Guest house holiday rentals in Hillsborough County

4.96 out of 5 average rating, 344 reviews

9 Mins to Downtown, Full Kitchen, KingBed, Balcony

Freshly remodeled second story apartment in a charming 1920's guest house located in trendy Seminole Heights just North of downtown Tampa with easy on/off from I-275. Features a full kitchen, living room, king bedroom, bathroom, and balcony. Walk to restaurants, hip bars, and shops, or stroll the tree-lined streets of 100+ year old houses. Minutes from all Tampa has to offer: Busch Gardens, Zoo, Downtown, Riverwalk, Hard Rock Casino, USF. Come and relax at this inclusive and welcoming space.

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.

4.85 out of 5 average rating, 1,011 reviews

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.

A modern suite features a cozy bed with a stylish headboard, complemented by patterned bedding. A glass-enclosed bathroom area showcases a freestanding tub. Natural light enters through the entryway, and the sleek kitchen is visible in the background, enhancing the open design.

4.98 out of 5 average rating, 234 reviews

K4 Mimi’s Ste Casino

THIS SPACE IS FOR THE EXCLUSIVE USE OF ONLY TWO GUESTS. You get the entire suite. With a modern open concept this suite is private and convenient, ideal for a romantic getaway or just for a business travel or vacation. Walkable distance to Seminole Hard Rock & Casino. It has a kitchen, a cozy queen bed, bathroom, 55” TV (Roku) Internet (Wi-Fi) and private entrance. Located nearby many attractions (Bush Garden, Adventure Island Parks, Downtown Town, Restaurants and Florida State Fairgrounds.

A charming guest house exterior is showcased, featuring a sloped roof and large glass doors. The inviting solarium area displays comfortable seating arrangements. Lush green plants are positioned beside the entrance, and the space is surrounded by well-maintained artificial grass, enhancing the outdoor atmosphere.

4.95 out of 5 average rating, 332 reviews

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

The living area is furnished with a gray sofa and a coffee table positioned on a textured area rug. A flat-screen television is mounted on the wall, while natural light filters through two windows, complemented by minimalist decor featuring a black and white art piece.

4.9 out of 5 average rating, 263 reviews

cute comfy & cozy 2nd Floor Guest Suite (Seashell)

Welcome to my 400sqf one bedroom second floor Mother-In-Law private guest suite. Its very cute and cozy. Once you come up the stairs, you will find a deck with outside sitting to enjoy the great Florida weather. Inside there is a full kitchen with everything you need to cook a meal and relax on the sofa and watch some streaming shows before heading to your even or wonder around ybor city or down town. My place is in a neighborhood about 1-4 miles from most of what Tampa has to offer.

A spacious sleeping area features a modern white bed dressed in a black coverlet, complemented by matching throw pillows. A sleek dresser stands nearby, and the wall behind the bed showcases a stylish wavy pattern in black and silver. A small seating area with two chairs is visible.

4.97 out of 5 average rating, 306 reviews

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath

A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

An outdoor patio area is depicted, featuring two chairs positioned on a bed of white gravel. Potted plants add greenery to the space, while string lights are thoughtfully arranged above, contributing to a cozy ambiance. A wooden fence provides privacy and structure to the area.

4.97 out of 5 average rating, 391 reviews

Eco-Friendly Tampa Cottage - Full Kitchen+Parking

Close to Tampa’s best eats and entertainment! Our peaceful and eco friendly fully renovated space includes a full kitchen, queen memory foam bed, and comfy sleeper sofa—perfect for couples, solo travelers, or small families. Walk to a classic arcade and craft beer bar at the end of the street, or explore a huge selection of international cuisine nearby. Enjoy expansive off-street parking, a relaxing patio, and a non-toxic, environmentally conscious space.

A sleeping area features a spacious bed adorned with multiple pillows and a decorative bolster pillow. A collection of framed artwork is displayed on the wall above. A bedside lamp and a wooden nightstand are positioned nearby, adding functionality to the space.

4.79 out of 5 average rating, 124 reviews

La Casita de Sonia

Welcome to your perfect home base in Tampa! This charming and private efficiency unit offers everything you need for a comfortable stay—whether you're visiting for business, vacation, or an extended stay. Located in a quiet residential neighborhood just minutes from downtown Tampa, Raymond James Stadium, Midtown, and Tampa International Airport, you'll enjoy easy access to all the city’s highlights while coming home to a peaceful retreat.

A welcoming entrance to a bungalow is presented with a light blue door and decorative wall art. Surrounding greenery is visible, complemented by a pebbled pathway leading up to the stairs. White fencing provides privacy, enhancing the tranquil setting.

4.97 out of 5 average rating, 112 reviews

Beautiful Private Bungalow near Hyde Park & SOHO

This cozy bungalow is located in a quiet neighborhood in South Tampa. It is perfect for a small group of people looking to have a private space with a full kitchen (except for an oven) and a dedicated driveway. It is within walking distance of some fantastic bars and restaurants. It is centrally located to Tampa's biggest attractions SOHO, Amelia Arena, Raymond James Stadium, Hyde Park Village, Bayshore, Armature Works, etc.

A modern seating area is highlighted by a light gray sofa adorned with a navy throw and decorative pillows. A glass coffee table displays a floral arrangement of white flowers in a silver vase, along with decorative objects and a book. Natural light filters through the window with blinds.

4.97 out of 5 average rating, 225 reviews

Paradise Suite

Enjoy the best newly guest house in Tampa Bay area!!! Located at West Tampa, just 2 minutes from Rymond James Stadium, 5 minutes from International Mall and 10 minutes fromTampa International Airport. Also have other nearby attractions like: downtown, Riverwalk, Amelia Arena, Sparksmann Wharf, Channelside Cruise Port, Amature Works, Casino, Busch Gardens, Tampa Zoo, beaches and much more!

The kitchen features a modern design with white cabinetry and a wooden barn door. Equipped with a sink, microwave, and coffee maker, it includes ample counter space. A wall clock and open shelving display dishes and glassware, contributing to a functional and inviting atmosphere.

5 out of 5 average rating, 272 reviews

The Dactyl Den - (1.5m to Raymond James Stadium)

Introducing The Dactyl Den, your ideal guest house strategically situated for easy access to all that Tampa has to offer. Located just minutes from Downtown Tampa, Seminole Heights, Ybor, Hyde Park, Tampa International Airport, Raymond James Stadium, Busch Gardens, Water Street, and Armature Works, Benchmark Arena. Your central hub for exploring the vibrant heart of the city. Welcome!

A modern living space is presented with a sleek kitchen and dining area. A large flat-screen TV is mounted on the wall across from a comfortable seating arrangement that includes a gray sofa and wooden chairs. Natural light is provided by nearby doors and windows.