Top 10 Hotels in Casetta in 2026 (from $73)

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Where to stay in Casetta?

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

A spa room with a reception desk, a massage chair, and a window with blinds.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

1. Precise House Montaperti Siena

Asciano

$98

$115 total

includes taxes & fees

Oct 23 - Oct 24

A table set for dining with a scenic view of rolling hills and distant mountains.

A courtyard with brick buildings, a column, and potted plants.

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

A brick building with a large arched entrance, a metal gate, and a wooden door.

2. Castello di Leonina Relais

Asciano

$174

$198 total

includes taxes & fees

Oct 26 - Oct 27

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

3. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

A stone building with a window and a light fixture.

4. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 18 - Oct 19

A table set for breakfast with a scenic view of hills and a cloudy sky.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

5. Palazzo di Valli

Siena

$144

$164 total

includes taxes & fees

Oct 21 - Oct 22

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A stone building with a tower, surrounded by people dining at tables with candles.

A historic stone building with a large arched window and a small balcony.

6. Castello di Tornano Wine Resort

Gaiole in Chianti

$155

$179 total

includes taxes & fees

Oct 25 - Oct 26

A pathway lined with trees and a large pot in the center.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

A breakfast buffet with pastries and a coffee machine.

7. Villa Montarioso

Montarioso

$81

$95 total

includes taxes & fees

Oct 7 - Oct 8

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

8. Four Points by Sheraton Siena

Scacciapensieri

$148

$169 total

includes taxes & fees

Oct 25 - Oct 26

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

A bedroom with a large window, a bed, a nightstand, and a mirror.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

9. Villa del Sole Siena

Siena City Centre

$206

$232 total

includes taxes & fees

Oct 20 - Oct 21

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

A spacious lobby with a modern design, featuring a seating area with black leather sofas and ottomans, a reception desk, and a visible kitchen area in the background.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

10. Hotel Minerva

Siena City Centre

$120

$138 total

includes taxes & fees

Oct 25 - Oct 26

The entrance to Piccolo Hotel with a stone archway and a tiled floor.

A view through a glass door onto a balcony with a brick building in the background.

A neatly made bed with a white bedspread, a wooden headboard, and a bedside table with a lamp. There is a framed picture on the wall and a decorative mirror above the bed.

A narrow street with buildings on either side, potted plants, and a metal railing.

11. Piccolo Hotel Etruria

Siena City Centre

$87

$101 total

includes taxes & fees

Sep 28 - Sep 29

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

12. Hotel Chiusarelli

Siena City Centre

$128

$146 total

includes taxes & fees

Oct 28 - Oct 29

A hotel room with a large bed, a vanity with a mirror, and a green archway.

A covered outdoor seating area with a pool in the background.

An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

13. Hotel Certosa Di Maggiano

Siena

$352

$399 total

includes taxes & fees

Oct 28 - Oct 29

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

A modern living room with a glass coffee table, white sofas, and decorative plants.

An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

14. Hotel Executive

Scacciapensieri

$102

$118 total

includes taxes & fees

Oct 25 - Oct 26

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

15. Hotel Italia

Camollia

$104

$121 total

includes taxes & fees

Oct 26 - Oct 27

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A room with a large window offering a view of a landscaped garden with trees and a pathway.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

A swimming pool surrounded by lush greenery and a stone pathway.

16. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

$193

$218 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor dining area with wicker chairs, a table set with a bowl of chips, a wine glass, and a menu.

A hotel room with a bed, two chairs, a window with a view of a cityscape, and a radiator.

A view through a window with a metal frame, featuring a historic building with a dome and a tall tower.

A building with a red and white facade, a balcony with a blue flag, and a red awning over the entrance.

17. Villa Elda Boutique Hotel

San Prospero

$133

$152 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel lobby with glass-top tables, a magazine, and a small plant.

A conference room with rows of chairs, a projector, a whiteboard, and a podium.

A modern building with a sign reading 'HOTEL SAN MARCO.'

A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.

18. Best Western Hotel San Marco

Siena

$110

$127 total

includes taxes & fees

Oct 1 - Oct 2

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A room with a view of a forest through a window, a table with a lamp, and a chair.

19. Dievole Wine Resort

Castelnuovo Berardenga

$297

$336 total

includes taxes & fees

Oct 28 - Oct 29

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

A bar area with a counter, bottles, and glasses.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

20. Palazzo Ravizza

Siena Historical Center

$177

$200 total

includes taxes & fees

Oct 27 - Oct 28

View all properties

Go beyond your typical stay in Casetta

Check out reviews of Casetta hotels guests love

Castello di Leonina Relais

Asciano

10/10 Exceptional

Jennifer

Precise House Montaperti Siena

Asciano

10/10 Exceptional

Anonymous traveler

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Agriturismo San Sano

Gaiole in Chianti

10/10 Exceptional

Angela

Palazzo di Valli

Siena

10/10 Exceptional

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

Castello di Tornano Wine Resort

Gaiole in Chianti

10/10 Exceptional

Arwen

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

A bathroom with a large bathtub, wooden flooring, and a chandelier.

Relais degli Angeli

Siena City Centre

10/10 Exceptional

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

A historic stone building with multiple windows and a courtyard.

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

A stone building with outdoor seating and a garden with roses.

Borgo San Felice Resort

Castelnuovo Berardenga

10/10 Exceptional

An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We...

Yael

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

A dining room with a marble table, chairs, and a chandelier. There are framed pictures on the walls and a fireplace.

A hallway with wooden flooring, a statue on the left, and a 'BAR' sign in the distance.

A hallway with wooden flooring, a white door at the end, and a small table with a vase and a statue.

La Dimora Dei Monaci

Siena City Centre

10/10 Exceptional

we stayed for 4 nights and used Seina as our base for our first visit to Tuscany. The owners were very helpful. They provided maps and information on all the local sights, plus some history of the town. One night we asked them to make dinner reservations and they had to call over 10 places due to a busy night. But they found us a great restaurant for dinner. Another day they provide a detailed schedule for buses to visit one of the towns we were interested in. The B&B is very close to the...

Alan

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

A narrow, brick-walled corridor with a red door at the end, a bench, a table with chairs, and a statue.

A modern bedroom with a large bed, a built-in vanity with a mirror, and a bedside lamp.

A narrow, stone-walled stairwell with a small, enclosed area at the bottom featuring a desk and a chair.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Exceptional

Great location. Warm welcoming local staff who ensured we enjoyed every minute of our stay at this 15 century beautifully restored former home. Central to Siena. Though located in a ZTL they guided us to enable us to drop my off baggage and no park in convenient parking. Surrounded by historical sites and great shopping and food (including yummy gelato) this is the perfect location for exploring old Siena. And the service was excellent.

Steven

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

A brick building with three windows, a round blue window, and a sign on the wall.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

Palazzo Ravizza

Siena Historical Center

10/10 Exceptional

Anonymous traveler

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

Castello La Leccia

Castellina in Chianti

10/10 Exceptional

Sarah

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

Hotel Le Fontanelle

Castelnuovo Berardenga

10/10 Exceptional

Anonymous traveler

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A rustic stone building with a garden in front.

A person relaxing in a hot tub with a view of a building and trees in the background.

A poolside area with lounge chairs and a view of the night sky.

Belvedere di San Leonino

Castellina in Chianti

10/10 Exceptional

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A four-poster bed with a bench, stone flooring, and a stone wall.

A room with a large window, a door, and a view of a landscape.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

Capanna Suites

Montalcino

10/10 Exceptional

This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...

Anonymous traveler

An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

A breakfast bar with a rustic brick wall, a large cityscape painting, and a tiled floor.

A hotel room with a bed, a painting of a landscape, a nightstand, and a window with curtains.

Hotel Athena

Siena Historical Center

10/10 Exceptional

Jenn