Pienza, Tuscany Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Pienza, Tuscany on RentalSaver.com!

Pienza Rentals

Filter

Popular Areas

From $284 per night (USD)
VRBO
Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Friends of Tuscany Ltd. takes care of every detail of your villa booking, providing personalized information to ensure y ...
From $284 per night (USD)
VRBO
$\Il Focolare\ Superior Apartment in Monticchiello$
From $118 per night (USD)
Expedia
\"Il Focolare\" Superior Apartment in Monticchiello
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The house is located in the small medieval village of Monticchiello, within the imposing city walls. Immersed in the cla ...
From $118 per night (USD)
Expedia
From $1289 per night (USD)
VRBO
My Rental Homes - Podere il Sogno with private pool and large garden
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Podere il Sogno is a magnificent property near the wonderful town of Pienza, very famous for its pecorino cheese. In the ...
From $1289 per night (USD)
VRBO
From $733 per night (USD)
Expedia
Villa for 14 People with private pool
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
To see the beautiful town of Pienza, as in a postcard, sitting down under a big oak the most ancient of the Val d’Orcia, ...
From $733 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Zampugna Estate - Spigo's cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spigo Spigo is a small independent cottage situated to the East of Zampugna. It has a living room with kitchenette and ...
From $266 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Rosmarino - Estate Zampugna
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Rosmarino part is part of le Regge Estate and it is approximately 90 sqm, set on two levels. It has two double bedrooms ...
From $284 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Wonderful Villa in Tuscany - Villa Gaeta
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Le Regge is a large estate located in southern Tuscany within the province of Siena. The estate produces red wine and or ...
From $697 per night (USD)
VRBO
From $111 per night (USD)
VRBO
PienzaLettings Casa Olivieri - Apartment in the historic center of Pienza
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The perfect place to abandon the stress of everyday life to rediscover the pleasure of walking on foot along the streets ...
From $111 per night (USD)
VRBO
From $485 per night (USD)
VRBO
Podere Ginestra - Four Bedroom Villa, Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Podere Ginestra is an old world Tuscan villa split into two separate parts, each boasting gorgeous old country style fix ...
From $485 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Belvilla by OYO Villa Dezi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $407 per night (USD)
Expedia
From $3008 per night (USD)
VRBO
Villa Dionora by Fantasia Villas
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The roads between the hills and valleys lead you to the noble city of Montepulciano, amongst the most intriguing in Tusc ...
From $3008 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Villa in Monticchiello with pool,Airconditioning,BBQ,Garten,Table tennis,sleep14
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
Set in a one of the most beautiful areas of Tuscany, near Monticchiello, this stunning villa enjoys a breath-taking view ...
From $557 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Vrbo Property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This vacation home lets you experience it all. 
From $253 per night (USD)
VRBO
From $1280 per night (USD)
Expedia
VILLA MERAVIGLIOSA - Six Bedroom Villa, Sleeps 12
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Rising in a spectacular position surrounded by Val d’Orcia’s dreamlike rolling hills, this beautiful 19th century Tuscan ...
From $1280 per night (USD)
Expedia
From $843 per night (USD)
Expedia
VILLA PIANA - Four Bedroom Villa, Sleeps 9
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Situated in a prominent position overlooking the Val d’Orcia, at approx 10 Kms from Pienza, this villa offers incredible ...
From $843 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Villa Le Fontanelle by Fantasia Villas
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
Villa Le Fontanelle is a beautiful country house with a breathtaking view, thanks to its location overlooking the Orcia ...
From $604 per night (USD)
VRBO
From $4392 per night (USD)
VRBO
Villa Il Nido - Private Tuscany villa with pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
VILLA IL NIDO - MONTEPULCIANO AREA Located in the heart of the Chianti region of Tuscany, close to Montepulciano, Villa ...
From $4392 per night (USD)
VRBO
From $668 per night (USD)
Expedia
My Rental Homes - Villa Monticchiello with pool and garden surrounding the property
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Villa Monticchiello is a stunning property set in one of most amazing Tuscan area Val D’Orcia protected by the UNESCO; t ...
From $668 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Podere Osteria with pool close to Pienza, Pienza, Italy
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
In the heart of the Val d’Orcia, surrounded by vineyards, this authentic farmhouse makes an ideal holiday base, to explo ...
From $388 per night (USD)
VRBO
From $4415 per night (USD)
Expedia
VILLA ALTERA - Six Bedroom Villa, Sleeps 12
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This beautiful 6 bedrooms villa, which dates back to the early 800s, has been completely renovated and develops on an in ...
From $4415 per night (USD)
Expedia
$Wonderful private villa for 12 people with A\/C, WIFI, private pool, TV, veranda and parking$
From $4318 per night (USD)
VRBO
Wonderful private villa for 12 people with A\/C, WIFI, private pool, TV, veranda and parking
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Holiday rental Villa Nora is a beautiful property that includes private pool, air conditioning and WiFi internet. The ...
From $4318 per night (USD)
VRBO
From $630 per night (USD)
Expedia
Holiday house Pienza for 1 - 14 persons with 7 bedrooms - Holiday house
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
ED Refnr. 2899694 Set in a one of the most beautiful areas of Tuscany, this stunning villa enjoys a breath-taking view ...
From $630 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Holiday house Pienza for 1 - 10 persons with 4 bedrooms - Twin house
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
ED Refnr. 2899603 This lovely holiday home in Val d’Orcia in the Middle Ages was probably a resting place for pilgrims ...
From $296 per night (USD)
VRBO
From $3610 per night (USD)
VRBO
Dimora Buonriposo Pienza Country House
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
A short distance from ecotours, wildlife walks, and more, this welcoming vacation home lets you experience it all. Ju ...
From $3610 per night (USD)
VRBO
From $80 per night (USD)
VRBO
Belvilla by OYO Tarugi
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $80 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Country House with 360° view Val d'Orcia and Pienza
Bedrooms:
9
Bathrooms:
8
Sleeps:
25
Located in Trequanda, this 8-bedroom, 8-bathroom vacation home lets you experience it all. Fans of nature and the out ...
From $284 per night (USD)
Expedia
From $705 per night (USD)
VRBO
Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Ashort way from Porta St. Agata, the main gate to the medieval village of Monticchiello, Guido is glad to welcome you i ...
From $705 per night (USD)
VRBO
$Casa Ora d’Oro - PANORAMIC VIEWS \/ POOL \/ PRIVATE GARDEN$
From $386 per night (USD)
Expedia
Casa Ora d’Oro - PANORAMIC VIEWS \/ POOL \/ PRIVATE GARDEN
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our villa is nestled in the rolling hills of Tuscany, located in the Val d’Orcia and Crete Senesi region. Located in the ...
From $386 per night (USD)
Expedia
From $1024 per night (USD)
VRBO
Unique And Unforgettable Villa Great For Weddings
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Summary: Welcome to this beautiful villa in Italy. The rolling hills surrounded by cypresses are the true setting of thi ...
From $1024 per night (USD)
VRBO
From $741 per night (USD)
Expedia
The heart of the Val d’Orcia
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
In the heart of the Val d'Orcia few Km. from Pienza and Montepulciano, surrounded by oak and cypress trees is situated C ...
From $741 per night (USD)
Expedia
From $1265 per night (USD)
VRBO
Val d'Orcia villa with pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: This is a six bedroom Val d'Orcia villa set on the top of a hillside in the beautiful Orcia Valley and enjoying ...
From $1265 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Villa Tre Civette: A characteristic and welcoming apartment that is part of an ancient country house located in the heart of the Val d'Orcia, with Free WI-FI.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Villa Tre Civette is a characteristic and welcoming apartment that is part of an ancient country house located in the he ...
From $673 per night (USD)
Expedia
$Private Villa with private pool, WIFI, A\/C, TV, patio, panoramic view, close to Montepulciano$
From $1779 per night (USD)
VRBO
Private Villa with private pool, WIFI, A\/C, TV, patio, panoramic view, close to Montepulciano
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Conveniently located 2 km (2 mi) from Monticchiello, Italy in the tourist area "Orcia Valley" and only 11 km (7 mi) from ...
From $1779 per night (USD)
VRBO
From $119 per night (USD)
VRBO
MiniJoy.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this welcoming apartment brings it all within your reach. You're conveniently located within a 5-m ...
From $119 per night (USD)
VRBO
From $107 per night (USD)
VRBO
Casa Gioia PienzaLettings
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located in Pienza, this welcoming apartment brings it all within your reach. Pienza Cathedral and Palazzo Piccolomini ...
From $107 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Mascagni farmhouse among the olive trees and the Tuscan hills in the Val d'Orcia
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A short distance from ecotours, birdwatching, and more, this pet-friendly vacation home lets you experience it all. W ...
From $174 per night (USD)
Expedia
From $4782 per night (USD)
VRBO
Montepulciano villa rental
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: This Montepulciano villa rental sits in a beautiful position overlooking Pienza and Montefollonico. The atmosph ...
From $4782 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Holiday Home 'Poggio Muziarelli' with Shared Garden and Wi-Fi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Contignano, the holiday home Poggio Muziarelli has everything you need for a relaxing holiday. The 140 m² pro ...
From $151 per night (USD)
Expedia
$Villa \Podere La Montalla\ with Private Pool & Wi-Fi$
From $694 per night (USD)
VRBO
Villa \"Podere La Montalla\" with Private Pool & Wi-Fi
Bedrooms:
8
Bathrooms:
10
Sleeps:
21
The villa "Podere La Montalla" is located in Radicofani and offers guests a spectacular view over the upper Val d'Orcia. ...
From $694 per night (USD)
VRBO
From $1304 per night (USD)
VRBO
Villa Amiata View
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Located in Pienza, this welcoming villa lets you experience it all. With the property's convenient onsite parking, yo ...
From $1304 per night (USD)
VRBO
From $1594 per night (USD)
VRBO
Beautiful independent Villa in Pienza
Bedrooms:
9
Bathrooms:
8
Sleeps:
16
Podere Elisabetta is a traditional stone country house built in 1900. The farmhouse has a unique view of the Val d'Orcia ...
From $1594 per night (USD)
VRBO
From $1713 per night (USD)
Expedia
Superb villa in Val d'Orcia. heated pool. design interiors
Bedrooms:
8
Bathrooms:
8
Sleeps:
19
Independent villa sleeping 16 + 3. On the ground floor living room with fireplace, dining room, kitchen with two ovens, ...
From $1713 per night (USD)
Expedia
From $1713 per night (USD)
VRBO
Amazing Luxury Villa in Sarteano
Bedrooms:
9
Bathrooms:
9
Sleeps:
18
Independent villa sleeping 18 consisting of the main building and two outbuildings. On the ground floor four living roo ...
From $1713 per night (USD)
VRBO
From $1848 per night (USD)
VRBO
Beautiful villa with swimming pool in Val d'Orcia
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Independent villa with 12 sleeps. On the ground floor there are a large living room with fireplace and direct access to ...
From $1848 per night (USD)
VRBO
Click For Pricing
VRBO
San Bartolomeo di Caselle - Apt Ground Floor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Montepulciano, this welcoming apartment brings it all within your reach. Val di Chiana is just a short wal ...
Click For Pricing
VRBO
Click For Pricing
Expedia
St. Bartholomew of Caselle
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in Montepulciano, this 2-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the out ...
Click For Pricing
Expedia
From $127 per night (USD)
VRBO
Finestra Dell'Angelo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ancient residence in the historic center of Pienza equipped with living room and kitchen. Sheets and towels available in ...
From $127 per night (USD)
VRBO
$Stunning villa for 16 guests with hot tub, WIFI, A\/C, TV, patio, panoramic view and parking$
From $1765 per night (USD)
Expedia
Stunning villa for 16 guests with hot tub, WIFI, A\/C, TV, patio, panoramic view and parking
Bedrooms:
9
Bathrooms:
7
Sleeps:
16
Villa Pianoia is located 8 km (5 mi) from Montepulciano, Italy and only 36 km (22 mi) from Montalcino in the tourist are ...
From $1765 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Cozy apartment in the heart of Val d'Orcia, perfect for families.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Farm stay in Pienza Guest accommodations at this farm stay offer irons/ironing boards. Bathrooms include bathtubs or sho ...
From $253 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Vrbo Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Guest accommodations at this farm stay offer irons/ironing boards. Bathrooms include bathtubs or showers, bidets, and ha ...
From $368 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Apartment 'Palazzi Del Papa' with Shared Pool, Shared Garden and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The holiday apartment Palazzi del Papa is located in Pienza and is the ideal accommodation for a relaxing getaway. The 4 ...
From $172 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Podere Fontebernardi, authentic Tuscan farmhouse overlooking Pienza.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Pienza, this welcoming vacation home brings it all within your reach. Jump into your car and make short wo ...
From $347 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Apartment in Monticchiello with 2 bedrooms sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The flat in the historic centre of Monticchiello offers a truly pleasant and complete experience. The furnished private ...
From $125 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Lovely apartment for 4 guests with WIFI and TV, close to Montepulciano
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Monticchiello Apartment With Garden, Wifi, Pienza, is located , Italy and only 9 km (5 mi) from Montepulciano in the tou ...
From $140 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Castelmuzio - Trequanda ,Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming former stone barn with private pool situated in peaceful location south of Siena, amidst the beautiful hills of ...
From $180 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Pienza b - Monticchiello ,Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...
From $136 per night (USD)
Expedia
From $119 per night (USD)
VRBO
Pienza a - Monticchiello ,Tuscany
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...
From $119 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Pienza c - Monticchiello ,Tuscany
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcoming farmhouse situated in panoramic location in the beautiful area of Val D’Orcia. This property comprises 4 units ...
From $177 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Romantic apartment located in the heart of Pienza.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this welcoming apartment lets you experience it all. Pienza Cathedral and Palazzo Piccolomini are ...
From $132 per night (USD)
VRBO
Click For Pricing
Expedia
Villa Cassia - Bagno Vignoni ,Tuscany
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely rest ...
Click For Pricing
Expedia
From $3781 per night (USD)
VRBO
Montepulciano villa rental
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: Villa Bene is a beautiful Montepulciano villa rental. Recently restored, original 16th century features blend s ...
From $3781 per night (USD)
VRBO
$Farmhouse \Podere Spagliarda\ with Shared Pool, Private Terrace & Wi-Fi$
From $792 per night (USD)
Expedia
Farmhouse \"Podere Spagliarda\" with Shared Pool, Private Terrace & Wi-Fi
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
The farmhouse "Podere Spagliarda" is situated in San Quirico d'Orcia, in the heart of Val d'Orcia, and is a great destin ...
From $792 per night (USD)
Expedia
$Private Villa with WIFI, private pool, A\/C, sauna, hot tub, TV, veranda, close to Montepulciano$
From $3406 per night (USD)
VRBO
Private Villa with WIFI, private pool, A\/C, sauna, hot tub, TV, veranda, close to Montepulciano
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Villa Bartolomeo is a beautiful stone building (400 sq m) with air conditioning, WiFi internet and private pool. The pr ...
From $3406 per night (USD)
VRBO
$Apartment \Agriturismo Il Casato MAG-il Vaglio\ with Mountain View, Shared Terrace & Wi-Fi$
From $529 per night (USD)
Expedia
Apartment \"Agriturismo Il Casato MAG-il Vaglio\" with Mountain View, Shared Terrace & Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In Pienza, the holiday apartment "Agriturismo Il Casato Mag-il Vaglio" offers an excellent view of the mountain. The 70 ...
From $529 per night (USD)
Expedia
$Apartment \Agriturismo Il Casato Mag-il Giogo\ with Mountain View, Shared Terrace & Wi-Fi$
From $709 per night (USD)
VRBO
Apartment \"Agriturismo Il Casato Mag-il Giogo\" with Mountain View, Shared Terrace & Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in Pienza, the holiday apartment "Agriturismo Il Casato Mag-il Giogo" offers guests a fantastic view of the moun ...
From $709 per night (USD)
VRBO
$Apartment \Agriturismo Il Casato - Il Torchio\ with Mountain View, Shared Terrace & Wi-Fi$
From $430 per night (USD)
Expedia
Apartment \"Agriturismo Il Casato - Il Torchio\" with Mountain View, Shared Terrace & Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Overlooking the mountain, the holiday apartment "Agriturismo Il Casato - Il Torchio" in Pienza impresses guests with its ...
From $430 per night (USD)
Expedia
From $959 per night (USD)
VRBO
Villa Rango - Private villa with swimming pool
Bedrooms:
7
Bathrooms:
7
Sleeps:
13
VILLA RANGO - MONTEPULCIANO AREA This stone farmhouse (440 sq. m) is set in a panoramic position in the heart of Val d' ...
From $959 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Villa Conte - Private countryside villa with pool
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
VILLA CONTE - CHIANCIANO TERME AREA This villa (170 sq. m) is located in the heart of the Val d'Orcia, a few kilometres ...
From $363 per night (USD)
Expedia
From $1774 per night (USD)
VRBO
Villa Lissa - Large villa with private pool
Bedrooms:
7
Bathrooms:
9
Sleeps:
20
VILLA LISSA - SIENA AREA Villa Lissa can be found in the Tuscan countryside, near the village of Montichiello, only 3km ...
From $1774 per night (USD)
VRBO
From $1142 per night (USD)
Expedia
Villa Circe
Bedrooms:
8
Bathrooms:
8
Sleeps:
14
The villa has an ideal location for nature lovers and it is an excellent starting point for visiting the closest art cit ...
From $1142 per night (USD)
Expedia
$Villa \Privata Locanda In Tuscany\ with Private Pool, Private Terraces & Wi-Fi$
From $7284 per night (USD)
VRBO
Villa \"Privata Locanda In Tuscany\" with Private Pool, Private Terraces & Wi-Fi
Bedrooms:
9
Bathrooms:
9
Sleeps:
24
The villa "Privata Locanda in Tuscany" is located in Castiglione D'Orcia and is perfect for an unforgettable holiday wit ...
From $7284 per night (USD)
VRBO
From $657 per night (USD)
Expedia
Villa Gaeta - Pienza ,Tuscany
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This ...
From $657 per night (USD)
Expedia
From $3428 per night (USD)
VRBO
Villa in Montepulciano with 7 bedrooms sleeps 14
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
The roads between the hills and valleys lead you to the noble city of Montepulciano, amongst the most intriguing in Tusc ...
From $3428 per night (USD)
VRBO
From $1218 per night (USD)
Expedia
Casa Nobile - Five Bedroom Villa, Sleeps 9
Bedrooms:
4
Bathrooms:
6
Sleeps:
9
Located in the charming town of Castelmuzio, Casa Nobile offers an exquisite retreat with lush gardens, and a cosy, rust ...
From $1218 per night (USD)
Expedia
From $1301 per night (USD)
VRBO
Podere Manafiore - historical villa with swimming pool
Bedrooms:
8
Bathrooms:
6
Sleeps:
10
The estate, renovated to revive its ancient splendor while maintaining its distinctive atmosphere, can accommodate up to ...
From $1301 per night (USD)
VRBO
From $3125 per night (USD)
Expedia
Villa in Totona with 6 bedrooms sleeps 12
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Villa Benedetta offers to our guests a charming, elegant and an exclusive place, where they can enjoy their time to rela ...
From $3125 per night (USD)
Expedia
From $191 per night (USD)
VRBO
3 bedroom accommodation in Monticchiello
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This spacious vacation apartment with ambience welcomes you to the remote, medieval village of Monticchiello in the Val ...
From $191 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Ancient medieval farm 5 km from Pienza surrounded by vineyards
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
A short distance from wildlife walks, cycling, and more, this pet-friendly vacation home lets you experience it all. ...
From $190 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Farmhouse 'Agriturismo Selvoli - La Civetta' with Shared Pool, Private Terrace and Wi-Fi
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in Pienza, the farmhouse Agriturismo Selvoli - La Civetta has everything you need for a comfortable holiday. The ...
From $281 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Farmhouse 'Agriturismo Selvoli - La Scuola' with Shared Pool, Wi-Fi and Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The farmhouse Agriturismo Selvoli - La Scuola is located in Pienza and is perfect for an unforgettable holiday with your ...
From $246 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Farmhouse 'Agriturismo Selvoli - Il Bruco' with Shared Pool and Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The farmhouse Agriturismo Selvoli - Il Bruco is located in Pienza and is perfect for an unforgettable holiday with your ...
From $411 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Farmhouse 'Agriturismo Selvoli - La Chiocciola' with Shared Pool, Shared Garden and Wi-Fi
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Located in Pienza, the farmhouse Agriturismo Selvoli - La Chiocciola has everything you need for a comfortable holiday. ...
From $629 per night (USD)
Expedia
Click For Pricing
VRBO
Vrbo Property
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This apartment lets you experience it all. While you're here, you can enjoy all the comforts of home and more, ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Montello 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors w ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Montello 2 mountain view
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in Pienza, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdo ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Montello 1 con Terrazzo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors w ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Montello 4 Vista Giardino Piano Terra
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Pienza, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors w ...
Click For Pricing
VRBO
From $233 per night (USD)
Expedia
Suite Gioconda - Podere Casa Rossa in Pienza
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Suite Gioconda is a private apartment, in Tuscan style but revised in a modern key, consisting of two bedrooms, bathroom ...
From $233 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Il Podere di Casa Rossa Pienza
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Podere di Casa Rossa! A few steps from Pienza, in the country heart of Tuscany, you will have an entire ...
From $299 per night (USD)
VRBO
Click For Pricing
Expedia
Casa d'Orcia on Pienza countryside
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in Pienza, this welcoming vacation home brings it all within your reach. You'll easily make the 9-minute driv ...
Click For Pricing
Expedia
From $750 per night (USD)
VRBO
Villa in Monticchiello with 7 bedrooms sleeps 14
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
Villa Fontanini is a beautiful country house with a breathtaking view, thanks to its location overlooking the Orcia Vall ...
From $750 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Holiday house with private pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $562 per night (USD)
Expedia
Click For Pricing
VRBO
Cottage in Val D'orcia con Piscina Privata
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in Radicofani, this 2-bedroom, 2-bathroom cottage brings it all within your reach. Fans of nature and the out ...
Click For Pricing
VRBO
From $232 per night (USD)
Expedia
Holiday house Pienza for 1 - 4 persons - Row house
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ED Refnr. 3018086 The Villa has a typically medieval structure, that is, it develops itself in a vertical way. It dat ...
From $232 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Holiday apartment Pienza for 1 - 4 persons with 2 bedrooms - Holiday apartment in one or multi-famil
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
ED Refnr. 2973505 MIRABELLE 1 Floored with the original terracotta tiles, the apartment has features in Siennese t ...
From $197 per night (USD)
VRBO
From $1602 per night (USD)
VRBO
Elegant historic residence in the hills of Val d'Orcia
Bedrooms:
9
Bathrooms:
7
Sleeps:
16
Villa Iapicca is a recently renovated historical residence standing between the medieval town of Montepulciano and the h ...
From $1602 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Casale del Conte - Three Bedroom Villa, Sleeps 6
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Overview Casale del Conte is located in Siena, Tuscany. This detached vacation rental property offers air-conditio ...
From $366 per night (USD)
VRBO
From $218 per night (USD)
Expedia
Marelli House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in Trequanda, this welcoming vacation home brings it all within your reach. Enjoy a short 5-minute walk to Va ...
From $218 per night (USD)
Expedia

Search Your Destination Now!

Pienza Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 198 Rentals