Tiny house holiday rentals in Hillsborough County

Charming private guest house.

Enjoy a private guest cottage tucked behind a beautifully restored historic Davis Islands home. The cottage, like the neighborhood, is exceptionally charming with a warm, coastal character that makes it special. It is close to so much, including downtown Tampa, Benchmark Arena, cruise port, waterfront parks, restaurants, cafes, and popular local attractions. Perfect for relaxing stays, it’s an ideal escape for couples or solo travelers looking for comfort, privacy, and a touch of island charm.

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

Farm Experience~Family Fun~Animals~20 minTampa.

This unique find farm stay is an adventure! Hand feed cows, goats & chickens, explore the creek & garden, roast s'mores, drive a tractor, lay in the tree swing on our 5+acres! This peaceful oasis is more than just a place to sleep, it's a dreamcation. Located 8min to winery, 25min to Tampa, 45min to beaches/Disney. This barn farmhouse has a bedroom, loft, kitchen and bathroom. Everything you need for a family getaway. If you're looking to get away from the city and slow down, this is for you!

Private Hot Tub Oasis | Artistic Ybor Tiny House

The Ybor Roost is an urban farmhouse designed by local artist for guests seeking a truly unique and authentic Ybor experience. Located in the heart of historic Ybor City, you’re close enough to walk to all the nightlife, restaurants, and live music, yet far enough to unwind in a private backyard oasis with a hot tub and pergola. It’s an ideal home base for conventions, concerts and sporting events in Tampa, with the free Ybor trolley. There is truly nothing else in Tampa like the Ybor Roost.

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Creekside Tiny House on Horse Ranch

Escape to our charming tiny home, nestled by a serene creek on a 10 acre horse ranch in Plant City. Surrounded by majestic horses and lush pastures, this unique retreat offers a peaceful experience where you can unwind and reconnect with nature. Enjoy the soothing sounds of the creek, the beauty of the ranch, and the nearby attractions, all while immersing yourself in a tranquil, equestrian-inspired setting. Perfect for nature lovers, adventurers, or anyone seeking a refreshing getaway.

Cozy AF Tiny-House Oasis

Awarded a *Unique Stay* by Airbnb, welcome to the **Cozy AF Tiny-House Oasis**, a rustic tiny home that started its journey as a world-traveling storage container. Now transformed into a charming cottage, it’s filled with unique and fun details waiting to be discovered. Enjoy the entire backyard, complete with a hot tub, pond, fire pit, hammocks, greenhouse, and we even have rabbits! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

studio apartment the romantic refuge

BRAND NEW STUDIO/APARTMENT WITH PRIVATE ENTRANCE IS CENTRALLY LOCATED AND 5 MINUTES AWAY FROM TAMPA INTERNATIONAL AIRPORT. THE TAMPA ATTRACTIONS SUCH AS RAYMOND JAMES STADIUM, SOHO,HYDE PARK, INTERNATIONAL MALL AND BEN T DAVIS BEACHE ARE ONLY 5 MINUTES AWAY. DOWNTOWN AND THE NEW BEAUTIFUL RIVERWALK IS ALSO VERY CLOSE AND ONLY A FEW MINUTES AWAY. THE WESTSHORE DISTRICT WITH ALL ITS FAMOUS RESTAURANTS IS WITHIN A 7 MILE RADIUS.

Catalina Cantina by Tampa Bay Hotspots & Airport!

Welcome to Catalina Cantina, a rustic speakeasy-inspired stay filled with overgrown greenery, exposed pipes, and unique décor touches that bring character and charm to every corner. Handcrafted with a cozy, stylish vibe, this central Tampa studio puts you just a short walk from Raymond James Stadium—home to the Buccaneers, concerts, and headlining events. Skip the traffic and parking, and enjoy a truly one-of-a-kind stay.

'Big' Tiny House in Historic Ybor City

We designed this little house with a little more room than your typical tiny house, and it's a bit more modern than the 'shotgun shacks' in the neighborhood. The house is centrally located in historic Ybor City, Tampa -- three blocks from the main drag of 7th avenue, and less than five minutes from the cruise terminal, Amalie Arena, Tampa convention center, and downtown. Designed and built by us in 2018.

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.