Pienza Vacation Rentals

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Best Pienza Vacation Rentals

Opting for a vacation rental in Pienza allows for an immersive local experience, showcasing the town's rich history and picturesque landscapes. Many properties are conveniently located near top sights like the iconic Pienza Cathedral and local markets.

8.5

Good

(1223 Reviews)

+ 97 photos

Relais Il Chiostro Di Pienza Hotel

Corso Il Rossellino 26
Free Wi-Fi
Baggage storage
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Coffee shop
Seasonal outdoor pool
Flat-screen TV
Elevator
Electric kettle
Express check-in/ -out
VIP check-in/ -out
In-room breakfast
Cribs
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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Relais Il Chiostro Di Pienza is a historic property housed in a 15th-century convent, located just 328 feet from Pienza Cathedral. The hotel offers 17 elegantly furnished rooms, many featuring breathtaking views of the Val d'Orcia. Guests can unwind in the gardens or take a refreshing dip in the outdoor pool. The onsite restaurant, La Terrazza del Chiostro, specializes in Tuscan dishes and is popular for its picturesque terrace. Visitors will find Palazzo Piccolomini Museum only 0.5 miles away.

Price comparison

Average Price 53 €

Check booking site for details
From 53 €
Check booking site for details
From 53 €

9.1

Good

(782 Reviews)

+ 97 photos

Hotel Corsignano

Via Della Madonnina 11
Wi-Fi
Free parking
Baggage storage
24-hour reception
Bar/ Lounge area
Welcome drink
Coffee shop
Paid airport shuttle
Jacuzzi
Solarium
Laundry
Flat-screen TV
Elevator
Electric kettle
Express check-in/ -out
Cycling
In-room breakfast
Beach umbrellas
Cribs
Board games
Babysitting/Child services
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Hotel Corsignano is a family-run establishment with stunning views of the Orcia Valley, located within a five-minute walk from Palazzo Piccolomini Museum. This hotel features 30 air-conditioned rooms equipped with modern conveniences such as free Wi-Fi and LCD TVs. Guests can relax on the terrace or indulge in gourmet meals at the onsite restaurant. The hotel emphasizes sustainability, having received ISO recognition for its energy practices. Located 2 miles from Chapel of our Lady of Vitaleta, it serves as an ideal base for exploring the surrounding sites.

Price comparison

Average Price 135 €

Check booking site for details
From 135 €
Check booking site for details
From 135 €

9.3

Good

(71 Reviews)

+ 59 photos

La Bandita Townhouse

Corso Il Rossellino 111
Free Wi-Fi
Baggage storage
24-hour security
Restaurant
Welcome drink
Coffee shop
Paid airport shuttle
Jacuzzi
Massage
Steam room
Spa & wellness center
Laundry
Leisure/ TV room
Elevator
Express check-in/ -out
VIP check-in/ -out
In-room breakfast
Children's buffet
Cribs
Board games
Babysitting/Child services
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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La Bandita Townhouse features a modern touch in the heart of Pienza, providing easy access to local attractions. The property includes a shared lounge, garden, and terrace, with a restaurant that serves Italian delicacies. Rooms are air-conditioned and equipped with modern amenities, including coffee machines and flat-screen TVs. The hotel is just a short stroll from historic landmarks and offers bike rentals to explore the scenic surroundings. A continental breakfast is served daily, enhancing guests' stay with authentic flavors.

Price comparison

Average Price 430 €

Check booking site for details
From 430 €
Check booking site for details
From 430 €

9.1

Good

(711 Reviews)

+ 97 photos

Hotel San Gregorio

Via Della Madonnina 4
Free Wi-Fi
Baggage storage
Bar/ Lounge area
Restaurant
Welcome drink
Coffee shop
Paid airport shuttle
Seasonal outdoor pool
Laundry
Flat-screen TV
Elevator
Electric kettle
Business center
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Horseback riding
In-room breakfast
Sun loungers
Beach umbrellas
Children's menu
Cribs
Babysitting/Child services
Wheelchair access
Pets allowed
Air conditioning
No smoking on site
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Hotel San Gregorio is ideally located in the heart of Pienza, just a short walk from historic sites such as Pienza Cathedral. The property boasts 24 rooms equipped with modern amenities including minibars and air conditioning. Guests can enjoy a seasonal outdoor swimming pool, lush gardens, and a restaurant offering buffet breakfasts. Popular for cycling enthusiasts, the hotel provides bike rental services for those keen on exploring the stunning Val d'Orcia. Located 10 miles from Bagno Vignoni, it provides convenient access to nearby hot springs.

Price comparison

Average Price 142 €

Check booking site for details
From 142 €
Check booking site for details
From 142 €

9.3

Good

(234 Reviews)

+ 97 photos

Tenuta Santo Pietro

Podere Santo Pietro 29
Free Wi-Fi
Free parking
Dryer
Electric kettle
Cookware/ Kitchen utensils
Air conditioning
Paid airport shuttle
Flat-screen TV
Laundry
VIP check-in/ -out
Table tennis
Hiking
Cycling
Outdoor dining area
Poolside snack bar
Restaurant
Welcome drink
Sun loungers
Beach umbrellas
Children's buffet
Cribs
Board games
Babysitting/Child services
Wheelchair access
Saltwater pool
Baggage storage
No pets allowed
No smoking on site
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Tenuta Santo Pietro offers a unique experience, operated as a working farm set in the idyllic Tuscan countryside. Located 3 miles from Pienza, accommodations in a 13th-century farmhouse combine rustic elegance with modern amenities. Guests can enjoy outdoor meals, a swimming pool, and onsite gastronomy featuring homegrown ingredients. This property is renowned for its locally produced wine and olive oil. Nearby attractions include Palazzo Piccolomini Museum, just 3 miles away.

Price comparison

Average Price 158 €

Check booking site for details
From 158 €
Check booking site for details
From 158 €

8.7

Good

(353 Reviews)

+ 97 photos

Rossellino Bed & Breakfast

Corso Rossellino 97
Free Wi-Fi
Bar/ Lounge area
Welcome drink
Snack bar
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
Cribs
No pets allowed
Air conditioning
No smoking on site
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Rossellino is set in a recently renovated historic building, providing guests with modern comforts and convenient access to Pienza's vibrant city center. Offering six well-appointed rooms, all equipped with air conditioning and private bathrooms. Guests can start their day with a buffet breakfast featuring local specialties. Located just 8 minutes from Piazza Pio II, Rossellino is close to significant attractions while offering a terrace for relaxation. The property caters to both leisure and business travelers alike.

Price comparison

Average Price 150 €

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From 150 €
Check booking site for details
From 150 €

8.6

Good

(176 Reviews)

+ 88 photos

Hotel Rutiliano

Via Della Madonnina 18
Free Wi-Fi
Locker room
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Seasonal outdoor pool
Pedicure
Manicure
Jacuzzi
Facial
Body wraps
Body scrub
Waxing
Massage
Steam room
Turkish bath
Treatment room
Laundry
Elevator
VIP check-in/ -out
Cycling
Horseback riding
Tennis court
In-room breakfast
Sun loungers
Cribs
Pets allowed
Air conditioning
No smoking on site
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Hotel Rutiliano boasts a prime location just moments from Pienza's historic center and offers a calming garden with a small summer pool. The hotel provides 10 air-conditioned rooms featuring satellite TV and modern amenities. Guests are treated to a sweet and savory breakfast each morning, plus a bar for refreshments. Just 15 minutes' drive from Montepulciano, guests can explore the renowned wine region with ease. The hotel is notable for its convenient location near many cultural attractions.

Price comparison

Average Price 309 €

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From 309 €
Check booking site for details
From 309 €

9.0

Good

(1042 Reviews)

+ 90 photos

Piccolo Hotel La Valle

Via Di Circonvallazione 7
Free Wi-Fi
On-site parking lot
Bar/ Lounge area
Welcome drink
Snack bar
Laundry
Flat-screen TV
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
In-room breakfast
Cribs
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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Piccolo Hotel La Valle is conveniently located just 492 feet from Pienza center. This rustic building features multiple accommodations equipped with modern amenities for a comfortable stay. Guests can enjoy a breakfast featuring local flavors while soaking in the beautiful scenery. With free parking available, the hotel serves as a convenient launching point to explore attractions such as Montepulciano and Montalcino, just a short drive away.

Price comparison

Average Price 134 €

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From 134 €
Check booking site for details
From 134 €

8.6

Good

(624 Reviews)

+ 73 photos

Il Giglio B&B

Via Del Giglio 6
Free Wi-Fi
Baggage storage
Outdoor dining area
Coffee shop
Jacuzzi
Steam room
Turkish bath
Spa & wellness center
Flat-screen TV
Electric kettle
Cookware/ Kitchen utensils
VIP check-in/ -out
Hiking
Cycling
In-room breakfast
Cribs
No pets allowed
Air conditioning
No smoking on site
Show more + Show less -
Il Giglio B&B is located in a beautifully renovated Renaissance building in Pienza's historic center. Accommodations feature classic Tuscan decor with terracotta floors and period furniture. The B&B offers wellness services such as a hot tub and sauna, enhancing the relaxation experience for guests. Additionally, there are options for apartment-style stays, perfect for families or longer visits. The property is close to local attractions, providing easy access to the charming surrounding area.

Price comparison

Average Price 113 €

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From 113 €
Check booking site for details
From 113 €

9.6

Good

(6 Reviews)

+ 66 photos

Pienza By Posarellivillas

Loc. Piandimaggio 53026 - Pienza
Free Wi-Fi
Free parking
Cookware/ Kitchen utensils
Cribs
Seasonal outdoor pool
No pets allowed
No smoking on site
Show more + Show less -
Pienza By Posarellivillas is a charming country house that features a seasonal outdoor pool and picturesque gardens within a rural setting. Each unit comes with a fully equipped kitchen, perfect for those who prefer self-catering during their stay. Guests can enjoy scenic views and personalized experiences in the surrounding area. The property is conveniently located 10 minutes' drive from Val d'Orcia and provides easy access to cultural sites like Palazzo Piccolomini Museum. This retreat is ideal for those wanting a blend of comfort and local exploration.

Price comparison

Average Price 123 €

Check booking site for details
From 123 €
Check booking site for details
From 123 €

Established in the 15th century, Pienza is a striking representation of Renaissance architecture, showcasing works by famed architect Bernardo Rossellino. The town is enveloped by the picturesque landscapes of the Val d'Orcia, a UNESCO World Heritage Site, boasting stunning rolling hills and vineyards. With over 10 unique vacation rentals available, staying in Pienza provides easy access to attractions like the Palazzo Piccolomini and Pienza Cathedral. Whether you're looking for romantic getaways, family-friendly accommodations, or eco-conscious stays, options abound to cater to every type of traveler.