from€5,999/week· Villa

Villa Cipresso is a very beautiful 13th century villa located in the Chianti area, approximately 7 miles from Siena. This villa is composed of two separate structures: the main house (3,500 sqft) and the annex (1,500 sqft). The main house is characterized by a watch-tower to which two lateral structures were added over time. This particular layout, with the annex separate from the main villa, make Il Cipresso the ideal property for large groups who will enjoy gathering together yet having their own privacy when needed. The 27-hectare estate where the villa resides produces its own wine which can be served at the villa upon request.



Weekly rates & Availability

FromToWeekly rate
  • Tourist tax: € 1.50 per person/per day for the first 7 days (age 14 and under are exempt) – paid in cash, locally
  • Security deposit: € 1,500 held at agency
  • Caretakers live in an apartment with separate entrance from the villa (upon request, possibility of full exclusivity – price on request)
  • Check-in: between 4:00 pm – 7:00 pm
  • Check-out: before/by 9:00 am
  • All the above services must be paid locally, prior to departure unless otherwise arranged

Inquire about this villa

Included with rent
  • Electricity, a/c, water and final cleaning
  • In high season, daily housecleaning (2 hrs), except Sun; rest of year, midweek cleaning for 4 hours
  • Mid-week change of towels (Wed)
  • Wi-Fi internet access
  • Weekly gardener and pool maintenance
Not included with rent
  • Heating charges, if used:  € 100 per day
  • Extra housekeeping service: € 30 per hour
  • Laundry and ironing service: € 30 per hour
  • Cook service depending on availability: price ad hoc
  • Arrival welcome dinner: € 50 per person
  • The Taste Package – consisting of: Welcome Tuscan home made dinner + Daily Continental breakfast (home-made cakes, fruits, yogurts, cold cuts, coffee or tea) + visit of Estate’s Winery with estate wine and olive oil tasting paired with cold cuts and cheese: €180 per person min 8 people. Children up to 8 years old is 50% discount. Children under 3 complimentary
  • Telephone charges extra

Previous guests say

Michael C. • August 2018

The villa and the owner and staff exceeded all of our expectations. We had a wonderful time, and Pino (the owner) was a most gracious host. We found the villa to be perfect for gatherings of our large group, but also provided many areas for more private gatherings. The pool was large and refreshing. The concierge (Daria) arranged for a breakfast each morning for the group, which was provided by the staff at the villa – a great way to start the day. We also had a dinner cooked for us at the villa one night, which was a lot of fun. A special treat was the two cases of fantastic Chianti Classico made by our host, which we purchased for a very low price. Pino and his son always greeted us with a smile. A fantastic week.


What to do in Siena area

The medieval town of Siena is built across several hills and valleys; that's why you will find yourself walking up and down through its historical center. The lack of car traffic makes Siena a wonderful place to stroll, especially with kids! Despite sometimes being packed with tourists, the city always has a quiet and easygoing feel. A must-see is the shell-shaped square called Il Campo. This is the focal point of the city and the perfect setting to snap your Instagram photos while enjoying an over-sized gelato. This is also the venue of the internationally renowned horse race, The Palio, which takes place on July 2nd and again on August 16th each year.
Visit San Gimignano, famous for its skyline, and Volterra, renown for alabaster artifacts. The small fortress cities within easy driving distance of one another, each offer their own special appeal. The medieval walled city of Monteriggioni – for example – was built in the 13th century and it is known to be one of the most well preserved ancient fortifications in Italy, which is why it is a preferred destination for plenty of tourists, scholars, architects and archeologists from all over Europe.

Where to eat

Osteria Le Logge - Excellent Tuscan cuisine at elegant old-world restaurant. The best tables are on the ground floor, but there is also outdoor seating. Delicious handmade fresh pastas (small portions). Don't miss the desserts! Watch out for the small step down as you walk in!
Via del Porrione 33, Siena - +39 0577 480 13

Enoteca I Terzi - casual atmosphere under a vaulted ceiling, market to table seasonal ingredients divinely cooked, extensive selection of wine.
Via dei Termini, Siena - +39 0577 44329

Il colombaio - Michelin starred restaurant (in 2016!) in a very traditional sophisticated atmosphere. Outdoor seating also available.
Localita Colombaio, Casole d'Elsa - +39 0577 949002

Villa Dievole great restaurant with excellent food, set in a wine and extra virgin olive estate. Not only you can buy wine and olive oil produced on the estate, they can even ship it internationally.
Località Dievole, 6 (fraz. Vagliagli) Castelnuovo Berardenga - +39 0577 322613

Officina della Cucina Popolare This restaurant sits right inside the ancient medieval city walls of Colle di Val d'Elsa. Just a two minute walk from the free parking areas nearby the city gate called Porta Nuova. The menus are seasonal and utilize fresh local ingredients grown by nearby farmers. Enjoy true Tuscan food.
Via Gracco del Secco 86, Colle di Val d'Elsa - +39 0577 921 796

Where to shop

Handmade Crystal: Collevilca – besides purchasing their products, take a factory tour available from Monday to Friday and watch the artisans hand-blowing their creations.
Loc. San Marziale, 24, Colle di Val D’Elsa – +39 0577 927 204

Alabaster Houseware: Alab’Arte, an artisanal bottega where one-of-a-kind pieces are created.
Via degli Orti di San Agostino, Volterra - +39 0588 879 68

The best gelato: Gelateria di Piazza in San Gimignano it’s one of the most famous ice cream shops in all of Italy. Award-winning master ice cream maker Sergio Dondoli uses seasonal ingredients to create some unusual flavors.
Piazza Della Cisterna 4, San Gimignano - +39 0577 942244

Specialty Food shop: Pizzicheria de Miccoli - Located in Siena historic center, it is very well known for its special selection of Tuscan cured meats.
Via di Citta 95, Siena - +39 0577 246948