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Guest house holiday rentals in Hillsborough County

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Hillsborough County

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A hot tub is positioned beside a fire pit, surrounded by greenery and decorative lighting. A projector screen displays images, creating an inviting atmosphere for outdoor entertainment. The space is enhanced by potted plants and gravel pathways, offering a serene retreat.
Guest house in Tampa
4.94 out of 5 average rating, 219 reviews

HOT TUB & Free Wine !, Ping-Pong, Outdoor Theatre

You will Experience serenity at The Loft House Retreat! Amidst lush Florida plants, unwind in a hot tub, challenge friends to ping pong, or cozy up by the fire pit and Projector. Inside, enjoy 2 full beds & refresh in a full bathroom with a walk in Shower. Explore Tampa's gems: Busch Gardens, Downtown Tampa, Waterstreet, Armature Works, Zoo Tampa, The Florida Aquarium, Raymond James Stadium, Sparksman Wharf, Michelin-starred restaurants, and historic eateries. Book your unforgettable escape now!

Top guest favourite
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.
Guest house in St. Petersburg
4.97 out of 5 average rating, 263 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!

Guest favourite
Guest house in Tampa
4.97 out of 5 average rating, 374 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.

Top guest favourite
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.
Guest house in Tampa
4.86 out of 5 average rating, 1,085 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.

Guest favourite
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.
Guest house in Tampa
4.96 out of 5 average rating, 277 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.

Top guest favourite
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.
Guest house in Tampa
4.95 out of 5 average rating, 368 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.

Top guest favourite
Guest house in Tampa
4.97 out of 5 average rating, 360 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.

Top guest favourite
A charming house features a light blue exterior with white trim and is adorned with festive decorations. Lush greenery surrounds the property, with a well-maintained front lawn and a pathway leading to the entrance. A large tree offers shade in the front yard.
Guest house in St. Petersburg
4.98 out of 5 average rating, 262 reviews

Historic Old Northeast Get A Way

Carriage house converted to cozy updated 1 bedroom plus separate den/office above garage apartment in historic Old Northeast. The den/office has a new queen Murphy bed which will allow a second private sleeping space. Two blocks walking distance to Vinoy Waterfront Park and downtown St Pete. Twenty minute car ride to the beautiful Gulf Beaches or downtown Tampa. Great weekend get-a-way or longer term rental. Parking is available on the street with a parking permit which we provide.

Top guest favourite
Guest house in Tampa
4.99 out of 5 average rating, 148 reviews

Lemon Studio Near Downtown Tampa

Settle in at the newly built lemon studio, a modern but cozy centrally located studio just outside of downtown Tampa. North Hyde Park is just a few minutes from the airport and has easy access to the interstate. The studio has many walkable restaurants and parks. Enjoy nearby the University of Tampa, breweries, Sparkmans Warf, River Walk, Armature Works, shopping in Hyde Park Village and many local attractions... Parking available/Self-check in, come and goes as you please.

Top guest favourite
The exterior of a newly built garage apartment is presented, featuring a modern design with light green siding. A single-car garage is visible, flanked by two small windows above. Natural light illuminates the gravel driveway and surrounding landscaping.
Guest house in St. Petersburg
4.98 out of 5 average rating, 122 reviews

2 bedroom guesthouse in hip Grand Central District

Walkable to the beating heart of the artsy Grand Central and Edge district of St. Pete. Newly built (2022) garage apartment with two bedrooms, one-bathroom, full-sized kitchen with brand new appliances. The bedrooms have all the comforts of a hotel with a personality that matches the vibrancy of the Grand Central community. This space is perfect for travelers looking for a local vibe. Stay in the sunshine inspired apartment and soak up all St. Pete has to offer.

Top guest favourite
Guest house in Tampa
4.97 out of 5 average rating, 145 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!

Top guest favourite
Guest house in Town 'n' Country
4.99 out of 5 average rating, 335 reviews

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

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