A hilly landscape with two tall cypress trees and a clear blue sky.

Vacation homes in Pienza

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Vacation homes in Pienza

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 stone wall with a metal railing and a view of a hilly landscape.

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

1. Corte Francigena - Apartments

Montalcino

$168

$197 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

A bedroom with a large bed, wooden furniture, a window with a view, and a rustic ceiling.

A swimming pool with a clear view of the surrounding forest and hills.

A dining table with a view of a green field through an arched window, a vase with flowers, and a tray with food and drinks.

2. Bosco della Spina

Murlo

$112

$133 total

includes taxes & fees

Oct 5 - Oct 6

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

A balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.

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

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

3. Palazzo Saloni

Montalcino

$357

$404 total

includes taxes & fees

Sep 13 - Sep 14

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

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

4. Hotel San Gregorio

Pienza

$197

$224 total

includes taxes & fees

Oct 10 - Oct 11

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

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.

A bedroom with a bed, a nightstand, a lamp, a painting, and a view through a window.

5. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

$186

$209 total

includes taxes & fees

Sep 16 - Sep 17

An arched doorway leading to a building with a wooden door and a staircase.

A balcony with a view of a town, including a church tower and distant mountains.

A rustic room with a stone floor, wooden beams, a fireplace, and shelves with various items.

A dining room with a long table set for a meal, large windows with curtains, and a view of the countryside.

6. Residenza Fabroni

Montepulciano

$95

$109 total

includes taxes & fees

Sep 13 - Sep 14

A historic building with a tower, a courtyard, and a well-lit entrance.

A spacious room with a pool table, a sofa, and a grand piano.

A stone building with a gravel driveway, surrounded by trees and a well-maintained garden.

A billiards room with a pool table, a piano, and a brick wall.

7. Abbadia Sicille Relais

Trequanda

$141

$158 total

includes taxes & fees

Oct 4 - Oct 5

A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

A bedroom with a large bed, wooden flooring, a staircase, and a bathroom with a mirror and sink.

A window with a view of a green landscape and hills.

A spacious living room with a wooden ceiling, a dining table with chairs, a piano, and a large window.

8. Il Tosco

Montepulciano

$326

$364 total

includes taxes & fees

Sep 24 - Sep 25

9. montorio

Montepulciano

$117

$133 total

includes taxes & fees

Oct 3 - Oct 4

A terrace with a table set for breakfast, overlooking a scenic landscape.

A bedroom with a large bed, a desk, two chairs, and a window with a view of a clock tower.

A hallway with an ornate ceiling featuring classical frescoes, a wooden door at the end, and black metal gates.

A room with a fireplace, seating area, and a decorative ceiling.

10. Delcorto Suites

Montepulciano

$218

$245 total

includes taxes & fees

Oct 6 - Oct 7

A stone archway leading to a building entrance with a wooden door.

A courtyard with stone flooring, arches, and potted plants.

An interior courtyard with multiple arches and a high ceiling.

A balcony with a view of rolling hills and a distant building.

11. Bellarmino Boutique Apartments

Montepulciano

$70

$82 total

includes taxes & fees

Oct 1 - Oct 2

A rustic dining area with a brick fireplace, wooden furniture, and hanging lanterns.

A rustic wooden door with a stone wall and lush greenery.

A poolside chair with a view of a mountainous landscape.

A cozy living room with a fireplace, a chandelier, and a wooden door.

12. Borgo Lucignanello Bandini

Montalcino

$364

$412 total

includes taxes & fees

Oct 1 - Oct 2

A terrace with a table and chairs, a view of the countryside, and a stone wall.

A wine cellar with a long table set for dining, surrounded by wine racks and shelves.

A living room with a fireplace, a sofa, and a view of the sea through arched windows.

A bar with shelves of wine bottles and glasses on a table.

13. Osteria del Borgo

Montepulciano

A stone building with a wooden door, a staircase, and a small window with a metal grill.

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

A bedroom with a large bed, two bedside tables, a wooden wardrobe, and two wall-mounted lights.

A kitchen with a dining table set for two, a gas stove, and a potted plant on the wall.

14. Casa Gioia - Casa Olivieri

Pienza

$118

$134 total

includes taxes & fees

Oct 12 - Oct 13

A person in a swimming pool with a view of trees and distant hills.

A spacious living area with a wooden dining table, two sofas, and a view of the countryside through large windows.

A stone staircase leading to a wooden door, with a brick wall and a window with green shutters.

A spacious living room with a high ceiling, a sofa set, a round coffee table, and a fireplace.

15. Albergo Diffuso Borgo Santo

Asciano

$255

$287 total

includes taxes & fees

Oct 12 - Oct 13

A pool area with lounge chairs, a building with a staircase, and a clear sky.

A building entrance with a wooden door, a large potted plant, and a stone wall.

A wooden dining table with chairs, a stone floor, and a doorway leading to a room with a tiled floor.

A room with a wooden table, a chair, a bottle, and a glass. There is a window with curtains, and a view of greenery outside.

16. Poggio delle Rose Tuscany Relais

Chianciano Terme

A villa with a swimming pool, large windows, and a view of the countryside.

A spacious restaurant with wooden tables and chairs, a stone wall with wine bottles, and a large window.

A balcony with a view of a countryside landscape, a tall cypress tree, and a table with chairs.

A building entrance with a door labeled 'Residence del Morgo,' a stone bench, and potted plants.

17. Tuscanflat Castle

Toscana

A cave-like interior with a water feature and a seating area.

An aerial view of a villa complex with multiple buildings, a swimming pool, and surrounding vineyards.

A modern bathroom with a large mirror, a wooden vanity, and a glass shower enclosure.

A spa area with a hot tub and a small pool, surrounded by stone walls and a wooden bench.

18. Casanova - Family Apartments Residence

San Quirico d'Orcia

A coastal town with a historic tower, a swimming pool, and lush greenery.

A courtyard with outdoor seating, bicycles, and a garden with white and red flowers.

A modern kitchen with white cabinets, a dining table with a vase of flowers, and a brown sofa in a living area with a gray wall and a painting.

A well-lit urban street at dusk with a park, benches, and a mountain in the background.

19. Parco delle Piscine - Campground

Sarteano

A rectangular pool with a surrounding deck, lounge chairs, and a stone wall.

A stone building with a patio area featuring outdoor seating and a table.

A bedroom with a four-poster bed, framed photographs on the wall, and a window with curtains.

A spacious living room with a large sofa, a coffee table, and a fireplace. There is a bookshelf and a dining table in the background.

20. Antico Brunello

Montalcino

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Top landmarks in Pienza

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

Pienza Cathedral

9.4/10 (460 reviews)

If you're planning a bit of sightseeing during your trip, head to Pienza Cathedral— just one of the monuments in central Pienza.

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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)

Commune with nature and explore Historic Centre of Pienza, one of the green spaces in the heart of Pienza. Want to stretch your legs some more? Head to Horti Leonini, located nearby.

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Palazzo Piccolomini

9.4/10 (199 reviews)

If museums are on your list of things to see, then you might want to head to Palazzo Piccolomini, located in the heart of Pienza.If you want to see more of the museums in Pienza, you can easily walk to Palazzo Borgia.

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Monastery of Sant'Anna in Camprena

Monastery of Sant'Anna in Camprena is 3.8 mi (6.2 km) from central Pienza, why not stop by during your stay.

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Piazza Pio II

9.2/10 (44 reviews)

Piazza Pio II is worth a visit when in central Pienza.

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Palazzo Vescovile

9.0/10 (12 reviews)

If you're planning a bit of sightseeing during your trip, head to Palazzo Vescovile— just one of the monuments in central Pienza.

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Artemisia Gallery

8.8/10 (9 reviews)

If you like art, you might want to check out the upcoming exhibitions at Artemisia Gallery in the heart of Pienza. If you want to see more of the art galleries in Pienza, Art Studio di Adelina Quadri isn't far either.

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Pieve di Corsignano

9.0/10 (17 reviews)

If you're interested in local churches, head to Pieve di Corsignano located 0.4 mi (0.6 km) from central Pienza.

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Learn more about Pienza

Pienza is applauded for its cultural attractions such as Palazzo Borgia and Artemisia Gallery. The city has something for everyone including sights like Historic Centre of Pienza and Pienza Cathedral within a rural setting.

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A historic square with a prominent tower and statues.

About the destination

If you're looking for a place to get away, look no further than Pienza. Whether you're planning to stay for a night or for the week, the area around Pienza has accommodations to fit every need. Search for hotels in Pienza with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Pienza hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pienza hotel deals are here with our lowest price guarantee.