Pienza Rentals Italy Tuscany Pienza

Villa I Cipressini Tuscany Private luxury pool spa | House in Pienza

10.0 (55 Reviews) |   Pet Friendly   5 Bedrooms  7 Bathrooms  10 Guests  Stay&Play
Pienza House | Villa I Cipressini Tuscany Private luxury pool spa

5 Bedroom House in Pienza

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.

Villa I Cipressini Tuscany Private luxury pool spa is located in Pienza. Villa I Cipressini Tuscany Private luxury pool spa provides accommodation, featuring Spa, Guest Services, Laundry, among other amenities. This House features Spa, Guest Services, Laundry, to make your stay a comfortable one.

Villa I Cipressini Tuscany Private luxury pool spa has 5 Bedrooms , 7 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Pienza has interesting places to visit. If you want to learn more about the House in Pienza, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Pet Friendly
  • Pool
  • Designated Smoking Area
  • TV
  • Private Pool
  • Balcony/Terrace
  • Accessibility
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Spa
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy Events allowed: family gatherings, birthday parties, weddings;maximum event attendees: 30
Check-in Check-in time starts at 3:00 pm
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy 1 total (up to 55 lbs per pet) pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation service animals are welcome, and are exempt from fees
Smoking Policy Smoking allowed: in designated areas
Other Policy 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 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 long-term renters welcome parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 30 property registration number it052021b5sfhqrfaa special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts debit cards this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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 this property uses solar energy
 
Pienza, 53026, Italy

What Our Guests say 500 + Reviews

May 11, 2025 11:01:54 PM
Summary: 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!
Doreen M. Doreen M.
Apr 12, 2025 02:07:56 AM
Summary: We were six family members aging from four years old up to 74 years old and had the time of our lives at this house! Thiago was beyond helpful and answered my WhatsApp messages throughout the whole time. We were there with various questions we adored Pienza, which was only a two minute drive away and spent quite a bit of time there. We also took day trips to Montalcino and Montepulciano. We loved and used the hot tub room more than a few times. The scenery and sunsets were incredible. Seriously a dream location! Thank you, Thiago for all your help!
Surrey W. Surrey W.
Jul 22, 2024 05:53:25 PM
Summary: Our family had a wonderful time staying at Villa I Cipressini! We had plenty of space with even a few beds to spare for our family of 5! Thiago was a wonderful host—check in and check out were a breeze, and communication was very easy and quick. The pool and spa area are top notch, and the sunsets were truly incredible. We enjoyed stayed here right in Pienza and made fun day trips to Montepulciano, Montalcino, and Siena. We will certainly try to stay here again on our next visit to Tuscany!
Christopher H. Christopher H.
Jun 15, 2024 06:26:44 AM
Summary: 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!
Kimberly Kimberly
Aug 16, 2023 06:29:51 AM
Summary: Experience of a lifetime. Just returned from the most amazing week at II Cipressini. Family of 5. Three adult children in their 20s. Spacious, clean, walk to town, Pienza is a gem. Time has stood still in historic downtown Pienza. Views from Villa are breathtaking. The II Cipressini hosts will steer you to home chefs, tours, restaurants etc. Great spot for families, couples, and friends to explore all the neighboring towns and wineries in Tuscany as well as Siena and Florence. Book without hesitation. Family from Westchester NY.
Laura K. Laura K.
Jun 24, 2023 02:01:20 AM
Summary: The house and property are fantastic. It is perfect size for a large, multi-generational family trip. Thiago was extremely responsive before and during our stay. He helped arrange for the outstanding chef, Giancarlo from Tuscan Chef, to come to the house. He also helped arrange day trip to Florence. Montepulciano, Siena, and smaller towns are easy drive. The views are incredible, especially to the West and North. The best and most unique aspect, though, is the walking path to Pienza. The only hard part is crossing the street; once over you are walking through fields and then a shaded path to the walls of the town. Air conditioning was typical for Europe and opening the windows was often better option; they had screens.
Michael S. Michael S.
May 20, 2023 03:50:36 PM
Summary: Our group of four couples had a great experience at this Villa. It was even more beautiful than the pictures. Great indoor and outdoor spaces for visiting with friends in the relaxed country side. The location is perfect for visiting Brunello focused wineries. Also a great spot for visiting nearby towns such as Montecino, Pienza, and Montepulciano. There is a pedestrian walkway with beautiful views if you don’t have a car and want to walk 20 minutes into Pienza for dinner. We also visited places like Voltara and San Gimignano by drier. Most evenings we brought in a Chef recommended by the house manager, Thiago. The cooking class at the Villa was a lot of fun for our group and the food very good. If you are staying more than two nights make sure to stop at a market on your way to the house for extra Shampoo, Coffee, and Tolite paper as stocked supplies at the house are very limited.
Jeffrey S. Jeffrey S.
Apr 30, 2023 07:02:42 AM
Summary: We took a trip with 6 of our friends to Tuscany for 4 days and were lucky enough to stay at this amazing villa. From the second we booked the trip, Thiago was amazing! He helped arrange wine tasting tours, a personal chef in the villa with cooking lessons and airport transfers. When we arrived he had left us a beautiful platter of cheeses and meats. The villa is truly beautiful with attention to every detail. The pictures do not do it justice. We loved everything about it, but the sunsets and views were our favorite. We plan to return and spend even more time! Thank you Thiago.
Katina R. Katina R.
Sep 29, 2022 02:10:27 PM
Summary: Our family group of 9 - 3 generations ages 15- 81 - had a wonderful stay at this villa. The layout was excellent - each bedroom with it’s own bathroom, large dining room with window facing the sunset and well equipped kitchen. We appreciated being able to walk into Pienza- and it is great location for exploring nearby towns. Thiago connected us to a chef - we enjoyed a cooking lesson and a gourmet meal over 2 evenings.
Jane H. Jane H.
Sep 1, 2022 03:30:55 AM
Summary: The most beautiful property we have ever stayed at! The amenities at the villa were wonderful and grounds were magnificent. it was peaceful and relaxing by the pool or in the hot tub. Pienza is a 15 minute walk and is a cute little town with the nicest people, restaurants, shops, and grocery store for any essentials needed. Communication with the host, Thiago, was excellent and he was very helpful with anything we asked for. He helped us arrange a private chef at the villa for my husband's birthday which was delicious and felt like we were at a restaurant. Book this villa, you will be very happy that you did!
Maria P. Maria P.

FAQ's

Is this Pienza house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Pienza house have a swimming pool?

Yes, this Pienza house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Pienza house?

Best-rates for the Pienza house starts from $813 per night with includes Air Conditioner, Bedding/Linens, Barbecue/Outdoor Cooking, Kitchen, Designated Smoking Area, Private Pool, Wellness Facilities, Spa, Guest Services, Laundry, Pet Friendly, Pool, TV, Balcony/Terrace, Sports/Activities, Fireplace/Heating, Entertainment, Child Friendly, Accessibility, Hot Tub, Internet StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Pienza house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Pienza house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Pienza house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Pienza house?

Based on the information reported by the owner or manager, the Pienza house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Pienza house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Pienza house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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