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Villa I Cipressini Tuscany Private luxury pool spa

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A heated pool
Fridge, microwave, oven, dishwasher
TV, fireplace, DVD player, books
Dining
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms7 bathroomsSleeps 10500 sq m

Popular amenities

  • Gym
  • Dryer
  • Fireplace
  • Washer

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property manager

Thiago Bernabei Ranieri

Languages

English, Italian

Add dates for prices

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Massage
  • Private pool
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Wheelchair-accessible parking available
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 7 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Stereo
  • TV with cable/satellite channels
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • One pet total (up to 55 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • Well-lit path to entrance
  • Wheelchair accessibility
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Designated smoking areas

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board

Things to do

  • Arcade/game room
  • Bicycle parking
  • Gym
  • Heated pool
  • Golfing nearby

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

  • 100% renewable energy
  • At least 80% lighting from LEDs
  • Bicycle parking
  • Double-glazed windows
  • Electric car charging station
  • Garden
  • Locally-owned and organized tours and activities
  • Solar energy
  • Water-efficient toilets

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Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
1 total (up to 55 lbs per pet)
Restrictions apply; for more information contact the property at the number on the booking confirmation

Children and extra beds

Children are welcome

Important information

You need to know

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
This property is managed through our partner, Vrbo. 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 IT052021B5SFHQRFAA

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

Property is also known as

Original Symbol Tuscany Villa-pool Heart Tuscany Pienza-si
Original Symbol Tuscany Villa-pool Heart Tuscany
Original Symbol Tuscany Villa-pool Heart Tuscany Pienza-si
Original Symbol Tuscany Villa-pool Heart Tuscany Pienza-si
150822

About the neighborhood

Map
Pienza, Siena

What's nearby

  • Pieve di Corsignano - 13 min walk - 1.1 km
  • Historic Centre of Pienza - 18 min walk - 1.5 km
  • Palazzo Piccolomini - 18 min walk - 1.5 km
  • Pienza Cathedral - 19 min walk - 1.7 km
  • Piazza Pio II - 19 min walk - 1.7 km

Getting around

  • Foiano della Chiana Station - 29 min drive

Restaurants

  • ‪Trattoria La Chiocciola - ‬19 min walk
  • ‪Bar Il Casello di Bassi Paolo - ‬20 min walk
  • ‪Bbq Pienza Chianina Station - ‬16 min walk
  • ‪Idyllium - ‬19 min walk
  • ‪Al Fierale ToscanaGrill - ‬19 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.

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.

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?

Check-out is at 10:00 AM.

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).

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Villa I Cipressini Tuscany Private luxury pool spa Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 54 out of 54 reviews
Rating 8 - Good. 0 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Surrey W.

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

leigh t.

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

Christopher H.

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

Susan J., Naples, FL USA

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.

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

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.

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.

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.

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

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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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.

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.

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

Laura K.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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

Kimberly

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

10/10 Excellent

Katina R.

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