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 55 lbs 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 2025

Q: Where is Villa I Cipressini Tuscany Private luxury pool spa located?

This family-friendly Pienza vacation 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 mi (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 April 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

Susan J., Naples, FL USA

8 November 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

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

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

Jane H., Toronto

29 September 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 August 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 April 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 December 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

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26 March 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 September 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 August 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

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

Laura K.

15 August 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 October 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 August 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

scott h.

13 August 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

Cindy H.

29 April 2019

Everything we dreamed of!

If you have ever dreamed of renting a home in Tuscany and exploring the surrounding villages, this is your dream come true! This home is immaculate, beautiful, and comfortable. The owners are friendly, welcoming, and responsive to any needs you may have. The house is within close walking distance to Pienza, which is perfect for your morning coffee and people watching. The town is lovely! The owner referred us to a local chef who came to us for a full evening of cooking together and it was one of the highlights of our trip. There is so much to do and see within day trips of this house that we wished we had more time there instead of moving on! The owners have recently completed the addition of a beautiful Spa to the property, complete with a large window for viewing the Tuscan sunset from the jacuzzi. This lovely home is perfect for all types of groups traveling together. The bedrooms are large, the beds comfortable, AND each bedroom has its own bathroom. If we ever get opportunity, we will definitely stay here again! If you are lucky enough rent this home, you won’t be disappointed!

Stayed 4 nights in Apr 2019

10/10 Excellent

Mandy D.

20 April 2022

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

Perfect everything!!

It is hard to put into words how amazing this Villa is! The house is exactly as described and pictured but it’s even more beautiful!! Our group had 8 ladies from one family, ranging in age from 48 to 83. Since having to postpone our trip 3 times since 2019, Thiago was a DREAM to work with from our very first contact. He was always there to answer any questions before our arrival, as well as during. The house worked perfectly for our group and the only possible negative was that the beds were really hard and we weren’t aware that we had to dispose of our trash 800 metres down the main road (but not a huge issue!). The location was perfect! So close to Pienza, an amazing village that we absolutely fell in love with! Great restaurants, shops, and market for groceries were just right there. We stayed 7 nights and would make day trips to Florence, Siena, etc. and coming home to this villa was amazing. Views, sunsets, all the furnishings, and amenities were fabulous. We can’t wait to return to Italy and to this incomparable villa!! Thank you Thiago and I Cipressini!!

Stayed 7 nights in Apr 2022

10/10 Excellent

David F.

16 August 2021

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

Amazing Authentic Tuscan Property with the Best Location

We travel to Italy often and know that pictures don't always match the property when you arrive. At Villa I Cipressini what you see online is what you will get - An immaculate, spacious, comfortable villa with views that will take your breath away in every direction. We have stayed here twice - once as a couple (a big house for us) and this past week as a family with three grown children + spouses and one baby. The house easily accommodated our group of 9 never feeling cramped. The kitchen is well stocked (and our family loves to cook) and easily met our needs. Outdoor dining and afternoon wine on the multiple terraces was our favorite. You can sit and enjoy for hours! It is a huge advantage to be able to walk into Pienza (literally just 15 minutes) and have the convenience of restaurants and shopping but still feel completely isolated in your private piece of Italy at the Villa. As a side note and important to us - the air conditioning works VERY well - even when temperatures reached 104. Thiago is very responsive and helpful with great recommendations and care. We will be back as soon as we can and we highly recommend to anyone who is considering.

Stayed 8 nights in Aug 2021

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

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