Bungalow holiday rentals in Hillsborough County

Bungalow in Ybor City Historic District

The kitchen and dining area feature warm wood cabinetry and a spacious layout. Energy Star appliances, including a stainless steel refrigerator, are present. A dining table with seating for four is positioned near the living area, which has rustic decor and a wooden ceiling.

4.91 out of 5 average rating, 413 reviews

Wildflower house

Peaceful and art-filled historic home, 2 blocks from Ybor’s vibrant 7th Avenue. 2 Bedroom and 2 full bathrooms. Close enough to walk to the excitement that Ybor has to offer, and a perfect distance to retreat when your ready to relax. A short 5 minute walk to the historic free trolley car, which connects all of Ybor with downtown Tampa and Channelside. An ideal location to explore all the Tampa has to offer. Please visit my guidebook to see all of my recommendations for amazing food and drinks.

4.96 out of 5 average rating, 200 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

Bungalow in Seminole Heights

4.93 out of 5 average rating, 215 reviews

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.

A contemporary saltwater pool is surrounded by lush tropical foliage and tall palm leaves, providing a serene setting. The pool area features lounge chairs and a view of the bungalow, blending indoor and outdoor spaces beautifully.

4.99 out of 5 average rating, 350 reviews

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa

1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

A spacious backyard is shown, featuring a vibrant green lawn and shaded areas created by large umbrellas. Comfortable lounge chairs are positioned under the shade, while potted plants add a touch of greenery. A covered seating area can be seen in the background.

4.98 out of 5 average rating, 103 reviews

Welcome to The Plaza Tampa

Minutes to the Riverwalk and Gasparilla & Hockey Stadium Series!! Charming private home near Downtown Tampa! 3BR/2BA with a full kitchen, full-sized washer-dryer, and a dedicated workspace. Relax in the beautiful backyard featuring a stock tank pool—ideal for both entertaining and unwinding. Perfect for anything from girls' trips to business meetings or family vacations, this retreat is close to Raymond James Stadium, Tampa Riverwalk, and Armature Works. Your ultimate Tampa getaway awaits!

Bungalow in Ybor City Historic District

A bright living area features a yellow sofa and two blue chairs arranged around a round coffee table. Wooden floors complement the open layout, which includes a dining area with a round table. Natural light enters through window treatments, enhancing the inviting space.

4.96 out of 5 average rating, 131 reviews

Mid Century Bungalow In The Heart Of Ybor City

Mad men themed Bungalow in popular Ybor City. Featuring 3 luxurious bedrooms with quality mattresses/ bedding and one bathroom. You will be transported to the 1950's era surrounded by mid-century modern furniture and details. The kitchen features a counter convection oven, full size fridge, wine chiller and Keurig coffee maker. (No traditional stove/oven) This location is walking distance to nightlife, restaurants and all the culture historic Ybor has to offer. 2 designated parking spaces.

4.98 out of 5 average rating, 123 reviews

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!

Explore the charm of this three-bedroom, two-bathroom bungalow – a luxurious haven where style meets relaxation. Enjoy moments of tranquility by the spa and screened pool, complete with inviting swim-up barstools, or unwind in the indulgent hot tub accommodating up to eight guests. Step into the serene outdoor oasis, adorned with elegant furnishings against the picturesque backdrop of a fenced backyard. Your getaway awaits, conveniently situated near the city's premier attractions.

A kidney-shaped deep-water pool is framed by a modern patio featuring light-colored pavers. Lounging chairs positioned on the side invite relaxation. Surrounding tropical landscaping includes palm trees and lush greenery, enhancing the tranquil outdoor setting that is privately fenced.

4.93 out of 5 average rating, 101 reviews

Tropical 3bd bungalow with pool! Walk to Bayshore!

A tropical oasis in South Tampa - large private backyard surrounded by palm trees and lush gardens, deep-water pool and outdoor dining area, an ideal place to enjoy the Florida sun. This 3 bedroom/2 bath bungalow is a great place to relax and unwind while still being close to everything South Tampa has to offer. Walk only blocks to Bayshore! The fully equipped home is minutes from Downtown Tampa and an easy drive to Clearwater/St. Pete, we guarantee you won't want to leave!

Bungalow in Tampa Heights

A spacious dining area features a large wooden table surrounded by six dark upholstered chairs. Light reflects off a large mirror, while a stylish chandelier hangs above. In the background, a cozy living room is partially visible with ample natural light filtering through the windows.

4.98 out of 5 average rating, 139 reviews

Prime Location: Stylish 2BR w/ Cozy Outdoor Dining

Prime location: Walk to Tampa’s Riverwalk & Armature Works. Close to downtown, convention center, and The University of Tampa. This two bedroom stunner is both spacious with soaring 11ft ceilings yet still cozy. Professionally designed & freshly renovated with your comfort in mind. Fully equipped kitchen with everything you need to create a home cooked meal. Enjoy outdoor dining on the brand new back deck or people watch while relaxing on the front porch Adirondack chairs.

The charming exterior features a blue wooden house with a welcoming front porch. Two bright yellow chairs sit invitingly on the porch. Lush greenery surrounds the home, and a white picket fence adds to the inviting atmosphere. A decorative plant is positioned beside the door.

4.94 out of 5 average rating, 137 reviews

• Casa De Belen • Bungalow in Ybor City!

Welcome to La Casa de Belén — a home crafted with love in every corner. Every detail you’ll find here was thoughtfully designed by my husband and I. It’s a blend of us and my Latin roots Casa de Belén meaning house of bread. Serves a special purpose: a portion of every stay is donated to support two meaningful causes close to our hearts. Jan -Sept : Donations to “bridging freedom” to combat sex trafficking Oct- Dec : Christmas Gifts for kids in Colombia.

Bungalow in Indian Shores

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

5.0 out of 5 average rating, 250 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

The entrance of a bungalow features a bright yellow front door framed by lush green tropical plants. A stone pathway leads up to the door, flanked by manicured landscaping, creating an inviting entryway. Two windows are visible, adding charm to the home’s facade.