Tiny house vacation rentals in Hillsborough County

Guesthouse in Davis Islands

4.87 out of 5 average rating, 1115 reviews

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.

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Guesthouse in St. Petersburg

4.97 out of 5 average rating, 254 reviews

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!!!

FamilyValueQuiet

4.86 out of 5 average rating, 456 reviews

A unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.

Dome in Largo

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.

ValueFamilyTV

4.95 out of 5 average rating, 195 reviews

A charming guest house with light blue accents stands surrounded by lush greenery. The entrance features a welcoming blue door, flanked by neatly arranged planters with vibrant plants. Decorative elements are placed on the exterior walls, enhancing the overall appeal.

Guesthouse in Tampa

The Highland Hideaway

Enjoy our beautiful guest house privately for up to two guests. Perfect for the solo traveller or couple looking to see and do the best Tampa has to offer! Located less than 15 minutes from the Tampa River Walk, Downtown Tampa and Ybor City, and less than 10 minutes from Busch Gardens Amusement Park and the famous Zoo Tampa, your options are many. From restaurants to kayaking, bike trails to BBQs... We welcome you to find your peace (or adventure) as you nestle in at The Highland Hideaway.

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4.99 out of 5 average rating, 354 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-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.

ValueFamilyAccess

4.95 out of 5 average rating, 162 reviews

A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.

Tiny home in Gulfport

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!

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Tiny home in Ybor City Historic District

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.

4.98 out of 5 average rating, 620 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, 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

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Guesthouse in Seminole Heights

The spacious open room features a queen-sized bed with light linens, complemented by bedside tables and lamps. A small dining area with a distressed table and chairs adds charm, while natural light filters through the windows, illuminating the soft, neutral color palette.

4.97 out of 5 average rating, 235 reviews

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.

LocationFamilyCleanliness

4.86 out of 5 average rating, 334 reviews

Apartment in Tampa

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.

FamilyValueKitchen

4.92 out of 5 average rating, 399 reviews

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.

Tiny home in Tampa

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.

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4.97 out of 5 average rating, 147 reviews

The exterior of the tiny home is presented, featuring a light purple facade. A welcoming entrance is framed by a small garden of diverse shrubs and plants. The pathway leads to the door, which is adorned with a decorative light fixture.

Tiny home in Tampa

Beary Relaxing Tiny Home

This charming tiny home is centrally located in Tampa Bay, just 2 minutes from St. Joseph’s Hospital and 5 minutes from Raymond James Stadium. It comes fully equipped with everything you need for a comfortable stay. 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

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