
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.

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.

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.

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.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

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.

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.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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.

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.
Popular amenities for Tuscany holiday rentals
Other great holiday rentals in Tuscany

AnticaVista, Luxury Apartment with Tower Views

Romantic House in Tuscany with jacuzzi

The Arches of Corsanello | Apt "Siena" x 3

Romantic Tuscan Holiday House

To be happy in Tuscany with comfort & view!

Apartment by a Renowned Designer

Panoramic view & outdoor jacuzzi - Pienza

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




