
Vacation rentals in Siena
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Top-rated vacation rentals in Siena
Guests agree: these stays are highly rated for location, cleanliness, and more.

Strada della Befana, the countryside in the city
The accommodation, totally independent and recently renovated, is a portion of the former crows of a nineteenth-century villa immersed in greenery but very close to the center, with an open view of green olive groves and the city. The apartment is part of a recently renovated building, originally stables for a XIX century Villa. Immersed in the Sienese countryside but only a few minutes away from the city centre. It has an independent access and stunning views of Siena and a valley of olive groves.

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.

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.

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.

Secret Terrace in the Heart of Siena
Appartamento elegante, dal design moderno, arredato in maniera funzionale per soddisfare i viaggiatori provenienti da tutto il mondo. Situato in una posizione centralissima e strategica, a pochi minuti a piedi dal Duomo e a soli 150 metri da Piazza del Campo, . Troverete inoltre numerosi supermercati, ristoranti, luoghi storici e bar. Un punto di partenza perfetto sia per viaggi d'affari che per puro svago a Siena!

Siena Country Loft Hideway
Country loft, ideal gateway for a couple looking to experience the flavour of Tuscan countryside 2 bathrooms, one with shower and one with bath tub with unique windows view Fully equipped kitchen Eclectic style with antique accents Endless rolling hills view, modern amenities in typical country side setting Concierge service upon request Wifi Internet connection Only 7km far from Siena town

Zona Il Campo e Duomo Palazzina 1632 con terrazzo
Entire bright and cozy accommodation just 200 MT from Piazza del Campo, 400 MT from the Duomo, with convenient car parking just 150 MT. The beauty and quiet of the countryside in the historic center, enjoyable from the terrace. All amenities within walking distance. Only 5 steps to the entrance. Smoking is not allowed inside the apartment, but it is possible to smoke on the comfortable terrace.

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.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.
Popular amenities for Siena vacation rentals
Other great vacation rentals in Siena

AnticaVista, Luxury Apartment with Tower Views

Borgo Iesolana Country Retreat Suite with terrace

The Arches of Corsanello | Apt "Siena" x 3

Romantic Tuscan Holiday House

The walnut tree view, Montepulciano

apartment sopralefonti

Fine house with altana and panoramic terrace

Cipressini 2 - piscina e vista mozzafiato
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Eremo Di Camaldoli
- Cala Violina
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Cascate del Mulino
- Parco delle Cascine
- Pitti Palace
- Mugello Circuit
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