Title: House Il Cipresso in the heart of Chianti with swimming pool - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=67452839&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # House Il Cipresso in the heart of Chianti with swimming pool ## Photo gallery for House Il Cipresso in the heart of Chianti with swimming pool ![Property grounds - House Il Cipresso in the heart of Chianti with swimming pool (Castellina in Chianti)](https://images.trvl-media.com/lodging/68000000/67460000/67452900/67452839/07cf1a47.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - House Il Cipresso in the heart of Chianti with swimming pool (Castellina in Chianti)](https://images.trvl-media.com/lodging/68000000/67460000/67452900/67452839/34fcd7e6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - House Il Cipresso in the heart of Chianti with swimming pool (Castellina in Chianti)](https://images.trvl-media.com/lodging/68000000/67460000/67452900/67452839/37471995.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - House Il Cipresso in the heart of Chianti with swimming pool (Castellina in Chianti)](https://images.trvl-media.com/lodging/68000000/67460000/67452900/67452839/93158c14.jpg?impolicy=resizecrop&rw=297&ra=fit) ![3 bedrooms, iron/ironing board, WiFi, bed sheets - House Il Cipresso in the heart of Chianti with swimming pool (Castellina in Chianti)](https://images.trvl-media.com/lodging/68000000/67460000/67452900/67452839/d41b1bf8.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies House Il Cipresso in the heart of Chianti with swimming pool provides amenities like a garden and laundry facilities. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 6861 sq ft ## Popular amenities - Pool - Kitchen - Washer - Pet friendly - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### House Il Cipresso in the heart of Chianti with swimming pool The Cipresso house is one of the 4 houses of Borgo Montecastelli, and is located right on the border between the provinces of Siena and Florence. Due to its strategic position, straddling two valleys, Borgo Montecastelli enjoys a magnificent panorama from its summit towards the villages that surround it: Panzano, Radda in Chianti, Castellina in Chianti, as well as farmhouses, churches, and towers. The Cipresso house was born from the ancient structure of a barn that served the community of Borgo Montecastelli to conserve wheat and all cultivated products. It owes its name to the secular cypresses that stand beside it. The apartment is an independent cottage and is spread over two levels. It can comfortably accommodate up to 6 people. The entrance door is crowned by an arch that allowed horses and wagons to enter. From here you enter the kitchen and dining room with a sitting area, the double bedroom, and the bathroom with shower, which overlooks the valley. On one side of the kitchen, there is a second entrance to the outside which overlooks the private courtyard. Going down the internal stairs you get to the lower floor where there is a living room, another double bedroom with a sofa bed and a bathroom. Leaving the house, walking downwards, you will find the path that leads to the swimming pool among the olive trees. The pool is shared with the other 4 houses that are part of the borgo. Powerful Internet connection, tested for those who want to work remotely (conference call, email, streaming etc ...) ## Property amenities ### Pool/Spa - Communal pool ### Internet - Available in the cottage: WiFi ### Parking and transportation - Car required - Parking on site ### Kitchen - Coffee/tea maker - Dishwasher - Oven - Refrigerator - Stovetop ### Bedrooms - 3 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 2 bathrooms - Bidet - Hair dryer - Shower - Towels provided ### Living spaces - Living room ### Outdoor areas - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Garden - Unit size: 861 square feet ## Similar properties ![Pool](https://images.trvl-media.com/lodging/40000000/39680000/39676400/39676361/42fbcb0b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Hall of Villa Migliorati VAIANO - Pool - Kitchen - Washer - Pet friendly 9.8 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&selected=39676361&PinnedHotelID=39676361&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122630000/122626100/122626094/9ed282a0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful apartment for 6 people with pool, A/C, WIFI, TV, patio, pets allowed and panoramic view Castellina In Chianti - Pool - Kitchen - Washer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&selected=122626094&PinnedHotelID=122626094&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91360000/91356300/91356228/27f1c429.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Zambra by MMega Poggibonsi - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&selected=91356228&PinnedHotelID=91356228&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/30000000/29560000/29554700/29554673/71c33e8d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury converted barn with hilltop views in chianti wine region, Tuscany Castellina in Chianti - Pool - Kitchen - Washer - Free WiFi 10 Exceptional 95 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&selected=29554673&PinnedHotelID=29554673&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91620000/91616400/91616364/21994c72.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Flat with separate pool Monsummano Terme - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-21&endDate=2026-03-22&selected=91616364&PinnedHotelID=91616364&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99910000/99908700/99908692/e0cb099b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cottage nel Chianti con Piscina. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number IT052005B5VIHK69T4 ### We should mention All guests, including children, must be present at check-in and show their government-issued photo ID card or passport Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using information in the booking confirmation A car is required for transportation to and from this property ### Property is also known as Cottage Casa Il Cipresso in the heart of Chianti Cottage Casa Il Cipresso in the heart of Chianti Castellina in Chianti starthousefi\_96 ## About the area Located in Castellina in Chianti, this cottage is in a rural area. The area's natural beauty can be seen at Alta Val d'Elsa River Park and Chianti Sculpture Park, while San Casciano Museum and Archeodromo di Poggibonsi are cultural highlights. Chianti Observatory and Borgo di Vescine - Tenute di Castelvecchi are also worth visiting. [Visit our Castellina in Chianti travel guide](https://www.expedia.ca/Castellina-In-Chianti.dx55534) [View more Cottages in Castellina in Chianti](https://www.expedia.ca/Castellina-In-Chianti-Cottages.d55534-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.53017%2C11.27374&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Z7cKe1WAh-7zmBNewZ_VgHLWc30=) Castellina in Chianti, Tuscany ### What's nearby - ![Castellina in Chianti](https://images.trvl-media.com/place/553248635823420151/ec85263a-6787-4444-b5d0-98112dd52718.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Buondonno Winery 10 min walk \- 0.9 km - ![Uffizi Gallery in Florence in Italy](https://images.trvl-media.com/place/6075462/638682df-5d23-4089-83af-be7850616ae1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Uffizi Gallery 42 min drive \- 40.8 km - ![Piazza di Santa Maria Novella which includes a garden, heritage architecture and a church or cathedral](https://images.trvl-media.com/place/6167447/7f4e9e58-353d-4a42-8920-7d465f5e16de.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Piazza di Santa Maria Novella 44 min drive \- 40.8 km - ![Cathedral of Santa Maria del Fiore featuring religious aspects, heritage architecture and a church or cathedral](https://images.trvl-media.com/place/501046/58cc313e-b63c-4e3e-825f-1235037a9d48.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Cathedral of Santa Maria del Fiore 45 min drive \- 44.7 km - Verrazzano Castle 27 min drive \- 20.6 km ### Getting around - Poggibonsi-San Gimignano Station 23 min drive - Florence Airport, Peretola (FLR) 44 min drive ### Restaurants - Cecchini Panini Truck 14 min drive - La Cantinetta di Rignana 32 min drive - Enoteca Baldi 15 min drive - Antica Trattoria La Toppa 9 min drive - Osteria di Passignano 20 min drive ## Frequently asked questions ### Does House Il Cipresso in the heart of Chianti with swimming pool have a pool? ### Is House Il Cipresso in the heart of Chianti with swimming pool pet-friendly? ### How much is parking? ### What time is check-in at House Il Cipresso in the heart of Chianti with swimming pool? ### What time is check-out at House Il Cipresso in the heart of Chianti with swimming pool? ### Where is House Il Cipresso in the heart of Chianti with swimming pool located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## House Il Cipresso in the heart of Chianti with swimming pool Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Jon M. Jul 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Beautiful setting with a rustic and friendly vibe. The place was clean and well-kept. We enjoyed every minute! A bonus was that the nights were cool (did t need the AC), and we slept with the windows open, despite the heat during the day. ##### Jon M. Stayed 4 nights in Jul 2025