
Holiday rentals in Olevole
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Top-rated holiday rentals in Olevole
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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
4.99 out of 5 average rating, 105 reviews
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.
4.97 out of 5 average rating, 251 reviews
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).
4.99 out of 5 average rating, 244 reviews
Casa Dolce Toscana | Panoramic Suites & Views
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.
4.98 out of 5 average rating, 187 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.92 out of 5 average rating, 337 reviews
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.
4.83 out of 5 average rating, 136 reviews
Villa Rose delle Inglesi | Majestic Luxury Villa |
A private driveway leads up to the large gate of your luxurious and elegant villa. As the gate opens follow your private driveway and you arrive at your villa. Park your car and you are only a few steps away from the entrance with its marble staircase. You and your guests will be wowed as you cross the main entrance leading into the conversation room which has a connection to the outside marble terrace were you can admire the panoramic view over the Tuscany and Umbrian valley.
4.92 out of 5 average rating, 61 reviews
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.
4.98 out of 5 average rating, 160 reviews
Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
4.99 out of 5 average rating, 111 reviews
dependance mandriola
The mandriola is our annex, a truly cozy and charming nest, renovated and furnished in a rustic Umbrian-Tuscan style. It has a unique dining-kitchen area with a fireplace and sofa, a large bedroom with a canopy bed, a bathroom with a shower and washing machine, and a comfortable loft with a double bed. All set in a large garden with panoramic terraces. New in 2021: large private jacuzzi and tree house for the little ones!
4.9 out of 5 average rating, 106 reviews
Poggio dell'orso.Traditional Casale. Amazing views
Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.
4.96 out of 5 average rating, 170 reviews
Theater House
Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.
5.0 out of 5 average rating, 124 reviewsPopular amenities for Olevole holiday rentals
Other great holiday rentals in Olevole

Vakantievilla Farmhouse Dolci Hills
4.96 out of 5 average rating, 53 reviews
La Loggia Apartment
5.0 out of 5 average rating, 17 reviews
Luxury Villa, 5BR 5BA, Private Pool, AC, Views
5.0 out of 5 average rating, 5 reviews
Exclusive farmhouse
4.94 out of 5 average rating, 53 reviews
I Gergoni - House Myriam
4.97 out of 5 average rating, 63 reviews
Villa Incanto – Todi
5.0 out of 5 average rating, 22 reviews
Casa Franca | private veranda near the thermal baths
5.0 out of 5 average rating, 28 reviews
Conigliera di Poggio Petroso (Rabbit Farm)
5.0 out of 5 average rating, 6 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Lake Vico
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- La Scarzuola
- Villa Lante
- Siena Cathedral
- Vulci
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Necropolis of Tarquinia
- Mount Subasio
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Piazza del Campo
- Fonti Del Clitunno





