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VILLA DELLE UPUPE 8 Sleeps, Splendid Tuscan Stone-villa With Pool In Chianti



Updated: 18-Oct-2016
Sleeps 6; 4 Bedroom; 5 Bathroom

RECEPTIVE STRUCTURE. Villa delle Upupe is located approximately 2 km from the borgo of Castellina in Chianti, in the hilly green countryside between Siena and Florence in the heart of Chianti Classico, a beautiful region famous throughout the world for its picture-postcard views and for the excellence of its wines. It enjoys a privileged position on top of a hill, overlooking the beautiful landscape dotted with olive trees and vines and is surrounded by dense wooded vegetation, ideal for taking long walks in close contact with nature. Inside the exposed stone exterior is a fascinating interior: every room, from the warm intimate bedrooms to the cosy living area, has been designed with great attention to detail, with fine furnishings and accessories, combined with beautiful upholstery that recalls the unmistakable hues of the Sienese countryside. The result of shrewd restoration, this farmhouse reinterprets classic Tuscan architecture, adapting to the sloping terrain due to which both floors have outside access, especially on the lower floor where the brightly-lit rooms of the living area open out to the private garden, an authentic corner of tranquility enriched by an attractive pergola for relaxing outdoors and by a beautiful swimming pool nestling in the vineyards that produce one of the finest wines in Chianti Classico. We are, in fact, within the Castellare di Castellina, a prestigious and well established farm estate which covers an area of about 80 hectares and which produces excellent extra virgin olive oil and some of the most select wines of Chianti. The winery, open for tasting and for the sale of wine and olive oil, is about 2 km from the farmhouse. Not far from the property is the scenic Chiantigiana, a panoramic bridge that connects Siena to Florence, which you can take to make day trips to the well-known localities of Radda, Gaiole, Greve and Panzano, rich in art treasures, churches and Renaissance villas perched on scenic hills. N.B. The house has a separate entrance and is about 50 m from the owners' villa from which it is separated by hedge screens to ensure maximum privacy.


The house has two floors which follow the natural slope of the terrain and are connected by both internal and external staircases. The main entrance is on the ground floor which is composed of two double bedrooms and one twin bedroom, all with private bathrooms (two with shower and one with tub and shower). Going down to the lower floor, you come to an elegant living room with original fireplace and the dining room, both facing the back garden. From the dining room, a few steps lead down to the kitchen and to a room used as both pantry and laundry. This floor is completed by a bedroom (with double divisible bed) with ensuite bathroom with shower and a toilet.


The house is surrounded by a peaceful garden that adapts to the sloping surface of the property and is one with the beautiful setting of vineyards, woods and hills that delimit it naturally. The vegetation composed of lavender bushes, wild roses, jasmine, strawberry trees, herbs and borders of rosemary, which frame the dry stone walls and short stone paths, is the backdrop to the panoramic pergola just outside the living room French windows and to the exclusive pool, the perfect spot from which to admire the beautiful sunset over the Chianti hills.

Swimming Pool

The rectangular-shaped swimming pool is located behind the villa, on lower terracing, and is reached down a few steps near the pergola. Lined in grey PVC, it measures 3 x 9 m with the depth ranging from 1.40 to 1.60 m and fits perfectly into the natural landscape that surrounds it. There are three steps for easy access to the water and it has chlorine purification. The sunbathing area, in part paved in stone around the pool and in part lawn, is provided with sunbeds and umbrellas and is bounded on one side by dry stone walls and on the other by a thick screen of vines. There is also a cold-water shower. The pool will be available from the last Saturday in April to the first Saturday in October.





(Emma Villas reminds that the herein contained information and any possible updates are to be attested on emmavillas.com).

More Details
  • Sleeps 8
  • 4 Bedrooms
  • 4 Bathrooms, 1 Separate Toilet
  • Parking
  • Garden
  • Swimming pool
  • Pets considered
  • Internet
  • Dish washer
  • Washing machine
  • Towels provided
  • Linens provided
  • Bookable online

About the Manager

Call Manager
Speaks English, French, German, Spanish, Russian, Italian
Emma Villas srl Unipersonale
Emma Villas
Via Duccio di Buoninsegna, 22
00142 Roma Roma Italy
L.R.T 51/1986, N.178974
OPERATORE TURISTICO ITALIANO Autorizzato dalla provincia di Siena N. 178974 L.R.T 51/1986
VAT Reg No01188760522

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Activity and Interests

Nearest Airport : Firenze at 51 Kilometres Nearest Barpub : Castellina in Chianti at 2 Kilometres Nearest Ferry : Castiglione della Pescaia at 120 Kilometres Nearest Train : Siena at 22 Kilometres Nearest Motorway : Firenze Impruneta - A1 Exit at 37 Kilometres Nearest Restaurant : Castellina in Chianti at 2 Kilometres Car: recommended

The historical region of Chianti which is situated right in the centre of Tuscany, between north of Florence, Siena and the south of Arezzo and finally east of the towns of Castellina in Chianti, Radda in Chianti and Gaiole in Chianti. This area constitutes a particularly important centre of attraction for the numerous historical testimonies of a past dating back to the Etruscan era. Furthermore, the prestige that this area enjoyed in the Renaissance era is testified by the numerous medieval castles, all perfectly preserved, that can be seen along the famous “road of the castles”. From Gaiole, in fact, it is possible to choose from numerous itineraries that lead to the surrounding castles. The Chianti countryside is perfect for horseback riding in the tranquillity of the vast network of paths and unpaved roads which meander through the woods and hills and it also permits visitors to explore the abundance of food and wine that characterizes this area. Here, too, a series of itineraries lead to the exploration of the ancient Tuscan flavours skilfully produced by the local growers. The proximity of the airports Florence, Pisa and e allow easy access to this region as does the motorway A1 exit at Valdarno and Valdichiana which easily connects the hamlets in the Chianti area, Radda, Greve, Castellina, Volpaia etc. and the rest of Tuscany. The closer train station is Siena.


Rental rates

Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
25 Sep 2016 - 16 Dec 2016
7 night minimum stay
for 7 nights
17 Dec 2016 - 7 Jan 2017
7 night minimum stay
for 7 nights
8 Jan 2017 - 28 Apr 2017
7 night minimum stay
for 7 nights
29 Apr 2017 - 26 May 2017
7 night minimum stay
for 7 nights
27 May 2017 - 30 Jun 2017
7 night minimum stay
for 7 nights
1 Jul 2017 - 26 Aug 2017
7 night minimum stay
for 7 nights
27 Aug 2017 - 30 Sep 2017
7 night minimum stay
for 7 nights
1 Oct 2017 - 15 Dec 2017
7 night minimum stay
for 7 nights
16 Dec 2017 - 6 Jan 2018
7 night minimum stay
for 7 nights

Additional pricing information

Fees No additional mandatory fees
Tax Rate 5.9%

- To be paid at the time of booking: 25% as DEPOSIT (non-refundable) calculated on the listed price;
- To be paid within 60 days prior to the beginning of lease: 75% as BALANCE to be paid by bank transfer or credit card.

5,9% Emma Villas Commissions INCLUDED in the final price of the reservation: this includes costs for opening and management of the practice, customer assistance service 7 days per week, agency commission, EUROP ASSISTANCE POLICY to cover penalties in case of cancellation of the stay).

At your arrival will be requested (by the property owner) the damage deposit (totally refundable in case of no damages at the end of the stay).
Damage Deposit: 700,00€

Manager's Cancellation Policy

  • 0% refund for cancellations more than 0 days before check-in date.
Enter dates for accurate pricing
Total amount
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Updated: 18-Oct-2016
Available arrival


Property Type

  • villa


  • Adventure
  • Away From It All
  • Budget
  • Family
  • Farm Holidays
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions


  • Air Conditioning ...
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Tumble Dryer
  • Washing Machine


  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Hob
  • Toaster


  • Child's Highchair
  • Dining
  • Dining Room


  • Books
  • DVD Player
  • Satellite / Cable ...
  • Stereo ...
  • Television

Pool / Spa

  • Private Pool ...

Onsite Services

  • Car Available
  • Chauffeur
  • Concierge
  • Massage
  • Private Chef
  • Staff


  • Events Allowed
  • Long-term Renters Welcome
  • children welcome
  • pets considered
  • wheelchair inaccessible

Location Type

  • city centre
  • mountain
  • rural
  • town
  • village


  • arboretum
  • autumn foliage
  • botanical garden
  • caves
  • churches
  • cinemas
  • forests
  • library
  • live theatre
  • playground
  • recreation centre
  • reefs
  • restaurants
  • ruins
  • synagogues
  • theme parks
  • winery tours

Leisure Activities

  • bird watching
  • eco tourism
  • horse riding
  • outlet shopping
  • scenic drives
  • sight seeing
  • walking

Local Services & Businesses

  • ATM/bank
  • Babysitter
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services

Sports & Adventure Activities

  • cycling
  • equestrian events
  • fishing
  • golf
  • golf pass optional
  • hiking
  • mountain biking
  • mountaineering
  • roller blading
  • caving
  • tennis


  • Bathroom 2 - Toilet, Shower Enclosure
  • Bathroom 1 - Toilet, Shower Enclosure
  • Bathroom 3 - Toilet, Shower Enclosure
  • Bathroom 4 - Toilet, Bath with Shower
  • Bathroom 5 - Toilet
  • (3 with shower, 1 with tub and shower, 1 guest bathroom. En- suite bathrooms: 4)


  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 Double Bed
  • Bedroom 2 - 1 Double Bed
  • Bedroom 3 - 1 Double Bed
  • Bedroom 4 - 2 Single Bed
  • (2 doubles, 1 double with divisible bed, 1 twin)


  • Balcony
  • Terrace
  • Garden
  • Veranda


  • Self-catering

Learn more about this holiday rental at the owner's website

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