Top 10 Hotels in Pozzo in 2026 (from $67)

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Where to stay in Pozzo?

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A large outdoor swimming pool with multiple lanes and a surrounding deck area.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A conference room with a long table, black chairs, a red curtain backdrop, and wall-mounted lighting.

1. Hotel Apogeo

Sinalunga

$100

$112 total

includes taxes & fees

Oct 2 - Oct 3

A modern hotel lobby with a reception desk, seating area, and a large plant.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

A modern bar area with a counter, bar stools, and a seating area with chairs.

A modern library with leather sofas, bookshelves, and a large window.

2. Hotel Park

Castiglion Fiorentino

$107

$122 total

includes taxes & fees

Oct 1 - Oct 2

A stone building with outdoor seating and a fountain.

A stone building with a tiled roof, a small window, and a metal fence.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

3. Villa Borgo San Pietro

Cortona

$114

$134 total

includes taxes & fees

Oct 4 - Oct 5

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

4. Il Gentiluomo Hotel & SPA

Arezzo

$73

$87 total

includes taxes & fees

Oct 9 - Oct 10

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

A hotel lobby with a brick archway, a reception desk, and potted plants.

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

5. Hotel Le Capanne

Arezzo

$107

$124 total

includes taxes & fees

Oct 18 - Oct 19

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

A traditional room with a fireplace, wooden furniture, and a large mirror.

A window with a view of a green landscape, a table with a teapot, cups, and a tray of snacks.

A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.

6. Podere La Rocca

Montepulciano

$157

$177 total

includes taxes & fees

Oct 28 - Oct 29

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

7. La Cantina Relais - Fattoria Il Cipresso

Arezzo

$97

$114 total

includes taxes & fees

Oct 14 - Oct 15

A stone building with multiple windows and a central entrance.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

8. Fondaco del Moro

Civitella in Val di Chiana

$70

$77 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor patio area with wicker furniture, a table, and a lamp.

A room with a white counter, a bowl of fruit, a plant in a gold pot, and a mirror reflecting a plant and a window with curtains.

A bar area with a variety of liquor bottles, a pizza on a wooden board, and three martini glasses with straws.

A neatly made bed with a pink quilt, two rolled towels, and a bedside table with a lamp.

9. Il Monte

Monte San Savino

$73

$114 total

includes taxes & fees

Oct 1 - Oct 2

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

10. Cortona Resort - Le Terre Dei Cavalieri

Cortona

$156

$178 total

includes taxes & fees

Oct 1 - Oct 2

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

11. Relais Villa Baldelli

Cortona

$128

$150 total

includes taxes & fees

Oct 7 - Oct 8

A modern interior with a piano, dining area, and a large decorative animal statue.

A reception desk with a modern design, a flat-screen TV, and a glass partition.

A hotel gym with stationary bikes, a treadmill, and dumbbells.

A modern hotel room with a dining area, seating, and a flat-screen TV.

12. B&B Hotel Arezzo

Arezzo

$68

$81 total

includes taxes & fees

Oct 11 - Oct 12

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

A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

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

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

13. Podere Spedalone

Pienza

$156

$176 total

includes taxes & fees

Oct 25 - Oct 26

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

14. Locanda del Molino

Cortona

$78

$94 total

includes taxes & fees

Oct 27 - Oct 28

A stone building with a courtyard and a canal.

A bedroom with a wooden ceiling, a bed with a decorative headboard, a bench, and a large wardrobe.

A stone patio with a round table and chairs, surrounded by potted plants, overlooking a hilly landscape.

A bar area with wooden shelves, books, and a brick wall. There are three green bar stools and a patterned rug on the floor.

15. Palazzo Brandano

Trequanda

$113

$128 total

includes taxes & fees

Oct 15 - Oct 16

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

16. Borgo Tre Rose

Montepulciano

$84

$96 total

includes taxes & fees

Oct 22 - Oct 23

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

A cozy living room with a sofa, armchair, and a coffee table with a vase.

A living room with a sofa, armchair, and a wooden cabinet.

A hotel room with a bed, a sofa, a chair, a small table with a lamp, and a window with a view of a green landscape.

17. Poggio Paradiso Resort & Spa

Torrita di Siena

$297

$331 total

includes taxes & fees

Oct 22 - Oct 23

A kitchen with a brick archway, a wooden table with pies, and a clock on the wall.

A breakfast table with a variety of food items, including pastries, cereal, and juice, along with cups and a spoon.

A modern interior with a staircase leading to a loft area, a dining table with chairs, and a television in the background.

A modern kitchen with a wooden countertop, white appliances, and a backsplash of blue tiles.

18. A Casa di BiaGio B&B

Rapolano Terme

$104

$119 total

includes taxes & fees

Oct 1 - Oct 2

A person in a white robe standing by a window with a view of mountains.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

A bedside table with a vase of flowers, a book, and a drawer.

19. Locanda agli Amici

Cortona

$99

$118 total

includes taxes & fees

Oct 25 - Oct 26

A room with a piano, stone walls, a wooden cabinet, and a bench.

A wooden console table with a mirror above it, a vase with flowers, and a basket of fruit.

A narrow stairway with a small window overlooking a courtyard with a brick building and a wooden ceiling.

A dining area with a yellow table, white chairs, and a kitchen in the background.

20. Antico Granaione

Rapolano Terme

$98

$113 total

includes taxes & fees

Oct 14 - Oct 15

View all properties

Go beyond your typical stay in Pozzo

Top landmarks in Pozzo

Parrocchia S. Biago

If you're interested in local churches, the heart of Pozzo is home to Parrocchia S. Biago.

See properties

Check out reviews of Pozzo hotels guests love

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Exceptional

Steve

Il Monte

Monte San Savino

10/10 Exceptional

I loved my time at this hotel. Everyone who works there is incredibly kind and helpful, the breakfast was great and the location was perfect. I was staying at Il Monte with several friends and we took over most of the rooms - all were large, clean and very comfortable. There is a little bar at the hotel and we enjoyed sitting outside with a bottle of prosecco before going to dinner in Monte San Savino, which was about a 10 minute walk from the hotel.

Hotel Apogeo

Sinalunga

10/10 Exceptional

Anonymous traveler

Antico Granaione

Rapolano Terme

10/10 Exceptional

Irene

Hotel Park

Castiglion Fiorentino

10/10 Exceptional

Jean

Villa Borgo San Pietro

Cortona

10/10 Exceptional

This was the best hotel experience of our lives! This is a beautiful old Italian farmhouse that has been completely remodeled but preserves all of the charm. A bit difficult to find, but worth it. The staff was the best staff we have ever seen in a hotel, and we travel a lot. We stayed 5 nights and got to feel we were friends with all of them. They treated us like family and were ever ready to assist if we needed it, i.e., helping us map out our week of activities, recommending restaurants,...

Anonymous traveler

Cortona Resort - Le Terre Dei Cavalieri

Cortona

10/10 Exceptional

Words cannot describe the amazing experience at 'Le Terre dei Cavalieri'. The place is so unique and full of character and history, the surroundings are amazing, with an excellent Restaurant in house. The resort is a few minutes away from two beautiful towns like Cortona & Montepulciano. For the shopaholics it is just a 15 minutes dive from a very good Outlet Village. Our stay was made even more special with the help of the personnel, everyone was so helpful and accommodating, especially...

Mario

Podere La Rocca

Montepulciano

10/10 Exceptional

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...