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Villa I Cipressini Tuscany Private luxury pool spa

Family-friendly holiday home with fitness centre and sauna

Photo gallery for Villa I Cipressini Tuscany Private luxury pool spa

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

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms7 bathroomsSleeps 10500 sq m

Popular amenities

  • Dryer
  • Gym
  • Fireplace
  • Washer

Explore the area

View map
Pienza, Siena
  • Place, Historic Centre of Pienza
    ‪18 min walk‬
  • Place, Palazzo Piccolomini
    ‪18 min walk‬
  • Place, Pienza Cathedral
    ‪19 min walk‬

Room options

About the area

Pienza

A family-friendly stay in Pienza awaits you at this holiday home. Within a 20-minute stroll, you'll find Palazzo Piccolomini and Historic Centre of Pienza. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .You can enjoy a TV with a DVD player, and home features free WiFi, 7 bathrooms and a fireplace. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a dishwasher. A balcony, a living room and a dining area are also available. Limited housekeeping is available. .Enjoy the gym, Hot tub and sauna. Additionally, you'll find laundry facilities, a games room and a garden. .Sights within a 20-minute walk of this Pienza holiday home include Pienza Cathedral and Pieve di Corsignano.
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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

  • ‪Baccano Panino Toscano - ‬17 min walk
  • ‪Il Caffé Di Pienza - ‬16 min walk
  • ‪Agriturismo Poderuccio - ‬4 min drive
  • ‪Buon Gusto - ‬20 min walk
  • ‪La Terrazza Del Chiostro - ‬18 min walk

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.

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Property amenities

Pool/Spa

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

Internet

  • Available in the house: Free WiFi

Parking and transport

  • 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
  • Up to 25 kg 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.
  • Accessible parking space
  • In-room accessibility
  • Well-lit path to entrance
  • 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 organised tours and activities
  • Solar energy
  • Unit size: 5,382 square feet
  • Water-efficient toilets

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
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Maximum 1 (weight limit: 55 lb per pet)
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking allowed: in designated areas

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 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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30. This property uses solar energy. Long-term renters welcome.

Property Registration Number IT052021B5SFHQRFAA

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • On-site cash transactions can't exceed EUR 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.
  • To make arrangements for your pet, contact the property directly using the information on your 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

Frequently asked questions

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

Take your pick from a heated pool, a pool and a communal pool.

What luxury perks are available at Villa I Cipressini Tuscany Private luxury pool spa?

This property features a heated pool, as well as a private pool and a fireplace.

What makes Villa I Cipressini Tuscany Private luxury pool spa a romantic place to stay?

1 hot tub, private pools, and fireplaces all help set the scene for a sizzling getaway at Villa I Cipressini Tuscany Private luxury pool spa.

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

You bet! With amenities such as an arcade and laundry facilities, as well as highchairs and travel cots, it's no surprise that Villa I Cipressini Tuscany Private luxury pool spa is a winner with our family travellers.

Is there a private hot tub at Villa I Cipressini Tuscany Private luxury pool spa?

Yep, there is a hot tub.

Is there a free airport shuttle available at Villa I Cipressini Tuscany Private luxury pool spa?

No, Villa I Cipressini Tuscany Private luxury pool spa does not offer an airport shuttle service.

What time are check-in & check-out at Villa I Cipressini Tuscany Private luxury pool spa?

Check-in begins at 3:00 PM. Check-out time is 10:00 AM.

Villa I Cipressini Tuscany Private luxury pool spa Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 57 out of 57 reviews
Rating 8 - Good. 0 out of 57 reviews
Rating 6 - Okay. 0 out of 57 reviews
Rating 4 - Poor. 0 out of 57 reviews
Rating 2 - Terrible. 0 out of 57 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

10/10 Excellent

Tucker J.

Liked: Cleanliness
Thiago was very attentive. The house was great. Pienza and surrounding area were beautiful
Stayed 6 nights in Nov 2025

10/10 Excellent

Melanie B.

Liked: Cleanliness
Stayed 7 nights in Sep 2025

10/10 Excellent

Dee S.

Liked: Cleanliness

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

Doreen M.

Liked: Cleanliness

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

Surrey W.

Liked: Cleanliness

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

Christopher H.

Liked: Cleanliness

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

Kimberly

Travelled with family, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
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

Laura K.

Liked: Cleanliness

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

Michael S.

Liked: Cleanliness

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

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

Katina R.

Liked: Cleanliness

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

Jane H., Toronto

Liked: Cleanliness

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

Maria P.

Liked: Cleanliness

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

William H.

Liked: Cleanliness

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

David H.

Liked: Cleanliness

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

leigh t.

Liked: Cleanliness

Lovely Stay

Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay.
Stayed 7 nights in Jun 2022

10/10 Excellent

Will S.

Liked: Cleanliness

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

10/10 Excellent

Mandy D.

Liked: Cleanliness

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

Lauryn M.

Liked: Cleanliness

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

Susan J., Naples, FL USA

Liked: Cleanliness

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

Carlo L. L.

Liked: Cleanliness

beautiful tuscan getaway

We had a very nice stay in this beautifulTuscan villa. Thiago was very helpful with all of our needs/requests.
Stayed 5 nights in Oct 2021

10/10 Excellent

Victoria M., Farnham

Liked: Cleanliness

Incredible location

A very lovely classic Tuscan house. The location is amazing - we could walk into pienza easily and was in short driving distance of many stunning hill top villages. The manager was so helpful and responsive and happy to book tables at restaurants for us. A very enjoyable stay.
Stayed 7 nights in Aug 2021

10/10 Excellent

David F.

Liked: Cleanliness

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

Sebastian B., Los Angeles

Liked: Cleanliness

Great stay

The property and location were good. Communication with the property manager Thiago was great, since he was highly responsive and accommodating. We had an enjoyable two weeks here.
Stayed 14 nights in Jul 2021

10/10 Excellent

Bryan R., Where do you live?

Liked: Cleanliness

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