Best Vacation Rentals in Pienza

Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 0.9 mi outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park. Apartments have a rustic style with wood-beamed ceilings and antique furniture. They all feature a comfortable living and dining area with a fully equipped kitchenette. You will also have air conditioning, satellite TV channels and free Wi-Fi. Outdoors, you will find the 70-m² terrace featuring a swimming pool with hydromassage area and plenty of sun loungers, chairs and tables. The grounds also include a children's playground, gazebos and lots of vineyards, olive trees and colorful flowers. Agriturismo Il Macchione serves a buffet breakfast each morning and a BBQ is available in the garden. Parking is free and the farmhouse is an hour's drive from historic Siena.

- "Beautiful location." - "Great place to relax" - "Nice room in farmhouse" - "Real Tuscany experience" - "Fantastic place to stay, perfect location, great pool!" - "Great stay in Tuscany" - "Wonderful - wish we could stay longer!"

Hotel in Pienza with free breakfast and a rooftop terrace
A restaurant, a bar/lounge, and a rooftop terrace are available at this hotel. Free continental breakfast and free WiFi in public areas are also provided. Additionally, a seasonal outdoor pool, conference space, and concierge services are onsite.
Hotel Relais II Chiostro di Pienza offers 37 air-conditioned accommodations with minibars and safes. Flat-screen televisions are featured in guestrooms.

Bathrooms include showers, bidets, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.

- "Toptop" - "Great, convenient location for when we stayed to attend a wedding. The room was clean, quiet and spacious, and we really appreciated having access to a pool on the property for a quick dip when it was super hot outside. And the breakfast was varied and delicious!" - "Our two nights at the Hotel Relais ll was very enjoyable. The accommodations were comfortable, and the breakfast superb. It was nice to walk through a medieval town and then enter your lodging via an attractive garden. The staff was exceptionally kind and easy going. "

Palazzo Massaini - La Pieve offers air-conditioned accommodations in Pienza. This property offers a saltwater pool and free private parking. When staying at the farm stay, guests can use private entrance. At the farm stay, each unit is equipped with a wardrobe. The rooms include a kettle, a private bathroom, and free Wifi, while selected rooms also offer a patio and some have pool views. At the farm stay, the units include bed linen and towels. Buffet and continental breakfast options with local specialities, fresh pastries, and fruit are available. Yoga is available at the property. Guests at Palazzo Massaini - La Pieve can enjoy cycling nearby, or make the most of the garden. Mount Amiata is 31 miles from the accommodation, while Montepulciano Terme is 8.2 miles from the property.

- "Once in a lifetime place in Pienza! Highly recommend!" - "wonderful will definitely stay again" - "The perfact tuscany dream" - "Beautiful place in a wonderful setting." - "Beautiful views of the vineyards" - "Good location, but experience could have been better"

Family-friendly hotel with 2 hot tubs and a restaurant
This smoke-free hotel features a restaurant, a bar/lounge, and a meeting room. Free WiFi in public areas, free self parking, and a free manager's reception are also provided. Additionally, concierge services, dry cleaning, and a library are onsite.
Hotel Corsignano offers 30 accommodations with minibars and safes. Beds feature down comforters and premium bedding. 32-inch Smart televisions come with digital channels. Bathrooms include bathtubs or showers, designer toiletries, bidets, and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "We enjoyed our stay in this hotel. It was clean and welcoming. The staff were super nice and the was great." - "Clean hotel very walkable to the city center." - "Considering that the hotel is in a small town in Tuscany, it provides all modern amenities. It is in the center of the village close to dining, shopping, and amazing views." - "Really nice hotel just a few mins walk from the town, we sat on the terrace briefly for a couple glasses of wine. The rooms were really nice and I would stay here again. Hotel staff was friendly! "

Centrally located in the medieval town of Pienza, in the heart of the Val D'Orcia, Affittacamere La Vite offers rooms and free Wi-Fi throughout. Guests can enjoy special discounts at the on-site restaurant. Furnished with wood-beamed ceilings and terracotta floors, each heated room is equipped with a TV. The private bathroom comes with a shower, bidet and hairdryer. A characteristic Italian breakfast is served daily in the breakfast room. It includes coffee, tea and milk, and sweet products straight from the oven. Savory options are available on request. Montepulciano is a 20-minute drive from La Vite Affittacamere, while San Quirico D’Orcia is 6.2 mi away. Siena is a 55-minute drive from the property.

- "Wonderful apartment for a stay in beautiful Pienza." - "Very Happy! Place was adorable and location awesome!" - "Comfortable B&B in a great location" - "Comfortable stay for 3 nights on walking trip round Val D’Orcia." - "Great place, close to the square, comfortable and friendly"

While you're here, you can enjoy all the comforts of home and more, including a seasonal outdoor pool and free WiFi, as well as a Smart TV and a bidet. Other amenities include premium bedding, laundry facilities, towels, and an electric kettle.

- "Ok" - "Very nice staff, great service, super clean. Will stay again." - "Nice location in Pienza. Beautiful hotel, spacious hotel room. Clean and quiet. Super friendly staff. Basement parking lot. Nice outdoor pool. Reasonable price. Great stay overall. " - "Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation." - "This was ou first stay but will not be our last. Wonderful reception and service throughout including breakfast and dinner. The pool is a great dip after a day in Pienza. Covered parking was a good bonus and near laundry and small coop market. AC in family suite was excellent."

Poggio ai Gelsi provides a solarium and air-conditioned accommodations in Pienza, 29 miles from Mount Amiata. Private parking is available on site at this recently renovated property. Guests can make use of the picnic area or the seasonal outdoor pool, or enjoy views of the pool and garden. At the vacation home, every unit includes a wardrobe. All rooms are equipped with a coffee machine, a private bathroom, and free Wifi, while selected rooms come with a terrace and some have city views. At the vacation home, all units are equipped with bed linen and towels. Guests can make the most of the warm weather with the property's barbecue facilities. Guests can relax in the garden at the property. Montepulciano Terme is 7.8 miles from the vacation home, while Bagno Vignoni is 10 miles away. Perugia San Francesco d'Assisi Airport is 53 miles from the property.

- "The location was excellent we had a very peaceful and relaxing stay, would highly recommend and return again some day." - "Great location and host" - "Better than we expected! Thank you for everything!" - "Poggio ai Gelsi" - "Perfect，I'll stay here again next time" - "Perfection! We will definitely be returning." - "Lovely" - "We had a great stay, and would love to come back some day!" - "Phenomenal secluded location, easy to navigate to little towns in the area. Staff was very responsive."

Hotel in Pienza with a full-service spa and free breakfast
Along with a full-service spa, this smoke-free hotel has a bar/lounge and a snack bar/deli. Free continental breakfast and free WiFi in public areas are also provided. Other amenities include a sauna, a hot tub, and self parking.
Hotel Rutiliano Centro Benessere offers 11 air-conditioned accommodations with minibars and safes. Digital television is provided.

Bathrooms include showers, bidets, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Its a little hotel with a great host!! "

Incanto b&b offers accommodations in Pienza, 28 miles from Mount Amiata and 6.4 miles from Bagno Vignoni. With inner courtyard views, this accommodation provides a swimming pool. The accommodation offers a hot tub, free Wifi throughout the property, and family rooms. Accessible via private entrance, all rooms have air conditioning, soundproofing, desk, and a private bathroom with a walk-in shower. Rooms come with a coffee machine, while some rooms also feature a fully equipped kitchenette with a stovetop and kitchenware. At the bed and breakfast, units come with bed linen and towels. Italian and vegetarian breakfast options with fresh pastries and fruit are available. There is an on-site coffee shop. Montepulciano Terme is 10 miles from the bed and breakfast, while Bagni San Filippo is 16 miles from the property.

- "Incredible!" - "Don’t miss the opportunity to stay here!" - "Friendly host, clean and modern apartment room, super convenient location" - "You must stay here" - "We can’t wait to return and highly recommend this gem to anyone looking for a perfect getaway!" - "Great location in a wonderful town"

Hotel in Pienza with free breakfast
Along with a garden, this hotel has free breakfast and free self parking. WiFi in public areas is free.
Arca Hotel offers 7 air-conditioned accommodations with slippers and hair dryers. These individually decorated accommodations include desks. Beds feature down comforters. Flat-screen televisions come with cable channels.

Bathrooms include showers with rainfall showerheads, and bidets. This Pienza hotel provides complimentary wireless Internet access. Housekeeping is provided daily.

Balcony/Terrace • Tv • Bedding/Linens • Breakfast • Internet • Parking • Fireplace/Heating • Kitchen • Guest Services • Wellness Facilities • Entertainment • Other

Vento d’Orcia enjoys a location in Pienza, 31 miles from Mount Amiata and 10 miles from Bagno Vignoni. This farm stay features free private parking, full-day security, and free Wifi. Guests can use the a terrace. All units at the farm stay come with air conditioning, a seating area, a flat-screen TV with streaming services, a safety deposit box, and a private bathroom with a walk-in shower, a hair dryer, and free toiletries. A minibar and kettle are also offered. At the farm stay, units have bed linen and towels. A continental, Italian, or vegetarian breakfast is available at the property. Guests at the farm stay will be able to enjoy activities in and around Pienza, like hiking. Montepulciano Terme is 12 miles from Vento d’Orcia, while Bagni San Filippo is 18 miles from the property.

- "I will come again!!" - "Unforgettable experience in Tuscany" - "A picturesque and peaceful stay - a true Tuscan experience!" - "One of the best places I have ever stayed. Stunning. Wonderful breakfast." - "Delicious food, a scenic location and comfortable accomodation" - "Absolutely beautiful farmhouse" - "Everything was perfect. The room was clean, beautiful and warm. It was well organized and there were even many thoughtfu"

Tuscan-style farm stay with free breakfast and a seasonal outdoor pool
Along with a restaurant, this smoke-free farm stay has a coffee shop/cafe and coffee/tea in a common area. Free buffet breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, a seasonal outdoor pool, a meeting room, and dry cleaning are onsite.
Podere Spedalone offers 16 accommodations with complimentary bottled water and hair dryers. Each accommodation is individually furnished and decorated. Business-friendly amenities include desk chairs and safes. Housekeeping is offered daily and hypo-allergenic bedding can be requested.
Recreational amenities at the farm stay include a seasonal outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Absolutely stunning property. Room, service and food was all excellent. Will definitely be returning." - "I LOVE this wonderful Agritourismo!! All the Staff made me feel at Home and beyond!! The location is Beautiful and Serene!! I will definitely return to this lovely Agritourismo if I travel to Italy again!!😊❤️❤️❤️❤️🇮🇹" - "Our first agroturismo experience in Southern Tuscany and we were not disappointed. The view is breathtaking and the facilities are great.The ataff was always helpful and we enjoyed meeting fellow tourists. They also had gluten free options for breakfast which we appreciated. "

PienzaLettings "Casa Gioia" enjoys a location in Pienza, 10 miles from Bagno Vignoni and 10 miles from Montepulciano Terme. There's a private entrance at the apartment for the convenience of those who stay. Free Wifi is available throughout the property, and Mount Amiata is 28 miles away. Each unit has air conditioning, a private bathroom, and a well-equipped kitchen including a microwave, toaster, fridge, and a stovetop. Kitchenware is also available, as well as a coffee machine and a kettle. At the apartment complex, every unit is fitted with bed linen and towels. Bagni San Filippo is 16 miles from the apartment.

- "A beautiful apartment" - "Wonderful stay in the heart of Pienza" - "Perfect location, great host. Easy check in" - "Right in the centre of Pienza" - "Perfect location." - "Altogether, a very good experience, good location, comfortable beds, quiet at night."

Farm stay in Pienza with a winery and free breakfast
Along with an attached winery, this smoke-free farm stay has a restaurant and a bar/lounge. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a poolside bar, a seasonal outdoor pool, and concierge services.
Tenuta Santo Pietro offers 12 accommodations with complimentary bottled water and bathrobes. Select Comfort beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions come with satellite channels.

Bathrooms include slippers, bidets, complimentary toiletries, and hair dryers. This Pienza farm stay provides complimentary wireless Internet access. Housekeeping is offered daily and irons/ironing boards can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Perfect place ! " - "Bertina was amazing. And took wonderful care to ensure we had an amazing time. We are incredibly appreciative and will recommend to all our friends." - "Lovely, comfortable farmhouse style. Beautiful views and several offerings like cooking classes. Staff welcoming and helpful. Farm to table meals were excellent with many local options to choose from. Manager, Bertina, is a gift, making sure all guests were happy and carrying out her duties with care and great energy and coordination. Bravo! "

28 miles from Mount Amiata in Pienza, La Bellavita B&B provides accommodations with access to a solarium. This bed and breakfast features air-conditioned accommodations with a terrace and free Wifi. The accommodation offers airport transfers, while a bicycle rental service is also available. All units come with a seating area, a flat-screen TV with satellite channels, and a private bathroom with a hair dryer, bidet, and shower. At the bed and breakfast, all units are allergy-free and soundproof. At the bed and breakfast, units include bed linen and towels. Guests at the bed and breakfast will be able to enjoy activities in and around Pienza, like cycling. Guests can also relax in the shared lounge area. Bagno Vignoni is 6.4 miles from La Bellavita B&B, while Montepulciano Terme is 10 miles from the property.

- "Amazing location, beautiful hosts and a 5 star breakfast with a view" - "Elisabeta was the most wonderful hostess; she was so welcoming and helpful in guiding us to wineries and restaurants! He" - "Perfect stay in Pienza" - "Authentic Pienza stay" - "Perfect stay!" - "Elizabetta was such a great host" - "Elisabetta and Gianluca truly made us feel at home in their exceptional B&B. Their services were above and beyond ou"

While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well as a flat-screen TV and a garden. Other amenities include towels, a portable fan, housekeeping, and free toiletries.

- "An excellent b b in the heart of pienza. The host was really responsive and very welcoming. Would highly recommend!" - "The Il Giardino Segreto is a fabulous little place in the middle of Pienza. Highly recommended for easy access to the town in a well-maintained hotel with personality. The rooms do vary quite a bit so book what you want. " - "The manager was very friendly and strive to meet our requests and needs! We loved having a little garden to rest in."

Tenuta Santo Pietro is a working farm in Tuscan countryside, and features an outdoor swimming pool with views of Pienza, 3 miles away. The rooms are in a 13th-century farmhouse, and come with terracotta floors and wood beams on the ceilings. The rooms come equipped with air conditioning and TV, and each features mosquito nets on the windows. Some rooms offer views of the valley, and some feature stone walls. Each room has a marble bathroom, complete with bathtub or shower, hairdryer, and toiletries. A sweet and savory buffet is served daily for breakfast, and includes freshly baked croissants and cake, cheese, and cold cuts. The restaurant specializes in traditional Tuscan cuisine, made using fresh local ingredients. Wine and olive oil are produced and sold on site. The Santo Pietro's well-tended gardens feature several patio areas, furnished with tables and chairs. The pool is surrounded by padded-teak deck chairs, tables, and sun umbrellas.

- "Tuscany gem" - "A fantastic and unforgettable stay thanks to Bertina and her staff." - "An amazing location to explore Tuscany" - "An amazing stay!" - "Highly recommended:)" - "The property, the amenities, the room, the service, the staff were all fantastic!" - "We can’t think of anything that would have made our stay better." - "Lovely stay Tuscany" - "Romantic Getaway" - "We would recommend this stay to anyone looking for a relaxing and peaceful stay in the heart of Tuscany."

'La CoCCa' will leave you speechless!

This apartment provides our guests to stay in a context of value, architectural styles that mix together to create a unique environment, able to enliven the mind.
The apartment consists of two double bedrooms, rented together decorated with design elements and of high quality. TV, wi fi area, ipad are just a few of our services. In the two rooms you will find everything you need for your stay, and bed linen to towels. There are two completely independent bathrooms with a large shower and hairdryer. Sitting room with wood burning stove, kitchen equipped and private outdoor square are the top elements that characterize this apartment. Breakfast is served on request.
Possibility to have dinner by reservation, typical of Val d’Orcia prepared in accordance with local traditions.

- "This place was perfect! The hosts were amazing and welcoming in every aspect. Perfect place to be to go to most cities. Everything was modern and updated in the apartment. Beautiful and quaint city. Couldn’t be more perfect." - "We enjoyed our time and location here. The kitchen could have a few more cooking supplies but Francesco tried to get us what we needed. The few things that would have improved our experience - higher, more comfortable kitchen chairs, same in sitting area(we are seniors and difficult to get up) and last, both standing fans need cleaning, fortunately we didn’t use."

Offering garden views, Poggiosalto in Toscana in Pienza features accommodations, a garden, and barbecue facilities. With mountain views, this accommodation provides a swimming pool. The apartment offers rooms with air conditioning, free private parking, and free Wifi. All units include a seating area, a flat-screen TV, a fully equipped kitchen, a dining area, and a private bathroom, while some feature a terrace or a balcony. An oven, a fridge, and stovetop are also offered, as well as a coffee machine and a kettle. At the apartment complex, units come with bed linen and towels. A bicycle rental service is available at the apartment. Bagno Vignoni is 13 miles from Poggiosalto in Toscana, while Montepulciano Terme is 16 miles from the property.

- "Very restful stay in beautiful Pienza" - "Stunning location and most friendly hosts, perfect base for exploring Tuscany." - "Comfortable homy accommodation on a very beautiful Tuscan property" - "Super love ❤️" - "Terrific visit to Pienza with a beautiful setting of the apartment!" - "Lovely stay." - "Hilltop views of the Tuscan countryside for miles around. Felt remote yet not too far from town!" - "Stunning sceneries and absolutely lovely hosts and experience!"

Family-friendly hotel with a winery and free breakfast
This hotel features an attached winery, an outdoor pool, and dry cleaning. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, laundry facilities, tour/ticket assistance, and wedding services are onsite.
Housekeeping is available on request.
Agriturismo Il Macchione offers 7 air-conditioned accommodations with coffee/tea makers and designer toiletries. Rooms open to furnished patios. Memory foam beds feature down comforters and premium bedding. A pillow menu is available. 71-cm flat-screen televisions come with premium satellite channels, first-run movies, and pay movies.

Bathrooms include showers with rainfall showerheads, bidets, hair dryers, and toothbrushes and toothpaste. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is offered daily and irons/ironing boards can be requested. Housekeeping is provided on request.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Why are you hesitating! So amazing and they have various tour programs and local products that they produce. I bought some their olive oils there. Beautiful room, garden, breakfast and service. Thanks a lot!" - "Beautiful spot, just about 2 minute drive to Pienza downtown. Breakfast and service was amazing. Very informative and lovely hosts. We took private wine tour one day to Montalcino/ Montepulciano and the other day we drove to a few nearby medival Tuscan towns. "