Waterfront vacation rentals in Oldsmar

Great location! Easy access for boating. Highly recommend staying there!

I had an absolutely wonderful stay! From the moment I arrived, the host made me feel incredibly welcome. Communication was clear and timely, and every detail was thoughtfully taken care of. The space was exactly as described—clean, cozy, and beautifully decorated, with all the amenities I could have asked for. The location was perfect, close to airport, and yet peaceful enough to truly relax. What really stood out was the host’s hospitality—friendly, helpful, and genuinely invested in making sure my stay was perfect. It felt less like a rental and more like a home away from home. I would absolutely stay here again and highly recommend this place to anyone visiting the area. Thank you for an unforgettable experience!

The location was perfect for being able to go eat, shop and go to the beach. We didn’t rent a car and other than getting there and back we never had to uber anywhere. There’s so much available practically right next door. Would definitely recommend to anyone looking to be close to all the action at Johns pass.

The place was so cute and right in the middle of everything. If I ever find myself staying over in the Tampa area again, this will definitely be somewhere I come back to!

We enjoyed everything about the condo and the area! Was clean and directly looked over the ocean!

We absolutely loved our stay at Scott’s place. The condo was sparkling clean- I am extremely picky about cleanliness and was not disappointed. The kitchen was well equipped and we appreciated all of the beach gear Scott had available for use. We loved the location and the view from the balcony is unmatched. Scott was quick to respond with the minor issue we had at check in and quickly resolved the issue. We had the best time and will definitely be back!

Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.

My family and I had such an amazing time staying at Lina's place! The apartment is even more beautiful than the picture suggest. It was absolutely spotless and we had such a nice time hanging in the pool as well as sitting out back and watching the boats go by. The beach is a quick 5 minute walk away as well as several other dining spots. Would love to come back again soon!

We absolutely LOVED this house and will probably make it an annual trip. The house is gorgeous and soooo well stocked! My whole family enjoyed the house and the games downstairs! The snacks and personalized note was such a thoughtful touch. What a fantastic spot! Chris was great too! 10/10 would recommend this listing!

Thank you for hosting us! The home is beautiful. Great neighborhood and loved all the extra touches. This was a home away from home. We were very comfortable, safe, and loved the pool! We hope to be back in the near future. Thank you!

It was a comfortable spacious home. Ideal for gathering with multiple people. Many amenities included. You could also separate into the warmth of different types of rooms. Laura allowed the family to bring their dogs which made everyone happy. It was close to main road and you could easily get to restaurants, stores or beaches.

Our stay was great, the house is very comfortable and safe feeling. Maggie responds very quickly to any issues you may have or any questions. I would definitely recommend them to anyone needing a relaxing vacation!

Excellent service, attention and good service

My family stayed for a second time. This is our go to place to stay when traveling to the area. Laura is very responsive and helpful. House is very clean and newly updated.

The house was clean and comfortable. The location was close to things we wanted to do so that was great. The neighborhood was quiet and peaceful. We communicated with our hosts using the app prior to our arrival but had no questions or problems after arrival so no need to communicate with them. We enjoyed our stay very much.

I’ve stayed at a lot of airbnbs but this is probably the best one so far! The place was spotless. They had everything you needed. Comfortable furniture and beds. Definitely not cheap IKEA stuff. The pool was amazing and spotless. Floats were very clean. Outdoor dining furniture was very nice. So pretty at night with all the solar lights. Close to Tarpin Springs and Tampa. What really topped it off was there wasn’t 2 hours of work we had to do to check out! This place is amazing! 6 stars.

Such an awesome place to stay with amazing views. Clean and had extra essentials which makes it nice. Loved the fan and TV above the bed and the large shower. I traveled alone and felt completely safe. I would definitely stay again.

Alison went above and beyond to make this trip everything and more. she was responsive, personable and kind. would stay here again and recommend to family/friends. five stars!

We really enjoyed relaxing by the pool and having the Big Bamboo bar / restaurant on the premises made it so convenient. The bed was comfortable and shower pressure good. We also appreciated the coffee bar.

It was a very clean place and a great location. We were there to attend an event at Raymond James which was only a short drive, and close enough to the beach to enjoy that as well. The balcony was nice and private. We loved being able to just sit and enjoy the peaceful water view!

It was a great stay with plenty of space and easy access to the beach. Just what we anticipated.

Just like the photos! Beautiful and comfortable for our stay… Love the location, close to everywhere we wanted to go! Comfortable bed, the couch could use some updating. The pool is very warm, but a nice spot to hang out. Didn’t get to see any dolphins 😞 Overall, enjoyed our stay, will definitely be back!

Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co

Great area. Great view. Awesome pool/ bar area!