
Villa vacation rentals in Siena
Find and book unique villas on Airbnb
Top-rated villa rentals in Siena
Guests agree: these villas are highly rated for location, cleanliness, and more.

The Farmhouse Cottage
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Tuscan charm of villa - countryside
Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

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

Virgi House
Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

A paradise in Montepulciano...
Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Stone farmhouse in the 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 unesco heritage, Jacuzzi & garden. BB Daria
Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
Popular amenities for Siena villa rentals
Private villa rentals

Country House Lo Spigo 4, Emma Villas

Valluccia 51

Country Charm & Jacuzzi

Beautiful tuscan country house

Villa "The memory of time"

The Villa of the Spendereccia Brigade!

Casa Faraona, villa with private pool

Leo's Romantic House
Luxury villa rentals

Pasqui Villas : Tribbio private house pool WiFi

Villa in Montepulciano with a Pool

CHARMING VILLA IN CHIANTI

Podere San Carlo

Romantic Villa with private pool and fabulous view

La Vignaccia (Farmhouse) - villa w/private pool

Romantic Villa with private pool - "Il Pollaio"

Tuscany Villa With Pool & Magnificent Garden
Villa rentals with a pool

Ortaglia di Sotto Farm

Lovely Villa situated in nature

La Cipresseta Estate | Cipresso House

La Bacaia

Sasso Canaldo: Elegant Tuscan farmhouse

[Cortona] Historic Villa with Pool and Park

Villa Il Diaccio with view of the Tuscan Maremma

Villa Il Poggino – Modern House
Destinations to explore
- Rentals with a balcony Siena
- Pet-friendly rentals Siena
- Waterfront rentals Siena
- Rentals with a fire pit Siena
- Serviced apartment rentals Siena
- Cottage rentals Siena
- Family-friendly rentals Siena
- Townhouse rentals Siena
- Rentals with an accessible height bed Siena
- Hotel rooms Siena
- Private suite rentals Siena
- Loft rentals Siena
- Apartment rentals Siena
- Rentals with a hot tub Siena
- Castle rentals Siena
- Condo rentals Siena
- Farmstay rentals Siena
- Fitness-friendly rentals Siena
- Vacation home rentals Siena
- Tiny house rentals Siena
- Rentals with lake access Siena
- Rentals with beach access Siena
- Rentals with outdoor seating Siena
- Luxury rentals Siena
- Guesthouse rentals Siena
- Barn rentals Siena
- Rentals with an EV charger Siena
- Rentals with breakfast Siena
- Rentals with a patio Siena
- Nature eco lodge rentals Siena
- Rentals with a sauna Siena
- Bed and breakfasts Siena
- Rentals with a home theater Siena
- Rentals with a fireplace Siena
- House rentals Siena
- Tent rentals Siena
- Rentals with a washer and dryer Siena
- Rentals with pools Siena
- Smoking-friendly rentals Siena
- Boutique hotels Siena
- Villa rentals Tuscany
- Villa rentals Italy
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Stadio Artemio Franchi
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio
- Cala Di Forno
- Things to do Siena
- Sports activities Siena
- Sightseeing Siena
- Tours Siena
- Art and culture Siena
- Nature and outdoors Siena
- Food and drink Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Art and culture Italy
- Entertainment Italy
- Food and drink Italy
- Sightseeing Italy
- Sports activities Italy
- Tours Italy
- Wellness Italy
- Nature and outdoors Italy




