Holiday rentals with a fire pit in Hillsborough County

4.98 out of 5 average rating, 120 reviews

A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.

Home in Terra Ceia

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Guest house in St. Petersburg

4.97 out of 5 average rating, 240 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!!!

4.98 out of 5 average rating, 182 reviews

Backyard Paradise! Pool, Golf, Fire Pit

Welcome to The Saint Airbnb — your private Tampa resort getaway! 🌴☀️ Perfect space for Bachelorette/Bachelor party get aways! Ask about our customized services for that special Bride/Groom! This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine, palm trees, and poolside fun — all just minutes from Tampa Bay attractions! Whether you’re here for a game day, a weekend escape, or a family vacation, The Saint is where good vibes and great mem

The exterior of a charming bungalow is surrounded by lush greenery and colorful flowers. A pathway of distinctive patterned stones leads to a welcoming entrance with a blue door. The well-maintained garden complements the peaceful setting, inviting guests to explore the serene surroundings.

4.96 out of 5 average rating, 141 reviews

Bungalow Bliss on Highland

Enjoy our beautiful home privately for up to four guests. Perfect for friends, families, or a pair of couples 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, biking to BBQs, we welcome you to find your peace (or adventure) as you nestle into Bungalow Bliss on Highland.

4.94 out of 5 average rating, 204 reviews

Bungalow in Tampa

Bungalow Oasis | Palm Yard, King Bed Near Downtown

Stay in the center of The Historic Seminole Heights District when you book this freshly renovated, bright & modern 1920's bungalow. Located within Tampa's historic district you will find streets sprawling with oak trees and crafty bungalows. Conveniently within walking distance to Starbucks and multiple local bars, coffee shops, parks, and restaurants. Centrally located and just a 10 -15 minute drive to all that Tampa has to offer including TPA, Raymond James, Golf, USF, TGH, UT and Downtown.

4.95 out of 5 average rating, 189 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

4.99 out of 5 average rating, 156 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

The living room is furnished with a large sectional sofa adorned with red accent pillows. A wooden coffee table is situated on a patterned rug, complemented by contemporary artwork on the walls. A wall-mounted television is visible, along with a stylish clock.

4.98 out of 5 average rating, 243 reviews

Bucs Bungalow Stadium Home, King Bed Suite, Gym

Whether you’re here for business or pleasure, Bucs Bungalow is your place! Conveniently located at the heart of Tampa Bay less than 10 mins from the airport. A 0.6 mile walk to a football game or a concert at Raymond James Stadium. No expensive parking fee and have your own private parking in our driveway that can accommodate 4 cars. Have a worry-free good time without the drinking and driving. While our fully stocked kitchen, dedicated workspace and home gym is ideal for your longer stay!

4.99 out of 5 average rating, 334 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 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.

A cozy living area features a comfortable gray sofa adorned with an array of textured pillows. Two large paintings depicting tropical scenes are displayed on the wall above, complemented by lush green plants on either side. Natural light filters through white curtains, enhancing the inviting space.

4.95 out of 5 average rating, 279 reviews

Boho Bungalow close to Downt- SOHO - Hyde P- TIA

Beautiful historic bungalow located in the heart of Tampa, close to everything the city has to offer. Featuring a rustic boho design, our home provides a relaxing retreat just 5 minutes from Downtown Tampa. Enjoy the convenience of free parking and easy self check-in, along with a fully stocked kitchen, SMART TVs, and a laundry room. The bohemian atmosphere makes it ideal for vacations, romantic getaways, family visits, concerts, sporting events, or work trips.

Superhost

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

4.93 out of 5 average rating, 134 reviews

Private House with Pool and Cabana

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.