Family-friendly holiday rentals in Oldsmar

Great location, Jason’s eye to detail was perfect. He was responsive to every call. The house was absolutely beautiful. It was a peaceful time and minutes from the stadium and Ybor

Loved staying at this Beach House, location was fantastic, right by the beach, quiet neighbourhood and close enough to everything we wanted while staying in a really peaceful and relaxing home. Would definitely book again and recommend.

Great value!! We loved the pool area and very quiet neighborhood!

This home was the perfect place to stay for our family vacation. Charlie was responsive and provide incredible recommendations anytime we asked. The yard was private and secure and the neighborhood was quiet. The home has everything we needed! We didn't have to travel more than 30 minutes to beaches, delicious restaurants and ice cream. I would absolutely stay here again!

Great location, great character, great value. Pool was an excellent space to hang out at during the day and nice central location for everything else. Would stay again.

Cozy little place, well decorated and clean. Bed was comfy. The pull out bed was good enough for my 6 yr old, but would recommend bringing a pillow for it if you’re going to use it. There isn’t one in the room for it unless you use the main bedroom pillows. We beached most of the time and didn’t watch TV, but if we wanted to the couch wasn’t comfy for lounging around. We loved the balcony though! The only “complaint” would be all the coffee supplied was decaf and it was a shock the first morning after getting in super late. So, bring your own coffee just in case. Host was super helpful when there was any other issues. Very kind and accommodating! Plus they supplied plenty of TP and PT, beach towels and towels. Can’t wait to come back!

We had an amazing stay at the Bombshell Beach House! The home was spotless, beautifully decorated, and stocked with everything we could need, plenty of towels, linens, and even luxury toiletries. The beds were incredibly comfortable (I bought the same pillows after sleeping so well!). The views were stunning, perfect for morning coffee or watching dolphins. It was a short, easy walk to the beach, restaurants, coffee shops, and boutiques. The pool and hot tub were a hit with our whole family, from our toddler to teens. What made this place truly special was the thoughtful checkout, we didn’t have to take out trash or do dishes, which made it feel like a real vacation. We still tidied up a bit, but it was so refreshing not to have a chore list at the end. Everything about our stay was relaxing, thoughtful, and easy. We didn’t want to leave and are already planning our return. Highly recommend!

Russell's Oasis was exactly as described. The setting was peaceful and the condo was very clean! If we are back in the area, we would definitely stay here again.

This was the perfect location for our family. We loved the proximity to the beach and restaurants. The place was clean and well stocked. Would love to come back.

Great place with a huge pool and the walk to downtown and surrounding shops was a stones throw away. The host answered with any questions we had promptly and provided my girlfriend and I was an outstanding stay! I would love to stay with you guys again as soon as I can! Thanks for a great weekend in Dunedin! What an awesome little town!!

This house was great and we would stay here again! We even had a 6 month old with us and one of the bungalows was big enough for mom/dad and a pack n play! The air was perfect and cold like we liked it and the extra bed in the room with the king was perfect to kick the snoring husband to after a full day in the sun. Such a great idea, that I came home and instantly thought about doing the same set up to our master bedroom nook, lol! Just brilliant! Everything was supplied, TV’s everywhere, enough beach chairs for everyone and the chairs were in great shape also! Easy to find, close to beach and shopping! We will definitely stay in one of Stephanie’s homes in the future. Thanks for a lovely weeks vacation! Had a blast!

My fiancé and I along with our dogs had a great time staying at Elaine’s place! The house & views were beautiful. We will definitely be back.

We recently wrapped up an AMAZING stay at The Lobster Beach Bungalow. Everything was as described- charming ‘old Florida’ feel and close proximity to the beach (50 steps). It felt like a miniature resort. We got to meet other vacationers staying at the other bungalows, which was pretty cool. We were even able to enjoy the pool on a day where the gulf waters were a little rougher. There are a lot of eateries within walking distance. We tried a different coffee shop every morning- yum! The bungalow itself was comfortable and had everything we needed for a great stay. The kitchen had we could have desired should we have decided to eat in. Too many yummy local eateries for that for us though! We also loved being able to have our fur babies with us, as no vacation is complete without our whole family. We look forward to returning next year with some extended family to experience this peaceful paradise. Thank you, Liz, for creating a place that feels like home away from home!

This adorable bungalow was perfect for a long weekend getaway! They have all of the amenities, it is centrally located, it's clean, and they communicated very well. I will definitely come again and recommend your place!!

As a solo 74 year old gal with an English cocker, safety is most important. I was very comfortable and felt safe. there. Just a lovely place and nice people

Everything was great! I loved the decorations! Thank you for having me!

The condo has everything you need to have a great holiday and not spend a fortune doing it. The cooker works well and the hob is very fast. We prepared our own meals most nights and ate outside overlooking the pool. The bathroom is well set out and the shower hot and powerful. What really appealed to us when booking was the access to a pool and not having to drive to, or pay for parking at a beach. It’s less than a five minute walk across Gulf Boulevard and Joy supplies chairs and an umbrella. The pool was clean and not at all busy. The area is safe and pleasant with easy access to Indian Rocks beach too. We had a day out to Universal Studios, an easy two hour dive away. Locally there are a few restaurants and cafes within walking distance, the Conch Grill is particularly good with a very generous happy hour from 11am - 7pm. We would like to return and highly recommend this accommodation.

We had a wonderful stay here! It was very close to everything we wanted to do and their hospitality was phenomenal. We hope to come back and stay again sometime!

This was a great space, loved the outside space, the hosts were very responsive to any questions we had! We loved our stay here.

The absolute best place to stay in Indian Rock Beach, great local restaurants and across the street had the best ice cream

Lina's place was wonderfully decorated and we felt very at home. The beach was only 2 blocks away and the host provided umbrellas, chairs, cooler and wagon, making our beach day a breeze. There's also pickleball and park nearby. Overall we enjoyed our stay and hope to be back again.

Great place to stay, I would recommend to any small family or couple looking to enjoy the gulf coast and all it has to offer. The unit is comfortable and well taken care of. 10 out of 10!

Great location, and host provided everything we could need whether it’s at the apartment or at the beach.

My family and I felt right at home!! The home was very spacious with lots of areas to hang out alone or with each other! Conveniently located for Land O Lakes and Wesley Chapel area. All beds were extremely comfortable. Plenty of towels and linens. Huge kitchen. Loved listening to and watching the birds out back!! Calvin was very quick to respond when we could not get a tv working and was willing to get that issue resolved during our stay. I would definitely stay here again!!!