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!!!

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

8 min to TPA Airport Backyard Apartment

Our clean and cozy minimalist backyard apartment is conveniently located an 8-minute drive to Tampa International Airport (TPA), 2 minutes away from Veterans Expressway which takes you to Clearwater, Saint Petersburg, and I-275 exit in 8 minutes or less, malls, restaurants, Downtown Tampa and many other spots! Miles away from…. Tampa Airport (TPA) 4.5 Buccaneers Stadium 5 Amalie Arena (Tampa Bay Lightning) 9.3 Downtown Tampa 9 University of Tampa 9.5 Clearwater Beach, Rated one of the best! 20

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

Coastal in the Heights

In the quaint historic neighborhood of Seminole Heights a tropical setting awaits you...This coastal cottage style getaway in Tampa, FL includes everything you'll need for a weekend getaway, including a queen sized bed, fully equipped and stocked kitchen, full bathroom with tub/shower combo, stackable washer/dryer, Iron, ironing board, and hair dryer. Grill your dinner and enjoy our Florida weather outside in your own private courtyard patio outside the cottage.

'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.

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.

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!