Val d'Orcia Holiday Rentals, Tuscany: Private House Rentals

A historic building with arched windows and intricate carvings.

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Our top choices for Val d'Orcia hotels

A building with a paved driveway and a lawn.

A bedroom with a bed, a bedside table with a tray of tea items, a picture on the wall, and a view of a green field through the window.

A window with an open book and a glass of red wine, overlooking a swimming pool and lush greenery.

A building with a sign reading "Osteria dell'Orcia Ristorante" surrounded by a garden with potted plants and flowers.

1. Hotel Osteria Dell Orcia

Castiglione d'Orcia

Armsthon

6.956.421 ₫

7.831.059 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.

A buffet with various desserts and pastries, a painting on the wall, and wooden paneling.

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

2. Hotel San Gregorio

Pienza

Nancy

5.426.771 ₫

6.148.445 ₫ total

includes taxes & fees

6 Oct - 7 Oct

A patio area with outdoor seating, potted plants, and a view of the landscape.

A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.

A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.

A cozy living room with a fireplace, a dining area, and a black leather chair.

3. Affitacamere Maria Gabriella

Pienza

Christopher

2.892.406 ₫

3.924.478 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A rustic interior with exposed brick walls, a stone archway, and wooden furniture.

A rustic stone building with a covered patio area. There are tables and chairs arranged for dining.

A bathroom with a bathtub, a large wall-mounted painting, a cushioned bench, and a rustic wooden floor.

A stone-walled bedroom with a bed, two bedside lamps, a wooden bench, and a window with curtains.

4. Locanda In Tuscany

Castiglione d'Orcia

Beatriz

6.998.730 ₫

7.817.933 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a bed, a desk, a chair, and a television.

A buffet setup with various food items and utensils.

A historic town with a prominent church, a courtyard with a swimming pool, and terraced buildings.

A room with a sofa, a bed, a table, and a view of the outdoors.

5. Relais Cloister Pienza

Pienza

ettore

3.417.325 ₫

3.938.054 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A garden pathway leading to a rustic building with a tiled roof, surrounded by lush greenery and red flowers.

A spa setting with a stone wall, a fireplace, and a massage table.

A modern bedroom with a large bed, a TV, a fireplace, and a bathtub.

An outdoor restaurant with tables and chairs, covered by a wooden roof, and surrounded by greenery.

6. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Alessio

4.580.363 ₫

5.157.730 ₫ total

includes taxes & fees

23 Sept - 24 Sept

An infinity pool with a clear view of the sunset, surrounded by trees and lounge chairs.

A covered outdoor area with a glass roof, bicycles parked, and potted plants.

A view through a window of a courtyard with a pool, trees, and a building in the background.

An outdoor dining area with tables and chairs, covered by a canopy, overlooking a scenic landscape.

7. Palazzuolo

San Quirico d'Orcia

Alberto

3.112.083 ₫

3.542.621 ₫ total

includes taxes & fees

23 Oct - 24 Oct

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

8. Podere Spedalone

Pienza

Ardeshir

4.403.148 ₫

4.962.793 ₫ total

includes taxes & fees

19 Oct - 20 Oct

Two people sitting at a round table outdoors with a scenic view of mountains in the background.

A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

A patio area with wicker furniture, a glass table, and a pool in the background.

A hotel entrance with a sign reading "Hotel Corsignano," a paved driveway, and a large terracotta pot.

9. Hotel Corsignano

Pienza

shane

5.052.450 ₫

5.736.810 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A stone building with a restaurant named "Ristorante Bar Enoteca" by the water.

A person in a hot spring with water cascading from a stone structure.

An outdoor dining area with tables and chairs, a stone wall, and a river in the background.

A person in a robe holding a glass of orange juice, looking out of a window at a stone building with a pond in front.

10. Albergo Le Terme

San Quirico d'Orcia

Guillermo Enrique

6.468.252 ₫

7.264.241 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A narrow alleyway with stone walls and a brick floor, leading to a building with windows and balconies.

A couple on a balcony overlooking a historic town with terracotta roofs and a prominent clock tower.

An aerial view of a historic building with a central tower, symmetrical roof design, and a decorative courtyard.

A hallway with an arched doorway leading to a bedroom with a bed and a dresser.

11. Rossellino

Pienza

Darrell

2.530.234 ₫

3.499.241 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

A narrow hallway with a wooden ceiling, a wicker chair, a small table with a vase of flowers, and a window with shutters.

A bedroom with a bed, a desk, a chair, a window with a view, and a wall clock.

A historic town with terracotta-tiled buildings, stone arches, and a cobblestone street.

12. B&B Le Scalette di Piazza

Montalcino

François

3.465.952 ₫

3.931.937 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A cozy room with a fireplace, two armchairs, and a table.

A building with a stone facade, surrounded by trees and shrubs, and illuminated by warm lights.

An outdoor dining area with tables set for two, surrounded by chairs, and large windows offering a view of the greenery outside.

A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and greenery.

13. Tenuta Santo Pietro

Pienza

Robert

6.150.941 ₫

6.885.365 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

A kitchen with a buffet setup, including a variety of food items and glassware.

14. SI Montalcino Hotel

Montalcino

Sam

3.128.071 ₫

4.127.028 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

A bar area with green walls, wooden stools, and a bar counter.

15. La Posta Hotel & Thermal Spa

San Quirico d'Orcia

Anna

11.754.047 ₫

13.078.615 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

A cozy dining area with a table, chairs, a flower centerpiece, and a window with curtains.

A wooden door with a sign, a staircase with blue steps, and a metal handrail.

A room with a view of a historic town, featuring stone buildings and a clear sky.

16. PienzaLettings Suites

Pienza

Pearlyn

2.689.947 ₫

3.078.272 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A cave-like interior with a central hot spring, rocky formations, and a staircase leading to a higher level.

A cozy indoor seating area with a view of a swimming pool.

A rustic stone house with ivy-covered walls, a gravel driveway, and outdoor lighting.

A glass-enclosed pool area with multiple levels and seating, surrounded by trees and stone walls.

17. Wellness Center Casanova Hotel e SPA

San Quirico d'Orcia

Carmen

5.470.704 ₫

6.137.164 ₫ total

includes taxes & fees

30 Sept - 1 Oct

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

18. Le Ragnaie

Montalcino

Christina

2.895.833 ₫

3.483.742 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

A stone building with a gravel pathway leading to the entrance.

19. Agriturismo Il Macchione

Pienza

Nathan

5.645.197 ₫

6.329.047 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A modern interior with a stone wall, wooden paneling, and a television.

A modern bathroom with a glass partition, two chrome fixtures, and warm lighting.

A villa with a tower, a swimming pool, and a well-maintained garden.

A rectangular swimming pool with clear water, surrounded by a brick patio.

20. Hotel Rutiliano Centro Benessere

Pienza

Marie

5.192.511 ₫

5.831.092 ₫ total

includes taxes & fees

28 Sept - 29 Sept

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Holiday Rentals in Val d'Orcia

Residence

A poolside area with two glasses of water, candles, and a stone pathway.

A breakfast table with orange juice, pastries, and a view of rolling hills in the background.

A buffet with various baked goods and pastries.

A courtyard with a stone pathway, potted plants, and a building with multiple windows and a tiled roof.

Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"

Apartment

A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

A stone building with multiple windows, a balcony, and a scenic view of rolling hills and mountains.

A row of sun loungers with umbrellas, set against a stone wall and a gravel path, overlooking a hilly landscape.

A view through a window with a natural landscape, including hills and a river.

Corte Francigena - Apartments

Montalcino

"We absolutely loved staying here - the location was very central in Tuscany, it was a beautiful property with a lovely view and a very nice pool area. The staff was amazing and the value was incredible. We would definitely stay here again."

Townhouse

B&B Le Scalette di Piazza

Montalcino

"Great location. Staff was accommodating and very helpful."

Townhouse

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

A wooden desk with two chairs, each with a white cushion. The desk has a drawer and a small decorative item on top.

A dining area with a table and chairs, a staircase leading to an upper level, and a wooden door.

A staircase with a handrail leading to a door with a blue handle.

TuscanyLettings Studio&Room

Pienza

"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."

Aparthotel

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

Palazzo Saloni

Montalcino

"Excellent location to tour wine country montalcino."

Townhouse

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

A spacious kitchen with wooden beams, a dining table with chairs, and a wooden cabinet.

A bedroom with a bed, a nightstand, a lamp, a curtain, and a wooden door with a sign.

A traditional kitchen with wooden cabinets, a dining table, and a window providing natural light.

Idolina Guest House

Montalcino

"Felt like home. The central kitchen / coffee area felt like home."

Townhouse

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

"Our stay was great. "

Townhouse

A stone wall, a bench, and a table with chairs in a garden.

A kitchen with a built-in stove, a large copper pot, and a rustic wooden ceiling.

A courtyard with a pathway, green shrubs, and a variety of flowers.

A bedroom with a bed, a bedside table, a nightstand, a window with a view of greenery, and a framed mirror on the wall.

Il Giardino Segreto

Pienza

"Nice garden to relax in the afternoon."

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Stay near popular Val d'Orcia attractions

A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)

Pope Pius II's Renaissance masterpiece showcases harmonious Gothic elements and luminous three-nave design. Arrive early to admire the 15th-century Sienese paintings and enjoy panoramic Tuscan views from the corridor.

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Rolling green hills, a historic town with red-roofed buildings, and a prominent church tower.

Historic Centre of Pienza

9.6/10 (42 reviews)

Pienza's Historic Centre showcases Pope Pius II's Renaissance ideal city vision with harmonious architecture. Explore cobblestone streets, the Cathedral and Palazzo Piccolomini, and sample the town's famous pecorino cheese.

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Castello Banfi

9.4/10 (51 reviews)

This medieval estate blends Tuscan tradition with world-renowned winemaking excellence. Sample award-winning Brunello di Montalcino while overlooking rolling vineyards from the restored 18th-century village.

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Fortress of Montalcino

9.2/10 (54 reviews)

This pentagonal medieval stronghold was the final bastion of Siena's resistance against Medici conquest. Climb its historic ramparts for panoramic Tuscan views before sampling Brunello wines at the fortress enoteca.

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Tenuta Greppo Franco Biondi Santi

8.6/10 (8 reviews)

Birthplace of Italy's prestigious Brunello di Montalcino wine, Tenuta Greppo has defined excellence since 1888. Tour the historic cellars and vineyards where the Biondi-Santi family's winemaking traditions thrive.

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Abbazia di Sant'Antimo

9.6/10 (111 reviews)

This medieval Romanesque abbey offers a serene glimpse into monastic life amid Tuscan olive groves. Explore the intricate stone carvings and listen for occasional Gregorian chants echoing through its ancient walls.

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Palazzo Piccolomini

9.4/10 (199 reviews)

This Renaissance masterpiece was Pope Pius II's summer residence, designed by Bernardo Rossellino. From its hanging gardens, savour breathtaking panoramic views across the Val d'Orcia's rolling Tuscan landscape.

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La Foce

7.8/10 (6 reviews)

Explore the great outdoors at La Foce, a lovely green space in La Foce. Visit the area's spas or simply enjoy its wineries.

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Learn more about Val d'Orcia

Wineries, pristine countryside and sights from Horti Leonini to Abbazia di Sant'Antimo—discover it all in Val d'Orcia.

See all hotels in Val d'Orcia

Rolling hills, a vineyard, and a historic building on a hill.

Top Val d'Orcia Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent

"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"

Palazzuolo

10/10 Excellent

"Very clean! helpful staff!. Nice location."

Drogheria & Locanda Franci

10/10 Excellent

"Hard to separate the charm of Montalcino from that of our hotel and staff but this hotel and staff would have stood out in any location. Our suite was elegant and spacious situated in the heart of Montalcino's many shops and cafés. The staff made us feel like family they were hosting, always gracious, never mercenary. It felt a bit like staying at a friends beautiful home with the butler and staff remaining to attend to our needs. The food was delicious, artfully and graciously presented. Our stay included a free small group private tasting and tour of the Tassi winery, founded by the hotel owner's grandfather (who was himself a sharecropper for the Brunello-founding Biondi Santi family). If we could only ever revisit one place in our Italian tour, I think we'd choose this one. Five stars all around."

Casanova - Panoramic Rooms and Suites

10/10 Excellent

"Great area, easy car access to many tiscan locations: Pienza, Montalcino, Moltepulciano and many others. Breakfast was great, many options. Property has a pool area that was unbelievably pretty. There is also a restaurant onsite that had an amazing dinner selections. The town is nearby and walkable. Would highly recommend this location for anyone exploring Tuscany and wants to get away from super touristy little towns."

Corte Francigena - Apartments

10/10 Excellent

Hotel San Gregorio

8/10 Good

"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

Podere Brizio

10/10 Excellent

"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"

L'Orto delle Terme

10/10 Excellent

"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"

More cheap stays in Val d'Orcia

Agriturismo Il Casalino

Podere Casalino, 20 Civitella Paganico GR

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8/10 Very good! (1 review)

Hotels in Val d'Orcia with star rating

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Find hotels in Val d'Orcia from 2.245.798 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Val d'Orcia

Check prices for these dates

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Our top choices for Val d'Orcia hotels

1. Hotel Osteria Dell Orcia

2. Hotel San Gregorio

3. Affitacamere Maria Gabriella

4. Locanda In Tuscany

5. Relais Cloister Pienza

6. Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

7. Palazzuolo

8. Podere Spedalone

9. Hotel Corsignano

10. Albergo Le Terme

11. Rossellino

12. B&B Le Scalette di Piazza

13. Tenuta Santo Pietro

14. SI Montalcino Hotel

15. La Posta Hotel & Thermal Spa

16. PienzaLettings Suites

17. Wellness Center Casanova Hotel e SPA

18. Le Ragnaie

19. Agriturismo Il Macchione

20. Hotel Rutiliano Centro Benessere

Holiday Rentals in Val d'Orcia

Casanova - Panoramic Rooms and Suites

Corte Francigena - Apartments

B&B Le Scalette di Piazza

TuscanyLettings Studio&Room

Palazzo Saloni

Idolina Guest House

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Il Giardino Segreto

Stay near popular Val d'Orcia attractions

Pienza Cathedral

Historic Centre of Pienza

Castello Banfi

Fortress of Montalcino

Tenuta Greppo Franco Biondi Santi

Abbazia di Sant'Antimo

Palazzo Piccolomini

La Foce

Learn more about Val d'Orcia

Top Val d'Orcia Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Palazzuolo

Drogheria & Locanda Franci

Casanova - Panoramic Rooms and Suites

Corte Francigena - Apartments

Hotel San Gregorio

Castiglion del Bosco, A Rosewood Hotel

Podere Brizio

L'Orto delle Terme

More cheap stays in Val d'Orcia

Agriturismo Il Casalino

Hotels in Val d'Orcia with star rating

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