
Holiday rentals in Tuscany
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Tuscany
Guests agree: these stays are highly rated for location, cleanliness and more.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Sunset on Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
Popular amenities for Tuscany holiday rentals
Other great holiday rentals in Tuscany

AnticaVista, Luxury Apartment with Tower Views

Stunning villa in Chianti with garden, 4 bedrooms

Podere Tignano, 4-bedroom villa in the Chianti!

Casa San Ripa: Relax Oasis with Private Pool

Villa of the Hydrangeas

Bel Casale with sea view and the mediaeval village

Air Suite at Villa Santa Lucia Nuova

La Loggia Apartment
Destinations to explore
- Apartment rentals Tuscany
- Aparthotel rentals Tuscany
- Rentals with an EV charger Tuscany
- Bungalow rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Rentals with a washing machine and dryer Tuscany
- Flat rentals Tuscany
- Hotel rooms Tuscany
- Guest house rentals Tuscany
- Pet-friendly rentals Tuscany
- Chalet rentals Tuscany
- Rentals with an accessible-height toilet Tuscany
- Tiny house rentals Tuscany
- Earth house rentals Tuscany
- Family-friendly rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Rentals with a firepit Tuscany
- Rentals with pools Tuscany
- Cabin rentals Tuscany
- Rentals with breakfast Tuscany
- Hostel rentals Tuscany
- Campsite rentals Tuscany
- Villa rentals Tuscany
- Luxury rentals Tuscany
- Tent rentals Tuscany
- Rentals with a kayak Tuscany
- House rentals Tuscany
- Private suite rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Resort rentals Tuscany
- Rentals with a fireplace Tuscany
- Rentals with outdoor seating Tuscany
- Rentals with a cinema Tuscany
- Holiday home rentals Tuscany
- Boutique hotels Tuscany
- Farm stay rentals Tuscany
- Waterfront rentals Tuscany
- Motorhome rentals Tuscany
- Cottage rentals Tuscany
- Smoking-friendly rentals Tuscany
- Fitness-friendly rentals Tuscany
- Rentals with an accessible-height bed Tuscany
- Castle rentals Tuscany
- Tower rentals Tuscany
- Rentals with a balcony Tuscany
- Loft rentals Tuscany
- Nature eco lodge rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Serviced apartment rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Rentals with a patio Tuscany
- Lakehouse rentals Tuscany
- Beach house rentals Tuscany
- Townhouse rentals Tuscany
- Things to do Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Food and drink Italy
- Art and culture Italy
- Nature and outdoors Italy
- Entertainment Italy
- Tours Italy
- Sightseeing Italy
- Sports activities Italy




