
Holiday houses 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.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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.

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.

The Chianti Classico Sunset
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.

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

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.

The Cellar (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

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.

Il Castello di Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). 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.

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.
Popular amenities for Tuscany holiday rentals
Other great holiday rentals in Tuscany

AnticaVista, Luxury Apartment with Tower Views

"Il Campanile" House

Stunning Renovated Apartment near Castello Orsini

Dream villa in Chianti with panoramic garden

Luxury Medieval Tower • Exclusive Chianti Stay

Proceno Castle, Loggia Apartment

Enjoy Amazing View in Tuscany in Our Country House

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




