Guesthouse vacation rentals in Hillsborough County

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!

It fit our needs perfectly. Sonya and Chris were both warm and welcoming and strived to make sure our needs were met. There was one glitch with washer/dryer but they made sure we still had the ability to use theirs. Very much appreciated. The bed was comfortable and the pillows as well. A pillow is often too big, these were just right. Having a granddaughter nearby, we hope it is available for future visits. A great two weeks.

The guesthouse was perfect for my trip, I was traveling alone and in town to help a family member move in to their new home. I was busy during the day and it was nice to come back to the guesthouse in the evenings. The neighborhood is beautiful and quiet. There are a few restaurants and shops within short walking distance. Everything was very clean and the space is minimally furnished with just the bare necessities for a short stay.

A very cozy and peaceful experience.Everything that you need to go to,from restaurants to retails,are very close by.James is a very friendly host.

Great place to stay. Clean and convenient to Hyde. Would def stay there again.

Ryan’s place was great! The bed was so comfortable and we enjoyed the muffins, orange juice, and beer that were provided upon arrival. Perfect location, being only about 15 mins from everything we wanted to do! We were able to go down to Clearwater and St. Pete Beach as well and it was only about 40 mins away! The pool and kayaks were also a plus and Ryan helped us get the kayaks out and ready for us to use!

Bebe's Casa O is at a quiet neighborhood with tranquility all around. Well maintained guest house, clean and cozy with a hospitable host. Looking forward to returning.

Dirk was an incredible host from the moment we booked. He replied quickly, sent clear check-in instructions, and even had the house ready earlier than expected. The home is located in a charming historic neighborhood that’s both central and peaceful—perfect for families. Everything was clean, and the bathroom was spotless. Having a private parking spot was a huge plus. One of our favorite details was the beach chairs available for guests—small touches like that made our stay even better. We truly felt at home and would happily return to the Treehouse. Thank you, Erika and Dirk, for a lovely experience!

Absolutely loved staying at Turtle Cottage!!! The listing was exactly how it was described/pictured and the pool and hot tub were out of this world. Jessica was so helpful to us throughout our stay and offered many recommendations for the best food or experiences! Anything we needed she was just one message away and super responsive. 10/10 would stay again.

Cute studio, clean and neat. Nice neighborhood in an older part of Tampa. We stayed with our little dog and easily found nearby dog friendly restaurants.

We really enjoyed staying here. The guesthouse was really clean, had everything we needed for a weeks stay, and their location in Apollo Beach is just beautiful. Rose was very responsive with any needs or questions and really friendly anytime we interacted. I would highly recommend this location and plan to recommend it to any family and friends visiting us in the future.

Although, my schedule changed last minute, my adopted nephew was able to utilize the stay and was happy to have a place to relax and rest after training all day.

Went for the weekend to see Metallica and Justin’s place was the perfect spot to lay low and enjoy the weekend! It was close to everything and just a short Uber ride to the show! Would definitely stay again!

Our host was very helpful and responsive with clear instructions on how to enter the property. Everything was clean and appeared as listed. The host was even accommodating with check-out times.

It was a pleasure staying at Camila’s place. Everything was as described in the description of the property. I had no issues with my stay.

We truly enjoyed our 8 night stay at Jordan’s Cozy Bungalow! Perfect location for us and definitely well priced. It had everything we needed, was spacious for two, private, convenient, very well kept, and easy to find. Parking was on the street, but she offered driveway parking when away for a few days….which we very much appreciated! Jordan was such a gracious and attentive host!! We will definitely stay with her again!!

Definitely recommend! Very comfortable, spacious and clean!

The property was perfectly located, close to downtown Tampa and situated within the quiet, leafy neighborhood of Hyde Park. The apartment was tastefully decorated and contained every amenity you could wish for, right down to the basket of goodies in the kitchen. Fully equipped kitchen and bathroom. Excellent air conditioning and temperature control. Bedroom beautifully furnished and king size bed super comfortable. Lisa communicated very well both before and during our stay. She gave us great recommendations for beaches and restaurants, and her guidance related to ordering an uber made that super easy also. We’d highly recommend staying here!

Nicole’s place was so beautiful and clean. It was the perfect place for my husband and I to stay on our trip to Tampa to visit friends. It was private, the inside was a great retreat from the hot outdoors with a lovely couch and tv, and the courtyard was wonderful to sit and have lunch and watch a storm roll in. Couldn’t have pictured anything better.

I enjoyed visiting Tampa and that I could bring my cat, Piper. The tiny house is pretty much a straight shot to a trolly stop & the trolly is frequent free which is great. Plenty of snacks and breakfast items were provided, which I really appreciated. The host even brought me a container of milk.

I am frequently in St Pete's and love staying in Kenwood. This is a great place-perfect location, of course, but also perfectly clean, very comfortable bed and linens and fully equipped kitchen. I Really Loved the decor-unfussy, but with interesting touches everywhere. Wish my house looked like this! Would stay again any time.

Fantastic stay! The house was exactly as described - if not better. It's located in a beautiful, quiet neighborhood that felt very safe. It's walkable to a lot of great restaurants, and was so close to downtown and just a short drive from the beach. The hosts were incredibly kind and communicative. I'd 100% stay here again!

This was the perfect getaway from the cold Jersey weather! Your cozy guest suite was the ideal landing pad for our daily adventures in the area. The proximity to downtown, Ybor and to our new baby nephew in Riverview helped make the most of our time here in Tampa! The place is gorgeous, thanks for making this trip one to remember!

Comfortable home in a beautiful neighborhood