Villa I Cipressini Tuscany Private luxury pool spa
The vacation villa is furnished in a simple, yet graceful country chic featuring comfortable spaces and terraces where you can gather as a group for meals and reminiscing, be it about your last Tuscan adventure or moments of friendship. The villa provides two large living rooms each providing soft cozy sofas gathered around a fireplace. From the first sala, you can access an incredible terrace which promises excellent views from morning till night. This terrace can also be reached from an external stairway.
Meals can be enjoyed outdoors or in the full dining room, with also provides direct access to the patio, garden and splendid country views. There is an eat-in kitchen which is supplied with complete sets of table and cookware, dishwasher and large fridge. It is here where you can experiment with the local recipes or you can arrange to have a private chef come in and tantalize you with the flavors of the region. This floor also includes a guest bathroom.
The villa will accommodate up to 10 persons in its 5 bedrooms with en suite bathrooms. In the main house, you will find 2 accommodating double bedrooms, each with an en suite bathroom complete with all bed, and bath linens. The villa includes a clothes washer (and dryer) and there's a easy WiFi access for emails and internet. There are two bedrooms arranged with two single beds, perfect for friends traveling together, children or young adults. The last bedroom suite is located in the dependancè only 5 meters from the main villa.
Our prices include all fees. No hidden fees.
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Luxury Tuscan villa, spectacular views, beautiful pool and garden.
Pienza
Luxury Tuscan villa, spectacular views, beautiful pool and garden.
Events allowed: family gatherings, birthday parties, weddings
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Pets
Pets allowed: limit 1 total
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Smoking
Smoking is not permitted
Important information
You need to know
Property Registration Number IT052021B5SFHQRFAA
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts debit cards
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
Long-term renters welcome
This property uses solar energy
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Pienza
Pienza is home to this holiday home. Chiesa di San Francesco and Palazzo Piccolomini are local landmarks, and some of the area's activities can be experienced at Enoteca Di Ghino and Triacca Winery. Travelling with kids? Consider RI Crea RE and Art Studio di Adelina Quadri. Spend some time exploring the area's activities, including golfing.
Pizzeria Bar L'Officina del Gusto - 10 min drive
Bar Il Casello - 3 min drive
Caffe Dante - 10 min drive
Trattoria Vecchio Forno - 10 min drive
Non Solo Bar - Rendezvous - 8 min walk
Frequently asked questions
Does Villa I Cipressini Tuscany Private luxury pool spa have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Villa I Cipressini Tuscany Private luxury pool spa?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at Villa I Cipressini Tuscany Private luxury pool spa on 28 May 2026 start from £864, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Villa I Cipressini Tuscany Private luxury pool spa pet-friendly?
Yes, this property allows pets (limit 1 total). Some restrictions may apply, so please contact the property for more details.
What time is check-in at Villa I Cipressini Tuscany Private luxury pool spa?
Check-in begins at 3:00 PM.
What time is check-out at Villa I Cipressini Tuscany Private luxury pool spa?
Checkout is at 10:00 AM.
Where is Villa I Cipressini Tuscany Private luxury pool spa located?
This family-friendly Pienza holiday home is within 1 mi (2 km) of Pieve di Corsignano, RI Crea RE and Historic Centre of Pienza. Artemisia Gallery and Palazzo Borgia are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This villa was AMAZING ! Perfect luxurious accommodations.. met all of our requirements… clean , spacious, lovely frie place and outdoor grill. Bath facilities were lovely, hot water plentiful, bed so comfy. Location was PERFECT! Short walk to beautiful Pienza.. easy quick drive to beautiful Montipulciano. Our host , Thiago , was superb. One guest lost luggage and Thiago retrieved it from Florence Airport and DROVE IT TO THE VILLA!! Amazing and above and beyond.. we so enjoyed our stay and will return when possible but would recommend to my dearest friends and family to stay in this most lovely place!!
Ruth W.
Stayed 14 nights in Mar 2026
Response from VrboOwner on 3 Apr 2026
Thank you so much for your kind words! It was a real pleasure hosting you, and I’m so glad to hear you enjoyed your stay. Knowing that you appreciated the space and the experience means a lot to me. You’re always welcome back anytime Ruth! I’d be happy to host you again in the future!
Thiago was very attentive. The house was great. Pienza and surrounding area were beautiful
Tucker J.
Stayed 6 nights in Nov 2025
Response from VrboOwner on 7 Mar 2026
Thanks for the description and compliments Tucker, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. We hope to always meet the needs of all, we work for this. Thanks and see you soon.
Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay.
leigh t.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Leigh!
Fabulous Tuscan farmhouse in a perfect location for a group of friends wanting to experience all that Val D’Orcia has to offer!
Susan J.
Stayed 7 nights in Oct 2021
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Susan!
Stunning house and grounds. Thiago was a great communicator and arranged a chef for us one night. Just trying to figure out when we can return - thanks Thiago!
David H.
Stayed 7 nights in Jun 2022
Response from VrboOwner on 6 Sept 2023
Thank you for taking the time to share your thoughts on I Cipressini. We are happy to learn that your recent stay was an enjoyable experience and it gives us great pleasure to read your kind words. We hope to welcome you at I Cipressini soon. Best regards and many thanks David!
"I Cipressini"
Beautiful spacious villa, great location, amazing pool, incredible sunsets!
Our family had a wonderful time staying at Villa I Cipressini! We had plenty of space with even a few beds to spare for our family of 5! Thiago was a wonderful host—check in and check out were a breeze, and communication was very easy and quick. The pool and spa area are top notch, and the sunsets were truly incredible. We enjoyed stayed here right in Pienza and made fun day trips to Montepulciano, Montalcino, and Siena. We will certainly try to stay here again on our next visit to Tuscany!
Christopher H.
Stayed 5 nights in Jul 2024
Response from VrboOwner on 18 Feb 2025
Thanks for the description and compliments Christopher, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. We hope to always meet the needs of all, we work for this. Thanks and see you soon.
Our family group of 9 - 3 generations ages 15- 81 - had a wonderful stay at this villa. The layout was excellent - each bedroom with it’s own bathroom, large dining room with window facing the sunset and well equipped kitchen. We appreciated being able to walk into Pienza- and it is great location for exploring nearby towns. Thiago connected us to a chef - we enjoyed a cooking lesson and a gourmet meal over 2 evenings.
Jane H.
Stayed 7 nights in Sep 2022
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Jane!
Communication with Thiago was great and the house is just amazing. Very close to Pienza by walk and the location is just unbelievable. Whaouuuu no critic can be done. Jacouzy, laundry, swimming pool to relax, very practical kitchen… this a dream house
Marc M.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Marc!
We rented this home with a group of friends to celebrate my 40th birthday. The house was just as described and extremely convenient for getting into Pienza. We found it to be very clean and the bathrooms and spa room are newly renovated and very nice. Thiago was extremely helpful while we made reservations and planned our trip. Highly recommmend!
Lauryn M.
Stayed 5 nights in Mar 2022
Response from VrboOwner on 6 Sept 2023
Thank you so much for the compliment Lauryn, we are very pleased to be able to give our guests a fabulous vacation. We appreciate your kind review, we put maximum effort and a lot of passion. Thanks again!
I Cipressini
The villa is even better than the pictures show. It is great! The proximity to Pienza - just beautiful a short walk- makes for full enjoyment of the villa and the town. Thiago, property manager, is very responsive and helpful. Our entire party was impressed and enjoyed their time at the villa.
Will S.
Stayed 28 nights in May 2022
Response from VrboOwner on 6 Sept 2023
Thank you for taking the time to share your thoughts on I Cipressini.
We are happy to learn that your recent stay was an enjoyable experience and it gives us great pleasure to read your kind words.
We hope to welcome you at I Cipressini soon.
Best regards and many thanks
"I Cipressini"
We were six family members aging from four years old up to 74 years old and had the time of our lives at this house! Thiago was beyond helpful and answered my WhatsApp messages throughout the whole time. We were there with various questions we adored Pienza, which was only a two minute drive away and spent quite a bit of time there. We also took day trips to Montalcino and Montepulciano. We loved and used the hot tub room more than a few times. The scenery and sunsets were incredible. Seriously a dream location! Thank you, Thiago for all your help!
Surrey W.
Stayed 5 nights in Mar 2025
Response from VrboOwner on 13 Apr 2025
Thank you so much for your kind words! It was a real pleasure hosting you, and I’m so glad to hear you enjoyed your stay. Knowing that you appreciated the space and the experience means a lot to me. You’re always welcome back anytime — I’d be happy to host you again in the future!
Archival
10/10 Excellent
28 Dec 2010
Spring break family holiday
We loved everything about Cipressini! It felt like we were staying in the country, but it was very near the wonderful town of Pienza! As the previous reviewer stated, the rooms are quite large, and had every convenience. The central location in Tuscany made it the perfect home-base for exploring other beautiful hilltop towns. We even took advantage of the train service in Chiusi to make a fun day-trip to Rome! We hope to stay here again, and would very highly recommend this beautiful holiday home to others who truly want an authentic Tuscan experience!
Response from VrboOwner on 6 Sept 2023
We are very happy that you spent a good holiday. Thank you for your generous review; hope to see you again!
This was our second time staying at this amazing property. Thiago was very responsive after our booking and providing recommendations and even booking dinner reservations. The chef he recommended, Giancarlo from The Tuscan Chef, was absolutely amazing! It will be an unforgettable 85 birthday dinner. During our stay. Thiago was very responsive and is very easy to work with. The villa is just as breathtaking as we remembered. We were glad to share this trip with our spouses. Everyone was very comfortable and satisfied with their stay. The spa room was used frequently. Only regret is that we were not able to use the pool, with it’s amazing views, as much due to the cooler weather. I will definitely be returning for visit #3.
Dee S.
Stayed 11 nights in May 2025
Response from VrboOwner on 7 Mar 2026
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. We hope to always meet the needs of all, we work for this. Thanks and see you soon.
Archival
10/10 Excellent
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26 Mar 2013
Great Place to Stay
This was our second time to stay at Il Cipressini and we plan to go again. It is a very comfortable house with fine bathrooms and a very workable kitchen. The views from the house are lovely. The owner is very accomidating and takes care of everything.
The location of the house is ideal for seeing the best of and most beautiful parts of Tuscany. It is anywhere from 10 minuets to less than an hour to all the sights of Tuscany.
It is located a comfortable 10 minuite walk to downtown Piensa, a very historic hilltop town which has several good restaurants.
We highly recommend staying at Il Cipressi.
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Response from VrboOwner on 6 Sept 2023
We are very happy when we are able to offer our guests a nice holiday. We make continuous improvements and new works to provide a holiday to remember with great pleasure.
Thank you so much.
Andrea & Elisabetta
We had a wonderful stay at I Cipressini!! The home is perfect for a large group. There were four couples and we each had a beautiful bedroom suite with amazing views of the country side. The house is immaculate and very comfortable. There are several areas to sit outside to take in the views! We enjoyed having the private chef for the evening and the wine tasting trip that Thiago arranged for us. The town of Pienza is nearby so we we’re able to walk into town for dinner. We all hope to return one day! Thank you!
Kris F.
Stayed 3 nights in Sep 2019
Response from VrboOwner on 6 Sept 2023
We are very pleased to be able to give our guests a fabulous vacation. We appreciate your kind review, we put maximum effort and a lot of passion. Thank you so much for how you leave the house. Hope to see you soon. Thank you Kris!
The most beautiful property we have ever stayed at! The amenities at the villa were wonderful and grounds were magnificent. it was peaceful and relaxing by the pool or in the hot tub. Pienza is a 15 minute walk and is a cute little town with the nicest people, restaurants, shops, and grocery store for any essentials needed. Communication with the host, Thiago, was excellent and he was very helpful with anything we asked for. He helped us arrange a private chef at the villa for my husband's birthday which was delicious and felt like we were at a restaurant. Book this villa, you will be very happy that you did!
Maria P.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 6 Sept 2023
Your review is stunning Maria! Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much!
Archival
10/10 Excellent
16 May 2011
I Ciprissini, pienza
We rented this home for 2 weeks while we took italian lessons. It was perfect!! We had our road bikes with us and there are so many rides you can do from the house. The gentleman who meets you at the house and runs the Bar il Casello in town, Paulo, was wonderful. He met us, explained the house and area and even helped us make reservations for dinner. The house is big - 3 bedrooms and 3 bathrooms. It is located a perfect distance from the town of Pienza. A short walk to town for dinner. We loved the house and the area. We would highly recommend it.
Response from VrboOwner on 6 Sept 2023
We are very pleased to be able to give our guests a fabulous vacation. We appreciate your kind review, we put maximum effort and a lot of passion. Hope to see you soon. Thank you.
We took a trip with 6 of our friends to Tuscany for 4 days and were lucky enough to stay at this amazing villa. From the second we booked the trip, Thiago was amazing! He helped arrange wine tasting tours, a personal chef in the villa with cooking lessons and airport transfers. When we arrived he had left us a beautiful platter of cheeses and meats. The villa is truly beautiful with attention to every detail. The pictures do not do it justice. We loved everything about it, but the sunsets and views were our favorite. We plan to return and spend even more time! Thank you Thiago.
Katina R.
Stayed 4 nights in Apr 2023
Response from VrboOwner on 13 Jun 2024
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Katina!
Experience of a lifetime. Just returned from the most amazing week at II Cipressini. Family of
5. Three adult children in their 20s. Spacious, clean, walk to town, Pienza is a gem. Time has stood still in historic downtown Pienza. Views from Villa are breathtaking. The II Cipressini hosts will steer you to home chefs, tours, restaurants etc. Great spot for families, couples, and friends to explore all the neighboring towns and wineries in Tuscany as well as Siena and Florence. Book without hesitation. Family from
Westchester NY.
Laura K.
Stayed 7 nights in Aug 2023
Response from VrboOwner on 13 Jun 2024
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Laura!
We recently returned from an amazing stay at I Cipressini. The house itself was situated right outside the town of Pienza, offering a perfect location to both walk to a charming town, but also to explore different areas of Tuscany. The house was very clean, well stocked, and the views from the house were breathtaking. There is tons of room for a group to enjoy this house.
Thiago is an amazing host. He is extremely responsive both before the trip and during the stay, and is ready to help you make the most of your trip. He helped us setup a private cooking class at the house, a wine tour, and helped provide recommendations and personally secured reservations on our behalf throughout our stay. All of which made the trip special.
I'm grateful to have found Thiago and this property, and highly recommend.
Bryan R.
Stayed 4 nights in Oct 2019
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments Bryan, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. We hope to always meet the needs of all, we work for this. Thanks and see you soon.
We had 3 families with 6 adults & 4 children……great accommodations. …4 bedrooms & 4.5 bathrooms in the main house.& a 1 bedroom /1 bath guest cottage which was our “ grandparents “suite.We walked to Pienza every morning on the dirt path across the owner’s property; my guess is about 15 minutes ,maybe 1 km. Of course the grandchildren loved the swimming pool,especially after day trips plus the temperature was very high.
The location is great for exploring Tuscany as Montepulciano is a 15 minute drive & Montalcino is 25 minutes. Thiago was most helpful & was available with quick responses to our questions. He also recommended private chefs to prepare dinners for our families; the cost was much less than going to restaurants & really enhanced our stay.
William H.
Stayed 6 nights in Jul 2022
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much William!
Verified
10/10 Excellent
Elizabeth D.
25 Aug 2018
Beautiful escape in Tuscany near an amazing town
I stayed in this property for nearly 2 weeks with my family (2 adults and 3 young children).
The house is wonderful: updated spaces, comfortable beds/bedrooms, updated bathrooms, classically beautiful (and fully stocked) kitchen. We could not have asked for more.
The grounds and pool area were well-maintained and provided gorgeous views of rolling hills and beautiful sunsets. There were also some amazing running / biking paths across the road that wind through olive groves and mideval churches.
Lastly - the property manager was extremely responsive and very helpful. We had several questions beforehand and during our stay and they were always reachable and prompt. They also helped us organize several dinners to be prepared at the home with a chef during our stay.
I could not recommend this home more!
Elizabeth D.
Stayed 11 nights in Jul 2018
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. We hope to always meet the needs of all, we work for this. Thanks and see you soon.
The house and property are fantastic. It is perfect size for a large, multi-generational family trip. Thiago was extremely responsive before and during our stay. He helped arrange for the outstanding chef, Giancarlo from Tuscan Chef, to come to the house. He also helped arrange day trip to Florence. Montepulciano, Siena, and smaller towns are easy drive.
The views are incredible, especially to the West and North. The best and most unique aspect, though, is the walking path to Pienza. The only hard part is crossing the street; once over you are walking through fields and then a shaded path to the walls of the town.
Air conditioning was typical for Europe and opening the windows was often better option; they had screens.
Michael S.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 13 Jun 2024
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Michael!
Our group of four couples had a great experience at this Villa. It was even more beautiful than the pictures. Great indoor and outdoor spaces for visiting with friends in the relaxed country side. The location is perfect for visiting Brunello focused wineries. Also a great spot for visiting nearby towns such as Montecino, Pienza, and Montepulciano. There is a pedestrian walkway with beautiful views if you don’t have a car and want to walk 20 minutes into Pienza for dinner. We also visited places like Voltara and San Gimignano by drier. Most evenings we brought in a Chef recommended by the house manager, Thiago. The cooking class at the Villa was a lot of fun for our group and the food very good. If you are staying more than two nights make sure to stop at a market on your way to the house for extra Shampoo, Coffee, and Tolite paper as stocked supplies at the house are very limited.
Jeffrey S.
Stayed 5 nights in May 2023
Response from VrboOwner on 13 Jun 2024
Thanks for the description and compliments, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. Thank you so much Jeffrey!
From the very first moment we drove onto the property of I Cipressini we knew we were in for something very special! The property photos, while quite stunning in themselves, simply don't do justice to how beautiful the property is in person. The layout of the villa was easy to navigate and designed to take advantage of Tuscany's sunsets. The added bonus of having a separate one-bedroom annex building was perfect for our family as it gave our adult kids their own space while my wife and I enjoyed our privacy. The pool setting which overlooked the Tuscan valley was both a great relief from the August warmth and a great place to just hang out and enjoy Tuscany's beauty! I should note that Thiago was quite wonderful throughout the entire process, from booking to arrival, to all the other small requests/needs we had during our stay. It would be an understatement to say that I Cipressini is a wonderful villa...it is so much more!!!
scott h.
Stayed 7 nights in Aug 2019
Response from VrboOwner on 6 Sept 2023
Thanks for the description and compliments Scott, we are proud when our guests spend a nice holiday and appreciate what we offer with our property. We hope to always meet the needs of all, we work for this. Thanks and see you soon.
About the host
Hosted by Thiago Bernabei Ranieri
My name is Thiago and I would like to welcome you to I Cipressini.
Why they chose this property
I began this business that gives me the opportunity to meet people of all nationalities, languages and traditions. This gives me enormous satisfaction that goes well beyond “just business”. Close your eyes:
And imagine a place without boundaries; a rainbow-colored sky and all around you well-tended land. In the distance, proud olive trees, and a beautiful Tuscan villa that plays hide-and-seek behind hundred-year old cypresses. And if I were
to tell you that all of this existed long before it could be photographed?
If I were to tell you that this place still lives a timeless existence?
If I were to tell that this is what Tuscany is…and that it can be yours?
What makes this property unique
It truly represents the heart of Tuscany. The unmistakable splendid landscapes of Val d’Orcia are visible from every corner of the garden; the pool is bathed in the rose and orange colors of the sunset, which slips behind the soft rolling hills covered in olive trees and vineyards.
Perhaps, one of the more coveted aspects, is the private trail that follows a picturesque path towards one of the pearls of the region, the Renaissance hamlet of Pienza with its typical shops, cafes, restaurants and perhaps some of the most monumental architecture in the area. The villa rental is easily reached and boasts a protected position just 500 meters from the city walls of Pienza.
From this position, there is a wide array of small towns and points of interest that one can visit while on holiday, including that of Monticchiello, San Quirico d’Orcia, Montalcino, Montepulciano, Bagno Vignoni and Cortona. There are also many enchanting itineraries nearby which combine art, tradition, nature and the flavors of this beautiful area.
Languages:
English, Italian
Premier Host
They consistently provide great experiences for their guests