Tiny house holiday rentals in Hillsborough County

A private outdoor space is presented, featuring two white chairs and a small table beneath a shaded area. Potted plants are positioned in front, creating a relaxed atmosphere. The entrance door is visible, and a fence surrounds the garden, enhancing privacy.

4.99 out of 5 average rating, 235 reviews

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

Cottage in Tarpon Springs

The exterior of the cabin is showcased, featuring a white façade and a welcoming front porch. Decorated with colorful plants, the walkway leads to the entrance, framed by lush greenery and tall trees providing natural shade.

4.98 out of 5 average rating, 124 reviews

Cooper Cabin: Cute, Adorable, Standalone Studio

Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

4.99 out of 5 average rating, 298 reviews

The tiny home is set amidst a lush forest backdrop, featuring a welcoming entrance that is framed by large windows. A spacious wooden deck is adorned with comfortable seating, including two bright blue chairs and two red chairs. A black hammock hangs between trees, inviting relaxation.

Campsite in Thonotosassa

The Palm Tree Getaway

Ever stayed the night in the woods? Cross it off the bucket list with our ‘tiny-house’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This brand new 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, 1G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

4.86 out of 5 average rating, 1,051 reviews

A charming cottage exterior is framed by lush tropical plants and colorful flowers. Double French doors are highlighted with decorative glass, leading to a welcoming entrance. Brick flooring extends to the doorstep, adding to the cozy, inviting feel of the outdoor space.

Guest house in Tampa

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.

4.99 out of 5 average rating, 543 reviews

A cozy bedroom is highlighted by a spacious bed adorned with a patterned blue and white coverlet. Light-colored walls and exposed beams create a bright atmosphere, while a rustic cabinet and organized wooden crates add functional charm. A window offers natural light and views of the outdoors.

Farm stay in Plant City

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!

Shipping container in Tampa

A cozy bedroom features a spacious bed with soft linens and two pillows. A flat-screen TV is mounted on the wall, offering easy viewing from the bed. Large sliding glass doors provide a view of an outdoor area with an inflatable hot tub surrounded by greenery.

4.92 out of 5 average rating, 198 reviews

Tiny Container Home Oasis Near Bush Gardens

Escape to our enchanting container home, a romantic retreat with a private inflatable hot tub. Nestled in a serene setting, this Airbnb gem offers cozy intimacy for couples. Within 2 miles, explore Busch Gardens, Adventure Island, and USF. After your adventures, return to this charming abode and indulge in comforts like a private deck, well-equipped kitchenette, and spacious backyard. With amenities, romance, and nearby attractions, create lasting memories in this extraordinary getaway.

4.91 out of 5 average rating, 203 reviews

A bright red bedroom features a spacious bed covered with white linens and decorative pillows. A modern lamp stands on a circular side table, casting warm light. A zebra-patterned rug lies on the floor, adding a bold contrast to the vibrant walls.

Tiny home in Lutz

Tiny Red - Art House & Garden Retreat

Come visit our peaceful art studio in our 2 acre garden. You will see massive bromeliads, mature oaks, birds, ferns, chairs, hot tub, fire pit, fishing pond, extensive flower garden & fruit trees for nature lovers on our property. We are close to shopping (10 mins) USF (15 min), Busch Gardens/Adventure Island (20 min), Clearwater Beach (45 min), Raymond James Stadium (30 min), TPA (35 min), downtown Tampa (30 min), Ybor (30 min), Disney (1.5 hr). Please message us if you have questions.

Guest house in St. Petersburg

4.98 out of 5 average rating, 215 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

4.93 out of 5 average rating, 440 reviews

An inviting entrance features two double doors framed by greenery and decorative lights. A stone pathway leads through landscaped areas, enhancing the approach to the structure. Soft lighting creates a warm atmosphere, highlighting the unique architectural details of the building.

Home in Tampa

Minutes from downtown, TPA and Raymond James

UnderOaks is an amazing open floor plan (no closed off bedroom) of approximately 375 sf. The unit used to be a detached garage and has now been turned into a standalone guest house. It has a queen size bed, couch, full kitchen (no oven) and full bathroom. I live onsite and this is my only bnb and all work was complleted by me. Only a 3 min from Armature Works (start of Riverwalk); 8 min to downtown/convention center, and 10 min to Tampa International Airport. Terrific location!

A rustic tiny house stands within a lush garden, featuring a wooden deck adorned with comfortable seating. The entrance showcases large glass doors, framed by greenery, while a charming pathway of stones leads toward the entrance. Subtle decorative elements enhance the inviting outdoor space.

4.99 out of 5 average rating, 571 reviews

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, koi pond, fire pit, hammocks, greenhouse, and even a bunny garden! Our goal is not just to offer you a place to stay but an experience you’ll cherish forever

A cozy sleeping area is showcased with a spacious bed dressed in neutral tones. A large wall-mounted TV is visible alongside a stylish wardrobe. Fresh greenery adds a touch of nature, while a soft rug lies beneath. A comfortable seating area is also included.

4.93 out of 5 average rating, 347 reviews

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.

A modern living space features a light-colored sofa adorned with decorative cushions. A wooden coffee table sits in front, with a tray positioned atop it. Open shelving in the background displays kitchenware, while a wall-mounted mirror reflects natural light. The flooring includes a textured rug.