
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.

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!

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!

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.

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.

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.

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.

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.

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.

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.

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.

"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!

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!
Popular amenities for guest house rentals in Hillsborough County
Family-friendly guest house rentals

Sonia's Little House

Tiki Hut Cottage

Seminole Heights Riverside Paradise w/Pool
Private Guest House sleeps 4 w/POOL & near beach!

Treetop Oasis

the Star

Private Seminole Heights Guest Home

Riverside Heights Guest House
Guest house rentals with a patio

Cozy Tropical Guesthouse for Two

Quiet and clean guest house!

Stylish Hyde Park MIL suite. Excellent location.

Private Casita in the Heart of Tampa

Dee's Guest Suite

Beautiful Private Bungalow near Hyde Park & SOHO

St Pete Casita Studio with Salt Water Pool & Yard

Relaxing & Charming Hideaway
Guest house rentals with a washing machine and dryer

Bay Suite in Heart of Dunedin

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Charming Guest House in Tampa

La Casa Azul - Private Detached Guest House

Coastal in the Heights

Caffeinated Bungalito Near Armature Works|75in TV

Paradise Cottage Largo Beaches 1 mile High ground

Seminole Heights Studio, Steps from Cafes/Bars!
Destinations to explore
- Rentals with an accessible-height bed Hillsborough County
- Holiday home rentals Hillsborough County
- Serviced apartment rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Farm stay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Bungalow rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Loft rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Aparthotel rentals Hillsborough County
- Villa rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Flat rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Bed and breakfasts Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Luxury rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Rentals with a cinema Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with lake access Hillsborough County
- Motorhome rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Rentals with an accessible-height toilet Hillsborough County
- Private suite rentals Hillsborough County
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Guest house rentals Florida
- Guest house rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Hard Rock Casino
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- University of South Florida
- Things to do Hillsborough County
- Sightseeing Hillsborough County
- Food and drink Hillsborough County
- Sports activities Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Tours Hillsborough County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States





