Guesthouse vacation rentals in Tampa Bay

4.9 out of 5 average rating, 126 reviews

An open living space is showcased, featuring a cozy brown leather loveseat, a wooden coffee table, and a spacious bed with a light-colored throw. The kitchen is equipped with stainless steel appliances set against a white brick wall, while industrial-style pendant lights hang above the granite counter.

Guesthouse in Riverview

Spacious Industrial Style Studio Guesthouse

Welcome to Riverview Cottage - A beautiful, fully renovated, industrial/modern guest house only 10 miles from Tampa Bay! In this 450 square foot guest house, you'll enjoy all the regular luxuries of a full-size home without sacrificing comfort! Best of all enjoy a FULLY fenced-in entrance and private yard + parking for up-to 2 vehicles! Whether stopping by for work or leisure, you are sure to enjoy this thoughtfully designed space complete with full-size kitchen, bathroom, and living space.

Guesthouse in St. Petersburg

A bright and airy guest suite is presented with a sloped ceiling and large windows allowing natural light to flood the room. A cozy bed is positioned beside a woven basket and a decorative wall feature, while a warm rug adds comfort to the wooden floor.

4.97 out of 5 average rating, 219 reviews

Cozy Guesthouse Near Downtown (Non-Toxic)

Come relax in this calm, newly renovated guest suite. Clean, natural, & chemical free - diffusers and oils available on site. Amenities like central a/c, laundry, private patio, full kitchen, Netflix & Hulu. A short 5 minute drive from downtown - near tons of local restaurants, entertainment, and beaches. St. Pete loves the local vibe, be sure to check out our visitors guide for suggestions on spots to see while you’re here. It doesn’t get any better than St Pete! Book your stay with us today!

4.97 out of 5 average rating, 132 reviews

Cute Guesthouse by the Riverwalk, w/patio and WFH

Enjoy a stylish experience at this centrally-located detached guesthouse with patio and fire pit. Fully equipped with a WFH setup for your workcation and close to all Tampa has to offer. The Riverwalk as well as Armature Works is close. It’s a quick ride to the stadium. A walk on the beach is a drive away. Easy access to Tampa International airport . Quiet guesthouse recently refurbished with a full kitchen and a dedicated work space. Wifi and air conditioning. This is a non smoking property

Superhost

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guesthouse in Dunedin

4.84 out of 5 average rating, 106 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

A spacious wooden deck extends over the waterfront, featuring comfortable lounge chairs and a dining set, all arranged to enjoy river views. Lush greenery lines the area, while a dock is visible in the background, inviting relaxation and outdoor gatherings.

4.87 out of 5 average rating, 907 reviews

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

The exterior view of the cottage showcases a charming green façade with double garage doors. Lush greenery and vibrant landscaping surround the property, featuring manicured grass and brick walkways that create an inviting outdoor atmosphere.

4.94 out of 5 average rating, 111 reviews

Large Charming Hyde Park Cottage-Walk Everywhere!

Our spacious 850sf Historic Hyde Park cottage is blocks from Bayshore, a short walk to Bern’s, Hyde Park Village, and numerous restaurants and bars! This charming 2/1 (queen/twin), 2nd story carriage house is in the heart of Hyde Park! Please send a message if you do not see your dates available. Note that the cottage is not next to the highway as the map view may suggest. Ask about amenities in our well-equipped kitchen and longer-term stays.

Guesthouse in St. Pete Beach

A sandy pathway leads through lush greenery towards the beach, framed by swaying beach grasses. Gentle waves can be seen in the distance under a sky filled with soft clouds, creating a serene coastal scene.

4.92 out of 5 average rating, 192 reviews

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Get ready to relax and enjoy the island life at this "Key West" style guest house! This Pass-A-Grille 1 bedroom apartment is located less than two blocks from the beach. This is the Upstairs 2nd floor unit of a two apartment cottage that is situated on the property, behind the owner's main house. The apartment has a full kitchen, living area and a side nook with a set of bunkbeds. There is also a small upstairs porch to sit and enjoy the view!

Guesthouse in St. Petersburg

A cluster of palm trees is framed against a white fence, surrounded by smooth white stones. Soft lighting is provided by ground-level fixtures, casting gentle shadows on the gravel pathway.

4.91 out of 5 average rating, 106 reviews

Comfy Guest House in St Pete

This peaceful and centrally-located guest house, is convenient for your get away with immediate access to I-275 which will take you to downtown St Pete, and famous Treasure Island, Madeira Beach, St Pete Beach in less then 17 min and 22 min away from Tampa International Airport. Also having access to close shopping centers including Tyrone Square Mall.

Guesthouse in St. Petersburg

A bright, airy living space features vaulted white ceilings and large windows that allow natural light. A comfortable sofa is paired with a side chair, while a media console holds a television. A round coffee table sits in the center, complemented by a soft area rug.

4.9 out of 5 average rating, 105 reviews

Private guesthouse in Historic Old Northeast

This unique guesthouse is in a great location in Historic Old Northeast. Located 4 blocks from St. Petersburg's beautiful waterfront parks and a short walk to downtown St. Petersburg. The downtown area has a ton to offer including the newly renovated pier, restaurants, shopping, music and museums. Great for singles, couples and business travelers.

4.93 out of 5 average rating, 195 reviews

A wooden cabin is nestled among lush greenery, featuring a two-story design with a balcony overlooking the surrounding nature. Large glass doors allow natural light to enter, while a staircase leads up to the entrance. The scene is set against a bright blue sky scattered with clouds.

Guesthouse in Bradenton

Guest House for 2 , Heated Pool, IMG

Guest House of almost 1100 sq feet located in the center of Bradenton. Very calm and in the middle of the nature. Close to everything the Bradenton area has to offer. Just 12 minutes to the beaches of Ana MARIA Island. You also have access to the heated swimming pool and to a wooden cabin ideal for reading a book or relaxing in a hammock.

A modern guest suite is showcased with a cozy sleeping area featuring a bed adorned with colorful pillows. A small dining area is present, furnished with a marble-top table and upholstered chairs. A vanity area and a flat-screen television are also visible, enhancing the room's functionality.

4.97 out of 5 average rating, 112 reviews

Beautiful brand new guest house - Hyde Park

Enjoy a stylish experience at this centrally-located place. This beautiful brand new 1 bedroom guest house is walking distance from Bayshore and Hyde Park Village. Short 10 minute car ride from downtown with free easy parking. Perfect retreat for someone looking to enjoy Tampa! Please reach out with questions!

A modern kitchen is presented, featuring white cabinetry and stainless steel appliances. A spacious countertop with a speckled finish provides ample prep space, while a double sink is located beneath a sleek faucet. Open shelving displays utensils and kitchenware for easy access.