
Guesthouse vacation rentals in Hillsborough County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Hillsborough County
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Hillsborough County guesthouses
Family-friendly guesthouses

Carriage House in North St. Pete

Backyard Bungalow in Old Seminole Heights

Charming private guest house.

Adorable South Tampa Two-Story Guest House

Hyde Park Tree House, Tampa, FL - Great location

Seminole Heights Riverside Paradise w/Pool

Private Apt/3miles from beaches/Treehouse.like

pet friendly on an equestrian farm
Guesthouses with a patio

Idlewild Guesthouse

Charming studio in the heart of Tampa

Stylish guesthouse 1-BR 2 miles from Busch Gardens

Cozy Guesthouse Near Downtown (Non-Toxic)

Quiet and clean guest house!

Private Casita in the Heart of Tampa

Stylish Studio-Perfect Location! 10min to DownTown

9 Mins to Downtown, Full Kitchen, KingBed, Balcony
Guesthouse rentals with a washer and dryer

Bay Suite in Heart of Dunedin

Beautiful, cozy guesthouse in the heart of Tampa

Charming Carriage House in Hyde Park Village SoHo

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

Historic Old Northeast Get A Way

Coastal in the Heights

Cozy Suite

Guesthouse in Downtown St Petersburg
Destinations to explore
- Bungalow rentals Hillsborough County
- Cottage rentals Hillsborough County
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- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Rentals with pools Hillsborough County
- Luxury rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rentals Hillsborough County
- Villa rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Rentals with a kayak Hillsborough County
- Apartment rentals Hillsborough County
- Rentals with a washer and dryer Hillsborough County
- Loft rentals Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Boutique hotel rentals Hillsborough County
- Kid-friendly rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Rentals with a firepit Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with lake access Hillsborough County
- Bed and breakfasts Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
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- Rentals with a hot tub Hillsborough County
- Rentals with breakfast Hillsborough County
- Rentals with an accessible height bed Hillsborough County
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Coquina Beach
- Reunion West
- Gulfport Beach Recreation Area
- ChampionsGate Golf Club
- Island H2O Water Park
- Fort De Soto Park
- North Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Things to do Hillsborough County
- Nature and outdoors Hillsborough County
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- Art and culture Hillsborough County
- Sports activities Hillsborough County
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