Locally Owned and Managed Vacation Homes You Can Trust

As part of Roofstock, Craig Rashkow and the Casago Tampa team bring national resources and expertise to the property management and vacation rental community in Tampa. Above all, they keep everything grounded in personal relationships while delivering the highest level of care, attention, and trust. This standard is further grounded in ensuring owners feel fully supported.

The Casago Tampa team lives and works here, so they understand what makes the Tampa Bay area special for both guests and homeowners. They know that being able to spend mornings on the beach and evenings exploring great restaurants and arts is part of the ultimate Tampa experience. They love creating unforgettable stays for guests in Tampa, showcasing the best of the Sun Coast region.

Welcome to Tampa!

Tampa’s spectacular waterfront, abundance of outdoor activities, and inviting nightlife offer something for everyone on a Gulf Coast getaway. Located in west-central Florida, this vibrant and sunny hub is part of greater Tampa Bay. Encompassing the surrounding cities of Clearwater and St. Petersburg, Tampa Bay attracts families, couples, outdoor enthusiasts, and solo travelers eager to explore its lively, welcoming communities and easy, laid-back vibe.

Tampa sits on the edge of an immense natural harbor extending out into the sparkling waters of the Gulf of Mexico. The city’s deep-rooted history is a vivid reflection of diverse cultural influences, dating from the arrival of Spanish explorers in the early 1500s and development of the region after Florida became part of the U.S. in 1845. Part of the area’s rich past can be seen in the historic Ybor City neighborhood, named for Vicente Martinez Ybor who established a cigar factory here in 1886.

With an ample coastline to the west that reaches up to the stunning beaches of Clearwater, Tampa Bay is considered by many to be a world-class fishing destination. Outdoor aficionados also enjoy exploring the dazzling Hillsborough River that flows into the bay on the eastern part of the city.

Sports enthusiasts enjoy Tampa’s world-class arenas, home to professional football, baseball, soccer, and hockey teams. Raymond James Stadium of the Tampa Bay Buccaneers is conveniently located near the airport, while hockey fans in Tampa can head to Amalie Arena just blocks from downtown as well as the waterfront. Hop across the bay to Tropicana Field in St. Petersburg to catch a Tampa Bay Rays baseball game.

Tampa’s unique character and identity, which seamlessly blends music and pirate festivals with professional sports teams and outdoor recreation, provides an undeniably warm welcome. From family getaways to romantic winter escapes, Tampa is your go-to west-central Florida getaway destination!

FAQs about Tampa

  • Tampa has a humid, subtropical climate. There are two distinct seasons, which translate into higher heat and humidity from May – October and a milder, dry season from late Fall through Spring (about November – April).

  • Spring (March to May) and Fall (September to November) are ideal times to visit Tampa as there tend to be fewer crowds yet plenty of events.

  • Peak season in Tampa extends from late winter to spring (February thru April), and family vacations are popular during the summer (June to August). Fall is considered a slower period in Tampa (September to December) with fewer crowds. With plenty of events going on, and sports in full-swing, this means there are more chances to explore.

  • Tampa Bay beaches hugging the sparkling Gulf Coast are often voted among the top beaches in the country. For example, known for its lively atmosphere and white sand, Clearwater Beach is a great family-friendly destination. From Clearwater, head south along the coast to Indian Rocks Beach or St. Pete Beach for a convenient day trip from Tampa. Additionally, Fort de Soto Park on the northern side of the mouth of Tampa Bay is known as a top family-friendly beach destination.

    Beaches within Tampa itself include Ben T Davis Beach, Cypress Point Park, Davis Islands Seaplane Basin, and Picnic Island Park. City beaches are open daily from sunrise to sunset.

    • Gasparilla Pirate Festival (January)
    • St. Pete Pride (June)
    • Clearwater Jazz Holiday (October)
    • Firestone Grand Prix of St. Petersburg (March)
    • Tampa Bay Margarita & Music Festival (May)