Best Pienza Vacation Rentals
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Guest favorite
Agriturismo Castello La Grancia Di Spedaletto
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Overlooking the garden, Agriturismo Castello La Grancia Di Spedaletto Pienza enjoys a countryside setting just near castle of Spedaletto. Located 15 minutes' drive from the Roman Catholic Pienza Cathedral, this 2-room villa provides Wi-Fi and a car park.
Spend the day enjoying hiking and horseback riding, as well as an outdoor swimming pool.
Agriturismo Castello La Grancia Di Spedaletto
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Agriturismo Castello La Grancia Di Spedaletto
Overlooking the garden, Agriturismo Castello La Grancia Di Spedaletto Pienza enjoys a countryside setting just near castle of Spedaletto. Located 15 minutes' drive from the Roman Catholic Pienza Cathedral, this 2-room villa provides Wi-Fi and a car park.
Spend the day enjoying hiking and horseback riding, as well as an outdoor swimming pool.
Agriturismo Cerreto
- In-room breakfast
- Free parking
- Tours/Ticket assistance
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Nestled within a 10-minute drive of the Roman Catholic Pienza Cathedral, Agriturismo Cerreto Pienza is boasting a sunbathing terrace and a picnic area for guests' enjoyment. This property features opportunities for ping pong in the area, 4.6 km from Artemisia Art Gallery.
Agriturismo Cerreto
- In-room breakfast
- Free parking
- Tours/Ticket assistance
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Agriturismo Cerreto
Nestled within a 10-minute drive of the Roman Catholic Pienza Cathedral, Agriturismo Cerreto Pienza is boasting a sunbathing terrace and a picnic area for guests' enjoyment. This property features opportunities for ping pong in the area, 4.6 km from Artemisia Art Gallery.
Agriturismo Il Casalino
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Infinity pool
Located in close proximity to Podere Il Casale, the 5-room Agriturismo Il Casalino Pienza comes with an outdoor swimming pool, a solarium. The property is only 1.8 km from the Roman Catholic Pienza Cathedral and features free private parking on site.
Bicycle rentals are available at Agriturismo Il Casalino, while it is possible to try hiking and bike riding in the surroundings.
Agriturismo Il Casalino
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Infinity pool
Agriturismo Il Casalino
Located in close proximity to Podere Il Casale, the 5-room Agriturismo Il Casalino Pienza comes with an outdoor swimming pool, a solarium. The property is only 1.8 km from the Roman Catholic Pienza Cathedral and features free private parking on site.
Bicycle rentals are available at Agriturismo Il Casalino, while it is possible to try hiking and bike riding in the surroundings.
Cheap Pienza Vacation Rentals
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Best-rated
Vento D'Orcia
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Mini-bar
- Sun loungers
Nestled about 10 minutes by car from Corsignano Church, the 3-room Vento D'Orcia Villa Pienza is boasting a terrace and playground for guests' enjoyment. Located 3.2 km from Piazza Pio II, the accommodation provides Wi-Fi and parking.
Guests can enjoy biking and hiking, which can be arranged onsite.
Vento D'Orcia
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Mini-bar
- Sun loungers
Vento D'Orcia
Nestled about 10 minutes by car from Corsignano Church, the 3-room Vento D'Orcia Villa Pienza is boasting a terrace and playground for guests' enjoyment. Located 3.2 km from Piazza Pio II, the accommodation provides Wi-Fi and parking.
Guests can enjoy biking and hiking, which can be arranged onsite.
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Top location
La Corte Antica
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Ironing facilities
- Patio
The spacious 4-room La Corte Antica Pienza apartment is located in the residential area of Pienza, just around the corner from Piazza Pio II. The apartment features a patio that overlooks the city.
La Corte Antica
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Ironing facilities
- Patio
La Corte Antica
The spacious 4-room La Corte Antica Pienza apartment is located in the residential area of Pienza, just around the corner from Piazza Pio II. The apartment features a patio that overlooks the city.
Agriturismo Marinello
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
The 10-room Agriturismo Marinello Pienza is located within a 7-km distance of La Collegiata di San Quirico Catholic Church and has spa therapy and a picnic area to ensure a memorable stay. Featuring access to a patio, the Pienza villa is located around a 10-minute ride from Pieve di Corsignano.
Boasting an outdoor swimming pool, the farm stay offers opportunities for ping pong to stay active during your trip.
Agriturismo Marinello
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Agriturismo Marinello
The 10-room Agriturismo Marinello Pienza is located within a 7-km distance of La Collegiata di San Quirico Catholic Church and has spa therapy and a picnic area to ensure a memorable stay. Featuring access to a patio, the Pienza villa is located around a 10-minute ride from Pieve di Corsignano.
Boasting an outdoor swimming pool, the farm stay offers opportunities for ping pong to stay active during your trip.
Pet Friendly Vacation Rentals Pienza
Residenza D'Epoca La Rosa
- In-room breakfast
- Housekeeping
- Air conditioning
- Flat-screen TV
- Mini-bar
- Tea and coffee facilities
Located approximately 5 minutes' walk from Piazza Pio II and the Roman Catholic Pienza Cathedral, the 2-room Residenza D'Epoca La Rosa Apartment Pienza features views of the city. Wi-Fi is provided for both business and leisure activities.
Residenza D'Epoca La Rosa
- In-room breakfast
- Housekeeping
- Air conditioning
- Flat-screen TV
- Mini-bar
- Tea and coffee facilities
Residenza D'Epoca La Rosa
Located approximately 5 minutes' walk from Piazza Pio II and the Roman Catholic Pienza Cathedral, the 2-room Residenza D'Epoca La Rosa Apartment Pienza features views of the city. Wi-Fi is provided for both business and leisure activities.
Poggio Ai Gelsi
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Pool with view
Located about 10 minutes' drive from Historic Centre of the City of Pienza, the 7-room Poggio Ai Gelsi Villa Pienza features an outdoor swimming pool, a solarium, ensuring a relaxing stay. Featuring garden views, this Pienza villa invites guests to visit Palazzo Piccolomini Museum, located 2.9 km away.
Poggio Ai Gelsi
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Pool with view
Poggio Ai Gelsi
Located about 10 minutes' drive from Historic Centre of the City of Pienza, the 7-room Poggio Ai Gelsi Villa Pienza features an outdoor swimming pool, a solarium, ensuring a relaxing stay. Featuring garden views, this Pienza villa invites guests to visit Palazzo Piccolomini Museum, located 2.9 km away.
Poggiosalto In Toscana
- BBQ facilities
- Valet parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
To enjoy your vacation in Pienza, stay at the 5-room Poggiosalto In Toscana Pienza apartment, which is 4.9 km from Historic Centre of the City of Pienza and approximately a 10-minute drive from Pieve di Corsignano. The apartment features Wi-Fi, along with private car parking for guests travelling by car.
An outdoor swimming pool can be found at this apartment.
Poggiosalto In Toscana
- BBQ facilities
- Valet parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Poggiosalto In Toscana
To enjoy your vacation in Pienza, stay at the 5-room Poggiosalto In Toscana Pienza apartment, which is 4.9 km from Historic Centre of the City of Pienza and approximately a 10-minute drive from Pieve di Corsignano. The apartment features Wi-Fi, along with private car parking for guests travelling by car.
An outdoor swimming pool can be found at this apartment.
Pienza Vacation Rentals Oceanfront
Tenuta Santo Pietro
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Pool with view
Tenuta Santo Pietro Pienza villa is located around a 15-minute ride from Centro storico and provides an outdoor swimming pool, ensuring a relaxing stay. Guests can enjoy hiking, cycling, and ping pong at the Pienza farm stay, located 4.7 km from Pieve di Corsignano.
Cars are available for rent on site, while a sunbathing terrace, a shared lounge, and an attached winery ensure a memorable stay.
Tenuta Santo Pietro
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Pool with view
Tenuta Santo Pietro
Tenuta Santo Pietro Pienza villa is located around a 15-minute ride from Centro storico and provides an outdoor swimming pool, ensuring a relaxing stay. Guests can enjoy hiking, cycling, and ping pong at the Pienza farm stay, located 4.7 km from Pieve di Corsignano.
Cars are available for rent on site, while a sunbathing terrace, a shared lounge, and an attached winery ensure a memorable stay.
Monastero Sant'Anna In Camprena
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Sun terrace
Nestled about 7 km from Chapel of our Lady of Vitaleta, Monastero Sant'Anna In Camprena Villa Pienza entices guests to explore various tourist destinations nearby.
Monastero Sant'Anna In Camprena
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Sun terrace
Monastero Sant'Anna In Camprena
Nestled about 7 km from Chapel of our Lady of Vitaleta, Monastero Sant'Anna In Camprena Villa Pienza entices guests to explore various tourist destinations nearby.
Agriturismo Poggio Tobruk
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tennis court
- Sun loungers
The 6-room Agriturismo Poggio Tobruk Pienza offers proximity to such city sites as castle of Spedaletto, located merely a 5-minute walk away. Providing guests with Wi-Fi and a car park, this Pienza farm stay is within 7 km of La Collegiata di San Quirico Catholic Church.
Cars are possible for rent at Agriturismo Poggio Tobruk, while it is possible to try hiking, horseback riding, and cycling in the surrounding area.
Agriturismo Poggio Tobruk
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tennis court
- Sun loungers
Agriturismo Poggio Tobruk
The 6-room Agriturismo Poggio Tobruk Pienza offers proximity to such city sites as castle of Spedaletto, located merely a 5-minute walk away. Providing guests with Wi-Fi and a car park, this Pienza farm stay is within 7 km of La Collegiata di San Quirico Catholic Church.
Cars are possible for rent at Agriturismo Poggio Tobruk, while it is possible to try hiking, horseback riding, and cycling in the surrounding area.
Pienza Vacation Rentals with Private Pool
Agriturismo Castello Di Spedaletto
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
- Infinity pool
Agriturismo Castello Di Spedaletto Pienza provides easy access to various city attractions, such as castle of Spedaletto, situated around 5 minutes' walk away. The 5-room farm stay features opportunities for hiking and horseback riding in the area, about 6 km from Palazzo Piccolomini Museum.
Agriturismo Castello Di Spedaletto
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
- Infinity pool
Agriturismo Castello Di Spedaletto
Agriturismo Castello Di Spedaletto Pienza provides easy access to various city attractions, such as castle of Spedaletto, situated around 5 minutes' walk away. The 5-room farm stay features opportunities for hiking and horseback riding in the area, about 6 km from Palazzo Piccolomini Museum.
Holiday Home Adelaide
- Cookware/ Kitchen utensils
- VIP check-in/ -out
- Flat-screen TV
- Luggage storage
- Tea and coffee facilities
- Heating
Set just an 11-minute walk from Pieve di Corsignano, the 3-bedroom Holiday Home Adelaide Pienza apartment comprises a dining area overlooking the city. At this unique apartment, Wi-Fi and a car park are also provided.
Holiday Home Adelaide
- Cookware/ Kitchen utensils
- VIP check-in/ -out
- Flat-screen TV
- Luggage storage
- Tea and coffee facilities
- Heating
Holiday Home Adelaide
Set just an 11-minute walk from Pieve di Corsignano, the 3-bedroom Holiday Home Adelaide Pienza apartment comprises a dining area overlooking the city. At this unique apartment, Wi-Fi and a car park are also provided.
Agriturismo Podere San Gregorio
- BBQ facilities
- Free parking
- Ironing facilities
- Heating
- Garden area
Agriturismo Podere San Gregorio Pienza is situated within a 500-metre distance of Historic Centre of the City of Pienza, featuring such comforts as Wi-Fi and private parking. This 3-room villa features opportunities for hiking in the area, within reach of Pieve di Corsignano.
Agriturismo Podere San Gregorio
- BBQ facilities
- Free parking
- Ironing facilities
- Heating
- Garden area
Agriturismo Podere San Gregorio
Agriturismo Podere San Gregorio Pienza is situated within a 500-metre distance of Historic Centre of the City of Pienza, featuring such comforts as Wi-Fi and private parking. This 3-room villa features opportunities for hiking in the area, within reach of Pieve di Corsignano.
Pienzalettings "Casa Gioia"
- Cookware/ Kitchen utensils
- Security
- Air conditioning
- Luggage storage
- Ironing facilities
- Tennis
The 2-room Pienzalettings "Casa Gioia" Apartment enjoys a convenient location near Historic Centre of the City of Pienza. At this apartment, Wi-Fi and parking are also provided.
Various sport options, such as lawn tennis, are provided in the area.
Pienzalettings "Casa Gioia"
- Cookware/ Kitchen utensils
- Security
- Air conditioning
- Luggage storage
- Ironing facilities
- Tennis
Pienzalettings "Casa Gioia"
The 2-room Pienzalettings "Casa Gioia" Apartment enjoys a convenient location near Historic Centre of the City of Pienza. At this apartment, Wi-Fi and parking are also provided.
Various sport options, such as lawn tennis, are provided in the area.
Borgo Sant'Ambrogio - Resort
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Infinity pool
Offering a sunbathing terrace and a picnic area for guests' leisure, Borgo Sant'Ambrogio - Resort Pienza villa is situated 4.6 km from Piazza Pio II. This property features opportunities for biking, hiking, and horse riding in the area, about 15 minutes by car from Castello Romitorio.
This accommodation offers hire and bicycles for rent and features a seasonal outdoor swimming pool. To ensure children's entertainment, Borgo Sant'Ambrogio - Resort villa provides board games and toys.
Borgo Sant'Ambrogio - Resort
- Picnic area/ Tables
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Infinity pool
Borgo Sant'Ambrogio - Resort
Offering a sunbathing terrace and a picnic area for guests' leisure, Borgo Sant'Ambrogio - Resort Pienza villa is situated 4.6 km from Piazza Pio II. This property features opportunities for biking, hiking, and horse riding in the area, about 15 minutes by car from Castello Romitorio.
This accommodation offers hire and bicycles for rent and features a seasonal outdoor swimming pool. To ensure children's entertainment, Borgo Sant'Ambrogio - Resort villa provides board games and toys.
Agriturismo Il Macchione
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tennis court
- Infinity pool
The 8-room Agriturismo Il Macchione Pienza is located approximately a 25-minute walk from the Renaissance church "Pienza Cathedral" and boasts a swimming pool provided on a terrace for a pleasant stay. Offering an infinity pool, this property invites guests to visit Pieve di Corsignano, located 2.1 km away.
Guests can benefit from a sundeck and barbecue and can join yoga, ensuring they can maintain their physical health. A solarium are also included. Yoga instruction are available for active travellers.
Agriturismo Il Macchione
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tennis court
- Infinity pool
Agriturismo Il Macchione
The 8-room Agriturismo Il Macchione Pienza is located approximately a 25-minute walk from the Renaissance church "Pienza Cathedral" and boasts a swimming pool provided on a terrace for a pleasant stay. Offering an infinity pool, this property invites guests to visit Pieve di Corsignano, located 2.1 km away.
Guests can benefit from a sundeck and barbecue and can join yoga, ensuring they can maintain their physical health. A solarium are also included. Yoga instruction are available for active travellers.
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Great deal
Agriturismo La Collina
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Outdoor swimming pool
During the stay at Agriturismo La Collina Pienza, guests can indulge in horseback riding and billiard or visit the Renaissance church "Pienza Cathedral", located a 13-minute walk away. This 10-room villa boasts a sun deck and a picnic area, while La Collegiata di San Quirico Catholic Church is 7 km away.
This property offers guests to enjoy horseback riding, or relax by an outdoor swimming pool.
Agriturismo La Collina
- Shared kitchen
- Free parking
- VIP check-in/ -out
- Air conditioning
- Billiard tables
- Outdoor swimming pool
Agriturismo La Collina
During the stay at Agriturismo La Collina Pienza, guests can indulge in horseback riding and billiard or visit the Renaissance church "Pienza Cathedral", located a 13-minute walk away. This 10-room villa boasts a sun deck and a picnic area, while La Collegiata di San Quirico Catholic Church is 7 km away.
This property offers guests to enjoy horseback riding, or relax by an outdoor swimming pool.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Pienza, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Agriturismo Castello La Grancia Di Spedaletto |
9.5 / 10 (871 Reviews) |
From 124$ | |
| Agriturismo Cerreto |
9.8 / 10 (265 Reviews) |
From 143$ | |
| Agriturismo Il Casalino |
9.6 / 10 (717 Reviews) |
From 190$ | |
| Vento D'Orcia |
9.9 / 10 (257 Reviews) |
From 191$ | |
| La Corte Antica |
9.6 / 10 (176 Reviews) |
From 162$ |
Frequently Asked Questions
What vacation rentals in Pienza are best for families?
Agriturismo La Collina and Agriturismo Cerreto are excellent choices for families. They offer spacious areas and kid-friendly activities.
Look for family packages that include meals and activities for children to enjoy together.
Which vacation rentals in Pienza offer two-bedroom options?
Tenuta Santo Pietro and Agriturismo Il Casalino provide cozy two-bedroom rentals, perfect for small families or groups. This setup allows families to have their own space while enjoying time together.
Book early during peak summer months to secure a two-bedroom unit that fits your needs.
Are there any pet-friendly vacation rentals in Pienza?
Agriturismo Poggio Tobruk and Agriturismo Castello Di Spedaletto welcome pets. They offer large outdoor areas for pets to roam freely.
Confirm pet policies before booking to avoid extra fees or restrictions during your stay.
What vacation rentals in Pienza have pools?
Borgo Sant'Ambrogio - Resort and Agriturismo Podere San Gregorio feature lovely pools. These provide guests a relaxing way to cool off while enjoying the Tuscan sun.
Visit the pool during early morning to enjoy quiet moments before the crowds arrive.
Which vacation rentals near Pienza offer breakfast?
Agriturismo Il Macchione and La Corte Antica include breakfast in their stays. Guests can savor local cheeses and fresh bread to start their day.
Ask for breakfast recommendations to try traditional dishes that reflect Pienza's culinary heritage.
What vacation rentals in Pienza have beautiful views?
Pienzalettings 'Casa Gioia' and Agriturismo Castello La Grancia Di Spedaletto offer stunning views of the countryside. This enhances the relaxation experience for guests.
Request a room with a view when booking to ensure you enjoy the scenery during your stay.
Which vacation rentals in Pienza are close to the historic district?
Agriturismo Marinello and Monastero Sant'Anna In Camprena are located near Pienza's historic sites. This makes it easy to explore the town's rich heritage.
Plan walking tours early in the day to enjoy the tranquil atmosphere and take great photos.
What local events should I check out while staying in Pienza?
The Pienza Cheese Festival takes place every September, showcasing local cheese-making traditions. It features tastings, workshops, and family activities.
Plan your stay to coincide with the festival for a unique culinary experience you won't want to miss.
How can I explore the surroundings of Pienza?
You can use local bike rentals from Agriturismo locations to explore the beautiful landscapes. Cycle through vineyards and olive groves for a memorable experience.
Ask your host at the agriturismo about recommended trails for scenic routes and local stops.
What is the best time to visit Pienza for pleasant weather?
Late spring and early autumn are ideal for visiting Pienza, with mild temperatures and fewer crowds. These times are perfect for outdoor activities and sightseeing.
Book accommodations early if visiting during the peak tourist months of May and September to ensure the best options.