A vineyard with rows of grapevines, rolling hills, and distant buildings.

Vacation homes in Poggibonsi

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Vacation homes in Poggibonsi

A table with breakfast items and a view of rolling hills.

A grassy area with a stone wall and a wooden fence.

A bedroom with a bed, a bedside table with a lamp, a chair, and a view of a balcony with wooden shutters.

A large, modern building with a blue roof, surrounded by lush green fields and trees.

1. Chianti Village Morrocco

Tavarnelle Val di Pesa

$80

$91 total

includes taxes & fees

Oct 22 - Oct 23

A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

A stone building with a balcony, a stone wall, and a pathway leading to a fountain.

An open dining area with a table set for breakfast, a view of the outdoors, and a rustic brick archway.

A stone wall with a metal railing, overlooking a valley with trees and distant hills.

2. Villa San Filippo

Barberino Val d'Elsa

$84

$99 total

includes taxes & fees

Oct 28 - Oct 29

A spacious room with a large window, a television, a dining area, and a fireplace.

A grand room with ornate ceiling, white sofas, a fireplace, and a television.

A room with a stone archway, a wooden table with a vase of flowers, a bed with a lamp, and a view of a garden through a large window.

A large, historic building with a prominent tower, surrounded by lush greenery and a well-maintained garden.

3. Castello di Montegufoni

Montespertoli

An outdoor dining area with a table and chairs, surrounded by greenery and trees, overlooking a scenic landscape.

A room with a large window, a cabinet, and a person sitting by the window.

A poolside area with lounge chairs and umbrellas, a clear sky, and a view of the landscape.

A dining area with a table, chairs, a television, and a view of the outdoors.

4. Castello Del Nero - Podere San Filippo

Tavarnelle Val di Pesa

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

5. Palazzo Pacini

Colle di Val d'Elsa

$150

$167 total

includes taxes & fees

Oct 25 - Oct 26

A white mobile home with blue shutters, a red roof, and a small deck with white chairs.

An aerial view of a swimming pool with a unique mosaic design, surrounded by lounge chairs and umbrellas.

A bar area with a glass display case containing various food items and a selection of bottles and glasses on shelves above.

A stone pathway leading to a building with a pergola.

6. Camping Boschetto Di Piemma

San Gimignano

$53

$62 total

includes taxes & fees

Oct 19 - Oct 20

A clear blue pool surrounded by lounge chairs and umbrellas, with trees and a building in the background.

A mobile home with a patio area featuring a table set for two, outdoor seating, and a covered area with curtains.

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

A dining table set with plates, cutlery, and glasses, with a small vase of flowers and a fire extinguisher on the wall.

7. Toscana Holiday Village

Montopoli in Val d'Arno

A stone building with a tiled roof, a chimney, and a circular window.

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

A dining area with a table and chairs, a large vase with flowers, and a view through an open archway.

A stone staircase leading to a door, surrounded by a well-maintained garden with various plants and a clear view of the countryside.

8. Podere il Pino

Poggibonsi

An arched view of a garden with a table and chairs, surrounded by potted plants and trees.

An outdoor seating area with a table and chairs, surrounded by trees and a grassy lawn.

A two-story house with a tiled roof, arched windows, and a front lawn.

A swimming pool with clear blue water, surrounded by rocks and trees, and a view of the landscape in the background.

9. Agriturismo Le Querciole

Casciana Terme Lari

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

A stone building with a covered patio area, potted plants, and a view of a hill with ruins.

A bedroom with a bed, two bedside tables, a picture on the wall, and a wooden door.

A kitchen with a stone wall, a wooden cabinet, a television, and a framed picture on the wall.

10. Casa Vacanze Le Case

San Gimignano

$92

$107 total

includes taxes & fees

Nov 2 - Nov 3

An open dining area with a table set for two, a red sofa, and a painting on the wall.

A modern kitchen with a dining area, featuring a stone countertop, a wine bottle, and a bowl of fruit.

A modern bathroom with a freestanding bathtub, wooden beams on the ceiling, and a towel rack.

A bay window with a view of trees and a fence.

11. La Ripadoro

Chianni

$182

$212 total

includes taxes & fees

Oct 19 - Oct 20

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

A bedroom with a bed, a dresser, a chair, a mirror, and a painting on the wall.

A balcony with a wooden bench, a table with a bottle, and a vase of flowers.

12. AlbergoDiffusoVolterra

Volterra

$124

$186 total

includes taxes & fees

Nov 2 - Nov 3

A large house with a swimming pool, sun loungers, and a well-maintained garden.

A kitchen with wooden cabinets, a dining table with chairs, and a view through an open door to an outdoor area.

A villa with a swimming pool, outdoor umbrellas, and a view of the surrounding countryside.

An open-plan living and dining area with a sofa, dining table, chairs, a TV, and a view of the outdoors.

13. Calanchi Apartments

Sughera

A rectangular swimming pool with a stone border, surrounded by a well-maintained lawn and tall trees.

A garden with a pond, statues, and tall trees.

A two-story building with a stone facade, a central arched entrance, and a brick pathway leading to the entrance.

A bedroom with a large bed, wooden ceiling beams, a chandelier, a dresser, and a mirror.

14. Tenuta Tegolato

Barberino Val d'Elsa

A stone building with a brick archway and wooden balconies.

A window with floral curtains, a wooden frame, and a view of a green landscape.

A stone building with a balcony, a staircase, and a sign that reads "Terrazza Sole Luna".

An outdoor patio with multiple white umbrellas, a brick wall, and a wooden table.

15. Il Torrino Country Resort

Montaione

A loft-style apartment with a dining area, kitchen, and two grey sofas.

A room with a view of a traditional village through a window with a wooden door.

A bedroom with a bed, a chair, a TV, a radiator, and a window.

A compact kitchen with wooden cabinets, a glass dining table, and a black countertop.

16. Suite dei Cherubini

Volterra

A courtyard with a gravel path, a small building with a brick archway, and a view of a vineyard and hills in the background.

A rectangular swimming pool with clear blue water, surrounded by a tiled deck. There are lounge chairs and a single umbrella providing shade.

A dining table with a view of green hills, a glass of water, and various dishes.

17. Relais Villa Sensano

Volterra

A villa with a swimming pool, surrounded by trees and a hilly landscape.

A patio with a table and chairs, a pergola, and a brick wall.

A kitchen with wooden beams, a dining table with chairs, a refrigerator, and a patterned sofa.

A rustic kitchen with a wooden table set for a meal, a chandelier, and a stone fireplace.

18. Torre Rasa Agriturismo Apartments

Castelfiorentino

A courtyard with brick flooring, outdoor tables with umbrellas, and a brick fountain.

A narrow wooden hallway leading to a bedroom with a bed, a nightstand, a lamp, and a window with curtains.

A narrow alleyway with brick buildings, outdoor seating with umbrellas, and a clear sky.

A room with a brick wall, wooden ceiling beams, a sofa, a dining table, and a cabinet.

19. Borgo Antico Residence

Certaldo Alto

$64

$102 total

includes taxes & fees

Oct 27 - Oct 28

A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

A stone building with a sloped roof, surrounded by well-maintained grass and a few trees.

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

A courtyard with stone buildings, a grassy area, and a brick wall.

20. Toscana Vacanze

MONTAIONE

$149

$268 total

includes taxes & fees

Oct 30 - Oct 31

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Top landmarks in Poggibonsi

Archeodromo di Poggibonsi

7.4/10 (3 reviews)

If museums are on your list of things to see in Poggibonsi, then you might want to head to Archeodromo di Poggibonsi. If you want to see more of the museums in Poggibonsi, Museo del Cristallo di Colle di Val d'Elsa isn't far either.

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Church of San Lorenzo

9.0/10 (9 reviews)

Church of San Lorenzo is 0.3 mi (0.5 km) from central Poggibonsi, why not stop by during your stay.

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Poggio Imperiale Fortress

7.6/10 (4 reviews)

If seeing the sights is on your list of things to do, head to Poggio Imperiale Fortress— just one of the landmarks located 0.9 mi (1.4 km) from central Poggibonsi.

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Magione Castle

8.0/10 (5 reviews)

You might want to get your camera out and head to Magione Castle— just one of the landmarks located 1.2 mi (1.9 km) from central Poggibonsi.

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San Lucchese Convent

8.6/10 (4 reviews)

You might want to get your camera out and head to San Lucchese Convent— just one of the landmarks located 1 mi (1.7 km) from central Poggibonsi.

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The Rock of Staggia

7.6/10 (5 reviews)

If you're planning a bit of sightseeing during your trip, head to The Rock of Staggia— just one of the monuments in central Staggia. You could also start your cultural experience by heading over to the cathedral in the area.

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Fountain of Fate

7.0/10 (8 reviews)

Fountain of Fate is 0.8 mi (1.3 km) from central Poggibonsi, why not stop by during your stay.

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Collegiata di Santa Maria Assunta Museum

Collegiata di Santa Maria Assunta Museum is 0.3 mi (0.5 km) from central Poggibonsi, why not stop by during your stay. If you want to experience more of the culture Poggibonsi has to offer, head to Archeodromo di Poggibonsi, Castello di Monsanto, and Museo del Cristallo di Colle di Val d'Elsa.

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Learn more about Poggibonsi

Poggibonsi is well-known for its attractions such as Archeodromo di Poggibonsi and Alta Val d'Elsa River Park. The city has something for everyone including sights like Collegiata di Santa Maria Assunta Museum and Poggio Imperiale Fortress within a rural setting.

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About the destination

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