
Guesthouse vacation rentals in Hillsborough County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Hillsborough County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!

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.

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.

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.

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.

Dee's 5-star Tampa Location Unit 1
1.7 miles from the Superbowl stadium!!!Beautiful completely remodeled house in the desired West Tampa area. This is the perfect location walking distance to Raymond James Stadium, within minutes from Downtown Tampa, Armature Works, Ybor city, Tampa International Airport, with easy access to Clearwater beach and St Pete beach. Forget about your mileage worries as every must-see place in Tampa is less than 10 minutes away. Leaving you stress-free vacations and pure enjoyment.

The 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.

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!

Private King 1-BR Guest Suite in Prime Hyde Park
Enjoy your stay in a brand new 1BR guest suite centrally located in a beautiful HIstoric Hyde Park location with private parking in the alley. Its walking distance to Bayshore, Hyde Park Village, and the bars and restaurant in SoHo. This cozy unit has a king bed in the BR and queen-size pullout couch with a memory foam mattress. Its equipped with wifi, 2 smart TVs, a walk in shower with rainfall shower head, microwave, keurig coffee maker, mini fridge and washer/dryer.

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.

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.
Popular amenities for Hillsborough County guesthouse rentals
Family-friendly guest house rentals

Hyde Park Private Studio w Private Entrance

Charming Carriage House in Hyde Park Village SoHo

La Casa Azul - Private Detached Guest House

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

Coastal in the Heights

Cozy Apartment in Central Tampa

Treetop Oasis
Guest house rentals with a patio

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Stylish guesthouse 1-BR 2 miles from Busch Gardens

Stylish Hyde Park MIL suite. Excellent location.

Cozy Palma Ceia Cabana close to Westshore & TIA [Airport]

Stylish Studio-Perfect Location! 10min to DownTown

St Pete Casita Studio with Salt Water Pool & Yard

private detached guesthouse near Ybor and Downtown

The Highland Hideaway
Guest house rentals with a washer and dryer

Crescent Heights Cottage

Luxe Apartment | Water Views | Covered Balcony

Adorable South Tampa Two-Story Guest House

Seminole Heights Riverside Paradise w/Pool

Cozy Suite

Grandma's House. Jacuzzi bathtub/Low cleaning Fee

Paradise Cottage Largo Beaches 1 mile High ground

Seminole Heights Studio, Steps from Cafes/Bars!
Destinations to explore
- Bungalow rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Rentals with a sauna Hillsborough County
- Loft rentals Hillsborough County
- Villa rentals Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Luxury rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Serviced apartment rentals Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Rentals with breakfast Hillsborough County
- Rentals with a fireplace Hillsborough County
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Aparthotel rentals Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Vacation home rentals Hillsborough County
- Rentals with a washer and dryer Hillsborough County
- Rentals with a kayak Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with an accessible height bed Hillsborough County
- Private suite rentals Hillsborough County
- Apartment rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Rentals with lake access Hillsborough County
- RV rentals Hillsborough County
- Rentals with a home theater Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with a fire pit Hillsborough County
- Pet-friendly rentals Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Island H2O Live!
- Anna Maria Public Beach
- Jannus Live
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Bok Tower Gardens
- Things to do Hillsborough County
- Sightseeing Hillsborough County
- Tours Hillsborough County
- Food and drink Hillsborough County
- Sports activities Hillsborough County
- Nature and outdoors Hillsborough County
- Art and culture Hillsborough County
- Things to do Florida
- Art and culture Florida
- Entertainment Florida
- Wellness Florida
- Nature and outdoors Florida
- Tours Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Entertainment United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Wellness United States




