
Guesthouse vacation rentals in Hillsborough County
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Top-rated guesthouse rentals in Hillsborough County
Guests agree: these guesthouse rentals 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 guesthouse rentals
Family-friendly guest house rentals

Tampa Carrollwood Studio

Small but Spacious! Private guesthouse

Hyde Park Private Studio w Private Entrance

Blue Jean Baby ❤️

Stylish Studio-Perfect Location! 10min to DownTown

The Highland Hideaway - Private Guest House

Los Puchos

Charming apartment in Historic Kenwood
Guest house rentals with a patio

Stylish Hyde Park MIL suite. Excellent location.

Private Casita in the Heart of Tampa

Suite The Marine

Cozy Palma Ceia Cabana close to Westshore & TIA.

Great brand new studio near Airport (TPA) .

Cozy studio/Full Kitchen/Private Entrance

Enjoy your privacy in this Unique retro style Apt.

*Cozy Blue near Ybor and Downtown*
Guest house rentals with a washer and dryer

Idlewild Guesthouse

Bay Suite in Heart of Dunedin

Charming Carriage House in Hyde Park Village SoHo

Adorable South Tampa Two-Story Guest House

Historic Old Northeast Get A Way

ONE Guest Tiny Ybor Mustard House

Treetop Oasis

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