
Vacation rentals in Olevole
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Olevole
Guests agree: these stays are highly rated for location, cleanliness, and more.

La Loggia Apartment
The Loggia Apartment is located in Monteleone d'Orvieto, a municipality included in the list of the Most Beautiful Villages in Italy. The recently renovated apartment will offer you all the comforts for a holiday in close contact with nature and is the ideal starting point to explore Tuscany and Umbria. The unit is located on the ground floor of a historic building and consists of a large living room, two bright bedrooms, a bathroom and a kitchen with wonderful panoramic views of the Umbrian hills.

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

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.

Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Magical Family Retreat
Podere Calcina is a recently renovated Umbrian villa overlooking the Tuscan hills, sitting in 15 acres of gardens, olive groves and forest. The stylish property combines modern amenities with period features. Located between the medieval towns of Monteleone d'Orvieto and Citta Della Pieve, the house is 1km down a gravel track, just 20 minutes from the A1 for easy access to Florence, Sienna, and many hidden gems. Enjoy a perfect family escape, unwind by the pool and indulge in la dolce vita!

Luxury Villa, 5BR 5BA, Private Pool, AC, Views
Nestled in the rolling hills between Umbria and Tuscany, this newly renovated, luxury villa blends modern comfort with timeless Italian charm. Set on two private and gated acres of lush gardens, the property offers complete privacy, breathtaking panoramic views, and resort-style amenities for an unforgettable stay. We look forward to welcoming you to our private retreat, where refined comfort, breathtaking landscapes, and the timeless elegance of the Italian countryside await your arrival.

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

The Wood's House between Umbria and Tuscany
The house is surrounded by dense Mediterranean vegetation and a 1,000 m² garden. The house is equipped with 2 rooms mezzanine ( the ceilings are high about 5 meters ) and was restored preserving the characteristic local stone . Within a radius of about 25-30 km you will find: Citta' della Pieve, Orvieto, Cetona, San Casciano de' Bagni and many more ... In an hour by car you can reach cities such as Florence, Siena, Perugia, Assisi, in addition to Val D'Orcia and Val di Chiana.

Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

Villa Incanto – Todi
Villa Incanto is an exclusive residence set up on the ground floor of an old stone farmhouse. Those who decide to stay there will therefore have total privacy. Villa Incanto is located within a 20-hectare estate that enjoys a hillside position that offers a wonderful panoramic view of the Umbrian hills. Ideal for a relaxing holiday and tasting the typical local products. Accommodation tax of €1.50 per day for the first 5 days.

Exclusive farmhouse
AgriHouse is located on our farm Il Fossile on the slopes of Mount Peglia, an area recently proclaimed a UNESCO MAB Reserve. The farmhouse consists of 3 bedrooms, for a total of 8 beds and 2 bathrooms. Outside the pool, with a panoramic view for your exclusive use. The agricultural activity consists of extensive outdoor breeding of animals (poultry and pigs) and the direct sale of eggs, vegetables, fresh and processed meat.

Vakantievilla Farmhouse Dolci Hills
This luxurious villa (casale) is located near the village of Allerona on the border of Tuscany and Umbria and is 15 km from Orvieto, 100 km from Rome and 120 km from Florence. Casale Colline Dolci is perfect for guests who want to enjoy the beauty of the Italian countryside and its excellent cuisine in comfort and tranquility, but just as ideal for those who want to soak up the beautiful culture of Italy.
Popular amenities for Olevole vacation rentals
Other great vacation rentals in Olevole

Ulivi House

Private Villa with swimming Pool and Garden exclus

Casa Rondini, , organic farm, infinity pool

Villa Fonte Pergolla

Luxury Tuscan countryside villa with pool/WiFi/AC

Conigliera di Poggio Petroso

Tuscan Charm – Veranda overlooking the greenery and nearby spas

Casa Baiocco Private Villa heated pool and Jacuzzi
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Lake Vico
- Basilica of St Francis
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Mount Subasio
- Valdichiana Outlet Village
- Terme San Filippo
- Saturnia Thermal Park
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Rocca Maggiore
- Santa Maria della Scala





