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!!!

Pelican's Nest - Tiny House

The Pelican’s Nest is a cozy tiny home designed with your comfort in mind. Enjoy relaxed, beachy vibes inside, or unwind in your private yard perfect for connecting with nature, dining outdoors, or gathering around the fire. Traveling with a pet? They’re more than welcome here. Located just one mile from Gulfport’s Beach Blvd, you’re close to local shops, restaurants, and waterfront strolls. And only six miles away, you can explore St. Pete Beach or spend the day at the iconic St. Pete Pier.

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Palm Tree Getaway

Want to reconnect with Nature? 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.

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

Wander Inn Tiny Home

Stay in this cozy, fully renovated tiny home in the heart of Tampa! Enjoy a kitchen equipped with modern stainless steel appliances and easy access to local dining. We are perfectly located: 5 minutes to Bucs Stadium, 2 minutes to St. Joseph's Hospital, and near top attractions. Distances: - Bucs Stadium: 1.9 mi - Midtown: 3.6 mi - Ybor City: 5.0 mi - Aquarium: 6.0 mi - Busch Gardens: 7.7 mi - Adventure Island: 8.4 mi - TPA Airport: 9.1 mi - Clearwater: 24 mi

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.

The RiverShed | On the River, Seminole Heights

Relax under Spanish moss beside the lazy Hillsborough River. Let the day slip away dozing in a hammock on a spacious screened porch. Roll back the barn doors to reveal a serene, private bedroom retreat, cozy but fully equipped with AC, mini kitchen, and fast WiFi. Brew fresh coffee in the morning, step onto the porch, and say hello to a brand new day in the heart of Seminole Heights, Tampa.

Award-Winning Little 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.

The Dactyl Den - (1.5m to Raymond James Stadium)

Introducing The Dactyl Den, your ideal guest house strategically situated for easy access to all that Tampa has to offer. Located just minutes from Downtown Tampa, Seminole Heights, Ybor, Hyde Park, Tampa International Airport, Raymond James Stadium, Busch Gardens, Water Street, and Armature Works, Benchmark Arena. Your central hub for exploring the vibrant heart of the city. Welcome!