Guest house holiday rentals in Hillsborough County

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

4.88 out of 5 average rating, 409 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

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.

4.86 out of 5 average rating, 1,037 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 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.

4.95 out of 5 average rating, 182 reviews

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.

A bright living area features a gray love seat and a colorful area rug with abstract patterns. A wall-mounted television is positioned above a wooden console. A Murphy bed is neatly stowed away, and light filters through the window with wooden shutters.

4.99 out of 5 average rating, 185 reviews

Beautiful Private Casita Close to Everything

Splendid newly constructed guesthouse near downtown Tampa! Private and quiet! Lots of great amenities, including free use of 2 bikes! Free parking on-site. Private entrance. Close to Tampa Airport, Raymond James Stadium, Benchmark International Arena and more! Walk to Tampa's Riverwalk and Armature Works entertainment complex. Free wifi, television and a designated workspace. Murphy bed stows away for extra living space during the day. Owners live on site to quickly address concerns.

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.

4.97 out of 5 average rating, 249 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, 349 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.

4.95 out of 5 average rating, 112 reviews

Easy Tampa | Fast WiFi | Kitchenette | Queen Bed

Newly Remodeled stylish and private studio suite with queen bed, bathroom, living/dining/work area, kitchenette (Dry), and shared laundry in the trendy Old Seminole Heights neighborhood. With an 83/100 walk score its easy to visit bars, restaurants, diners, bakeries, and quaint shops, or stroll the tree-lined streets of 100+ year old houses. This spot is perfect for the Tampa explorer with easy access to downtown. Free street parking, free WiFi, free shared laundry (in adjacent space).

The lounge area features a comfortable loveseat and accent chair, complemented by a coffee table. Natural light floods in from two skylights and several windows, creating a bright and airy environment. A small kitchen area is visible in the background, along with stairs leading to the loft.

4.97 out of 5 average rating, 100 reviews

Cozy Tropical Guesthouse for Two

Welcome to our charming guesthouse in Riverside Heights, a safe and centrally-located neighborhood — 10 minutes from Downtown Tampa. This unique retreat for two has tropical vibes, a loft sleeping area, a well-stocked kitchen, and a private patio. Newly built from floor to ceiling, it is filled with stylish decor and luxurious furnishings. Your hosts include a Tampa native and food writer which means you’ll get the best recommendations on things to do and places to eat!

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

4.96 out of 5 average rating, 108 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

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.

4.8 out of 5 average rating, 136 reviews

Sonia's Little House

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 private entrance to the guesthouse is visible, featuring a wooden door and a small pink chair positioned on the patio. Lush greenery surrounds the entrance, adding a natural touch. Paved pathways lead towards the door, with a scooter nearby, indicating transport options.

4.93 out of 5 average rating, 114 reviews

Newly constructed modern studio in Tampa's hub

Welcome to your own newly constructed, private and very clean guesthouse. Centrally located, this full efficiency is nestled in a quiet neighborhood off of Kennedy Blvd. and is within walking distance of bars and restaurants on Howard Ave. In addition, you'll find yourself a few miles from Sparkman Wharf, Armature Works, Julian B Lane Riverfront Park, the Riverwalk, downtown and Raymond James Stadium, and 6 miles from the airport.

A view from the entryway opens to a private patio area, featuring turquoise chairs arranged around a table. A doormat with a wine glass design is positioned at the threshold, welcoming guests into the space. Natural light brightens the entrance.