Guesthouse vacation rentals in Hillsborough County

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

Cute Guesthouse by the Riverwalk, w/patio and WFH

Enjoy a stylish experience at this centrally-located detached guesthouse with patio and fire pit. Fully equipped with a WFH setup for your workcation and close to all Tampa has to offer. The Riverwalk as well as Armature Works is close. It’s a quick ride to the stadium. A walk on the beach is a drive away. Easy access to Tampa International airport . Quiet guesthouse recently refurbished with a full kitchen and a dedicated work space. Wifi and air conditioning. This is a non smoking property

Guest House close to Attractions

Our guesthouse is a great space for a couple or two friends traveling together. We have two beds for your stay. One is a traditional queen in the back bedroom space and the other is a queen foldout couch in the living room space. There is a small kitchenette with sink, refrigerator/freezer, microwave, coffee maker and toaster. You will enjoy many great independent restaurants and breweries my neighborhood has within a short distance. Plenty of space in yard to relax and hang out as well.

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Large Charming Hyde Park Cottage-Walk Everywhere!

Our spacious 850sf Historic Hyde Park cottage is blocks from Bayshore, a short walk to Bern’s, Hyde Park Village, and numerous restaurants and bars! This charming 2/1 (queen/twin), 2nd story carriage house is in the heart of Hyde Park! Please send a message if you do not see your dates available. Note that the cottage is not next to the highway as the map view may suggest. Ask about amenities in our well-equipped kitchen and longer-term stays.

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Get ready to relax and enjoy the island life at this "Key West" style guest house! This Pass-A-Grille 1 bedroom apartment is located less than two blocks from the beach. This is the Upstairs 2nd floor unit of a two apartment cottage that is situated on the property, behind the owner's main house. The apartment has a full kitchen, living area and a side nook with a set of bunkbeds. There is also a small upstairs porch to sit and enjoy the view!

Private guesthouse in Historic Old Northeast

This unique guesthouse is in a great location in Historic Old Northeast. Located 4 blocks from St. Petersburg's beautiful waterfront parks and a short walk to downtown St. Petersburg. The downtown area has a ton to offer including the newly renovated pier, restaurants, shopping, music and museums. Great for singles, couples and business travelers.

Beautiful brand new guest house - Hyde Park

Enjoy a stylish experience at this centrally-located place. This beautiful brand new 1 bedroom guest house is walking distance from Bayshore and Hyde Park Village. Short 10 minute car ride from downtown with free easy parking. Perfect retreat for someone looking to enjoy Tampa! Please reach out with questions!

Adorable 1 bedroom guesthouse Near USF

Take it easy at this unique and tranquil getaway. This beauty is less than 1 mile away from two of Tampa Bays main attraction parks Busch Gardens and Adventure Island, as well as the University of South Florida (USF). The property is detached from the main property, with its own entry.