Hotels in Ancaiano

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Where to stay in Ancaiano?

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone-walled terrace with a table set for two, a bottle, and candles.

A stone wall with a rustic stone building partially visible behind it.

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

1. Relais la Costa - Dimora Storica

Monteriggioni

$158

$179 total

includes taxes & fees

Oct 13 - Oct 14

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.

2. Villa Montarioso

Montarioso

$82

$95 total

includes taxes & fees

Oct 20 - Oct 21

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

3. Hotel Borgo San Luigi

Monteriggioni

$158

$182 total

includes taxes & fees

Oct 23 - Oct 24

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

4. Villa Sabolini

Colle di Val d'Elsa

$129

$147 total

includes taxes & fees

Oct 19 - Oct 20

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

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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

5. La Certosa di Pontignano

Castelnuovo Berardenga

$100

$120 total

includes taxes & fees

Oct 16 - Oct 17

A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".

A garden area with potted plants and a fence.

A hotel reception area with a wooden reception desk, a clock, a fire alarm, and a cityscape painting on the wall.

A hotel room with a bed, a bedside table with a cup and a small plate, a wall-mounted heater, and a window with yellow curtains.

6. Hotel I Platani

Monteriggioni

$79

$93 total

includes taxes & fees

Oct 18 - Oct 19

A buffet with various food items and a bottle of olive oil.

A modern reception area with a curved counter, pendant lighting, a plant, and a magazine rack.

A hotel room with a bed, a wooden headboard, a mirror, and a door.

A hotel entrance with a glass door, a metal frame, and a light fixture above.

7. Best Western Hotel San Marco

Siena

$117

$135 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A church interior with wooden pews, a wooden altar, and a large painting on the wall.

A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.

A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.

8. Il Chiostro del Carmine

Siena Historical Center

$144

$162 total

includes taxes & fees

Oct 16 - Oct 17

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

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

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

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

9. Palazzo di Valli

Siena

$155

$176 total

includes taxes & fees

Oct 21 - Oct 22

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

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

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.

10. Hotel Italia

Camollia

$112

$129 total

includes taxes & fees

Oct 22 - Oct 23

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

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

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

A building with a pink awning and a garden with red and white flowers.

11. Villa Elda Boutique Hotel

San Prospero

$134

$153 total

includes taxes & fees

Oct 17 - Oct 18

A modern building with a sign reading "Palace Hotel."

A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.

A modern building entrance with a glass door reflecting a parking lot and trees.

12. Palace Hotel Due Ponti

Due Ponti

$93

$108 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

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

13. Four Points by Sheraton Siena

Scacciapensieri

$168

$190 total

includes taxes & fees

Oct 21 - Oct 22

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

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

A dining area with a table set for two, featuring wine bottles and bread.

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

14. Castello La Leccia

Castellina in Chianti

$261

$291 total

includes taxes & fees

Oct 9 - Oct 10

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

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

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

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

15. Agriturismo San Sano

Gaiole in Chianti

$74

$86 total

includes taxes & fees

Oct 21 - Oct 22

A hotel entrance with a double door, two wall-mounted light fixtures, and a sign indicating a no-smoking policy.

A spacious dining area with a high arched ceiling, a red patterned rug, and several chairs.

A row of sun loungers with umbrellas, a stone wall, and a view of a hillside with trees.

A poolside area with lounge chairs, a lifebuoy, and a stone wall.

16. Hotel La Colonna

Siena

$54

$65 total

includes taxes & fees

Sep 29 - Sep 30

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A room with a woven basket on a round table, a wooden chair, and a wooden floor.

17. Relais Castel Bigozzi

Monteriggioni

$152

$175 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

18. Sangallo Park Hotel

Vico Alto

$125

$143 total

includes taxes & fees

Oct 11 - Oct 12

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

A hotel entrance with a sign reading "HOTEL EXPO".

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

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

19. Hotel Executive

Scacciapensieri

$101

$117 total

includes taxes & fees

Oct 12 - Oct 13

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

A modern kitchen with dark wooden cabinets, a dining table set with plates, glasses, and cutlery, and a vase of flowers on the right.

A spacious lobby with white furniture, a coffee station, and a view of the outdoors.

A modern living room with a sofa, a dining table, and a TV stand.

20. ApartHotel Anghel

Siena

$93

$107 total

includes taxes & fees

Sep 24 - Sep 25

View all properties

Go beyond your typical stay in Ancaiano

Check out reviews of Ancaiano hotels guests love

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.

Palazzo Ravizza

Siena Historical Center

10/10 Exceptional

Anonymous traveler

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

A room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.

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

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.

A historic building with arched ceilings, brick walls, and a staircase leading to an upper level. Tables and chairs are arranged in the lower area, and there are decorative shields on the ceiling.

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 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.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

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

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

Hotel Borgo San Luigi

Monteriggioni

10/10 Exceptional

James

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

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 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.

A hotel entrance with a view of historic buildings and a clear sky.

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

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

A hotel lobby with a reception desk, a large mirror, a clock, and a wall-mounted telephone.

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

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

Hotel Athena

Siena Historical Center

10/10 Exceptional

Jenn

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 balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

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

Hotel Chiusarelli

Siena City Centre

10/10 Exceptional

Lorenzo

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

Castello La Leccia

Castellina in Chianti

10/10 Exceptional

Sarah

Relais la Costa - Dimora Storica

Monteriggioni

10/10 Exceptional

The breakfast was quite varied, ample selection and very tasty. Coffee and juice was fresh. Service was also good. We had dinner there one night and it was also very good and a solid wine selection. The room was well appointed. The bed was comfortable and linens fresh and cotton. The 2nd floor open area has a great view of the Siena towers. And it faces east so it offers an amazing sunrise over the valley. The road to the hotel is a journey all by it's self. Use a good GPS and you'll have...

eric

Hotel Italia

Camollia

10/10 Exceptional

Mitch

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

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

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.

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

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A vineyard landscape with rows of grapevines and a person holding a glass.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

Locanda le Piazze

Castellina in Chianti

10/10 Exceptional

Anonymous traveler

A bathroom with a window view of a historic building and a tiled roof.

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

A historic building with a prominent tower and arched windows, situated in a town with traditional architecture and a clear blue sky.

A modern living room with a sofa, a wooden dining table with chairs, a glass door leading outside, and a wall with floral artwork.

Siena Vip

Siena City Centre

10/10 Exceptional

Geoffrey

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

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

A room with a sofa, a desk, a bunk bed, and a patterned floor.

Villa San Lucchese

Poggibonsi

10/10 Exceptional

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

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 large, historic building with a covered patio and a well-maintained garden.

Villa Scacciapensieri Boutique Hotel

Scacciapensieri

10/10 Exceptional

Anonymous traveler

Four Points by Sheraton Siena

Scacciapensieri

10/10 Exceptional

Kathryn

Frequently Asked Questions

What accommodations do travelers like in Ancaiano?

Guests like Hotel Athena, La Certosa di Pontignano and NH Siena.

Where can I find free parking with my stay in Ancaiano?

Biofarm Podere Ficareto offers the perk of free parking.

Can I book a refundable hotel in Ancaiano?

If you're looking for the flexibility to change your travel plans to Ancaiano, most accommodations provide refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Ancaiano be like during my trip?

The warmest months in Ancaiano are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.

Why should I book my Ancaiano hotel through Hotels.com?

There are plenty of reasons to book your Ancaiano travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.