Family-friendly vacation rentals in Hillsborough County

Charming private guest house.

Our charming one bedroom guest cottage on Davis Islands sleeps 2 (queen-sized bed). Bathroom with large shower. Clean and cozy room has cable tv, wi-fi, mini fridge, microwave, Keurig coffee maker. Gorgeous neighborhood, walking distance to downtown DI restaurants, coffee shops, rentable bikes, Amalie Arena, the Riverwalk, Hyde Park, downtown Tampa, the Convention Center, Channelside & TGH. 2 miles from cruise port. 15 min. drive to Bush Gardens. Enjoy the sunset at the end of the island.

Luxury Townhome - Tampa/Hyde Park/Amalie/Bucs

Location & Comfort! Expertly furnished & decorated 3/3.5 townhouse for up to 7 guests w/ all the modern conveniences you need. Park in your 2-car garage but walk to the very best of what S. Tampa & Downtown have to offer. Urban location just 1 block from the splendor of Bayshore Blvd. Walking distance to Hyde Park Village, the Riverwalk, University of Tampa, Amalie Arena, Convention Center, Tampa General Hospital, Davis Islands & Gasparilla parades. Just a 5-10 min Uber ride to Ybor City.

Tampa Heights Bungalow (Close to UT, Downtown)

Bungalow style home located in historic Tampa Heights. Really convenient to everything. Just minutes from Downtown Tampa, University of Tampa, Raymond James Stadium or Busch Gardens. All the furnishings are set up for your enjoyment and comfort. You will have the entire house which is located in a great area just north of Armature Works and the Riverwalk. Whether you are visiting Tampa for business or pleasure, you will be much more comfortable here than staying in a hotel.

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.

The Lassing House

A very beachy, cozy and charming detached house with private access and parking. It is fully furnished with a fold out couch memory foam mattress and open bedroom with queen bed. One block from beautiful Lassing Park on Tampa Bay. Gorgeous sunsets, amazing museums, restaurants, concerts, breweries and beaches are just minutes away! Equipped with a mini split AC, the apartment stays cool and quiet. Note that the cottage is equipped with a stove but no oven.

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Industrial Chic Guest House Seminole Heights Tampa

INDUSTRIAL CHIC GUEST HOUSE, TAMPA FL Article from Kim {Tidbits&Twine} So just what is Industrial Chic? Industrial Chic is a design style that finds beauty in aged, utilitarian design. It's aged woods and worn textures mixed with forged or welded metal. Tin, aluminum, iron, steel are all used in Industrial design so long as they have a matte finish and little hint of patina. Published June 9, 2013

★RUSTIC RESERVE★ Walk to Hyde Park, SOHO, Bayshore

Location, Location, Location! Completely updated 2/2.5 condo. Park in your private parking space and walk everywhere. It is located in the heart of South Tampa and within walking distance of SOHO nightlife and Hyde Park restaurants. 5 - 10 min Uber ride to downtown, Amelia Arena, and Ybor. Walk to Bern's Steakhouse, rated as one of the top 5 steakhouses in the nation. I hope you enjoy your stay!

Tiny House in Historic Ybor City

Located in the National Historic District of Ybor City (and less than 5 minutes from Amalie Arena, the convention center, downtown and cruise ports!), our little cottage stacks up perfectly with the charm of its older neighbors while featuring all the modern conveniences. Tucked away from the energy of Ybor's renowned 7th Avenue, it's a short walk to plentiful dining/entertainment options.