Does Villa I Cipressini Tuscany Private luxury pool spa have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Villa I Cipressini Tuscany Private luxury pool spa pet-friendly?

Yes, this property allows pets (limit 1 total) with a maximum weight of up to 25 kg per pet. Some restrictions may apply, so please contact the property for more details.

Villa I Cipressini Tuscany Private luxury pool spa Reviews, Deals & Photos 2026

Q: 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).

10/10 Excellent

leigh t.

24 June 2022

Liked: Cleanliness, communication, location, listing accuracy

Lovely Stay

Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay.

Stayed 7 nights in Jun 2022

10/10 Excellent

Surrey W.

11 Apr 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

A DREAM RENTAL!!!

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!

Stayed 5 nights in Mar 2025

10/10 Excellent

Dee S.

2 June 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific family vacation

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.

Stayed 11 nights in May 2025

10/10 Excellent

Susan J., Naples, FL USA

8 Nov 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Iconic Tuscan farmhouse!

Fabulous Tuscan farmhouse in a perfect location for a group of friends wanting to experience all that Val D’Orcia has to offer!

Stayed 7 nights in Oct 2021

10/10 Excellent

David H.

4 July 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

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!

Stayed 7 nights in Jun 2022

10/10 Excellent

Christopher H.

22 July 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!

Stayed 5 nights in Jul 2024

10/10 Excellent

Jane H., Toronto

29 Sept 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Postcard perfect Tuscan family holiday

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.

Stayed 7 nights in Sep 2022

10/10 Excellent

Marc M.

26 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay

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

Stayed 7 nights in Aug 2022

10/10 Excellent

Lauryn M.

12 Apr 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home and great location!

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!

Stayed 5 nights in Mar 2022

10/10 Excellent

Will S.

13 June 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Desn't get any better tha this villa!

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.

Stayed 28 nights in May 2022

This review was submitted before 2018 and has not been verified.

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!

This review was submitted before 2018 and has not been verified.

10/10 Excellent

pk2D2qF+nlVavvwpkFX2UY9pG0IjoaTxIXTdm/5IiLxnsplfWkBmKyEqshvI2ezP p.

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.

10/10 Excellent

Kris F.

23 Sept 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in Pienza Tuscany!!

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!

Stayed 3 nights in Sep 2019

10/10 Excellent

Maria P.

31 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise in Pienza

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!

Stayed 7 nights in Aug 2022

This review was submitted before 2018 and has not been verified.

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.

10/10 Excellent

Katina R.

29 Apr 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Tuscan Villa

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.

Stayed 4 nights in Apr 2023

10/10 Excellent

Laura K.

15 Aug 2023

Liked: Cleanliness, check-in, communication, listing accuracy

Experience of a Lifetime A+++++

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.

Stayed 7 nights in Aug 2023

10/10 Excellent

Bryan R.

31 Oct 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place to enjoy Tuscany!

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.

Stayed 4 nights in Oct 2019

10/10 Excellent

William H.

14 July 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property

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.

Stayed 6 nights in Jul 2022

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!

Stayed 11 nights in Jul 2018

10/10 Excellent

Michael S.

23 June 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unique property

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.

Stayed 7 nights in Jun 2023

10/10 Excellent

Jeffrey S.

20 May 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Classic Beautiful Tuscan Villa

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.

Stayed 5 nights in May 2023

10/10 Excellent

Doreen M.

11 May 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

An Unforgettable Tuscan Retreat

Our week-long stay at this stunning villa in Tuscany, hosted by Thiago, was nothing short of extraordinary. Our group of 10 thoroughly enjoyed every moment, creating lasting memories in a stunning setting. So stunning that people were often at the end of the driveway taking pictures of the Villa. Thiago exceeded our expectations, as he promptly replied to questions and provided us with fabulous recommendations for a private chef and winery tours, elevating our experience.The villa itself was a dream, including quality linens and a fully stocked kitchen. We relished preparing meals together and enjoyed them in the spacious dining areas, both inside and on the patio. On particularly warm days, we greatly appreciated Thiago’s extra efforts to ensure the pool was ready for us; it became one of our favorite spots to unwind.The scenery surrounding the villa was breathtaking, and the spa cottage was enjoyed by some of our group.we all appreciated each bedroom having its own updated and spotless en-suite which made traveling with multiple couples easy, providing both comfort and privacy. We even made use of the laundry room.A charming 20-minute stroll along a private path led us into the quaint town of Pienza, offering a pleasant way to explore without the need for a car. Of course, having a vehicle was perfect for our day trips and grocery runs to the nearby Coop.The villa's vibrant flowers added an exquisite touch to the surroundings, enhancing the overall ambiance. 5 Stars!

Stayed 7 nights in Apr 2025

10/10 Excellent

scott h.

13 Aug 2019

Liked: Cleanliness, check-in, communication, location, listing accuracy

Better Than Imagined

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!!!

Stayed 7 nights in Aug 2019

10/10 Excellent

Kimberly

14 June 2024

Liked: Cleanliness, amenities, property conditions & facilities, communication

I would highly recommend this villa. Thiago, the host was very responsive and friendly. We were greeted by Thiago upon our arrival and were provided a tour of his family’s amazing villa and some history to go along with it. He had set out a bottle of local wine, cheese and snacks for us, which was also very thoughtful and appreciated. Thiago also accompanied us to a restaurant still open at the later time we arrived, introduced us to the restaurant owners and lafter leaving we found out he had ordered us a bottle of wine to enjoy. The villa itself is straight out of a movie - absolutely phenomenal - clean , very very well equipped w/ everything you could need - the pictures do not do the property justice! A very spacious main villa accompanied by a fully equipped casita as well as a separate spa building. The pool was very clean and beautiful but water was a little chilly. My only minor issue would be the beds were not the most comfortable but a small price to pay for an amazing affordable escape from the hustle and bustle of travel! Thank you Thiago and one of these years - we will be back!

Stayed 3 nights in Jun 2024

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