was a wonderful, personable, and responsive Host, and did not hesitate to answer any questions I had about the property. The grounds are beautifully maintained, and the pool was actually cleaned twice during our 9-day stay. My husband appreciated the workout area, and I enjoyed relaxing on the very comfortable patio furniture. Definitely 10/10.

We were pleasantly surprised to find this home as it appeared in its photos. We have experienced the opposite. This home was beautifully maintained - very clean - no clutter. We so enjoyed the covered outside kitchen and sitting area. It seemed pretty private, and provided so many things to entertain: air hockey, massage chair, sauna, jacuzzi, fishing poles........... It's a great house for a family. Would definitely consider renting this again in the future. Thanks for making this such a welcoming home!

My family loved the house. My wife is really pick with cleaning and for the first time she loved everything, even the smell of clean sheets. We love the space, it was perfect for our big family. Totally recommend!!!!!!

Our family had a great stay at this house and we really enjoyed the accessibility to the islands with the pontoon boat.

Great place to stay! Can’t to town for a concert at the Yuengling center and was about a 20min car ride. Walking distance to the hard rock which was awesome! The house was very clean and the view was great! Michael was vey nice and responsive. Will definitely stay again!

My family enjoyed our stay! Nice spacious clean home with host that communicates well. Would certainly stay again, the pictures don't do the actual place justice very nice home!!

Dafran's house was one the best places we have used. He is a great host and his responses were in timely manner. Place was sparkling clean and spacious. We already referred his place to our friends. He is very well organized and thoughtful. His house is on the water front with beautiful view. I can go on and on praising him and his place since it was so nice. He also has bunch of games for kids to play. Keep up the good work Dafran.

Had a great time very clean and peaceful my host was amazing and very communicative definitely coming back!

We had a great stay! I rented the place for myself and my two daughters (13 and 7) for a week, and everything was smooth and enjoyable. The views and location were beautiful. My older daughter had a swim meet in St. Petersburg, about 25 minutes away, and the drive was easy. We visited Upham Beach, just 10 minutes away. The pool area was our favorite, great views, a nice breeze, and plenty of seating. Urzula provided beach towels, which was super helpful. The hot tub was relaxing, and we loved the rinse-off area by the pool. The condo was cozy and well-equipped. I enjoyed cooking with the water view, and the oven didn’t heat up the space. My older daughter used the bedroom, and I shared the easy-to-set-up sofa bed with my youngest. Urzula was very responsive and updated our booking when we needed to arrive a day early. Check-in was smooth, and parking felt safe. I highly recommend this place and look forward to coming back!

This place was wonderful. Very well stocked condo with everything you could need for your stay. We loved walking to dinner at night and watching dolphins from the balcony in the mornings! Great place to stay!

This is a great place to vacation! Everything was as stated and David stayed in communication through texts. We didn't need to contact him because everything was so clear. Would highly recommended staying here!

Our family of 6 had the best time! Our condo was so nice, clean, and comfortable. It was great to have beach towels and chairs to use as well!! The beach and view was amazing. We had no idea it would be so beautiful. The pool wasn’t quite ready but that didn’t matter (repairs due to the hurricane) the ocean was enough. Our son rented a fishing pole from Hubbards Marina and had the best time fishing off the shore while our other kids swam. We would go back and stay at the same place again. The beach was not crazy busy. Early mornings and late evenings were so peaceful.

The condo location is perfect as it's across the street from the beach but the condo overlooks the bay so it is peaceful and you don't hear any of the loud motorcycles/cars that go down the main street. I was able to find covered parking at the condo everyday so your car isn't baking in the sun. You also have access to a pool and hot tub that we used every day. You are only about a 5 min walk to St. Johns Pass - which has numerous restaurants, water activities, shopping and ice cream shops.

The condo was beautiful. Clean and spacious. Lots of amenities. Close to the public beach, restaurants, bars, and shops. Plus David ordered a perfect week of weather for us! Wonderful.

Rosana had all the amenities we needed like a small cooler, ice maker, sun block etc. She's a thoughtful host. We LOVED the sunsets from the balcony!