Top 10 Hotels in Ancaiano (from $54) 2026 - Competitive Prices

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Our top choices for Ancaiano hotels

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

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

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

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

1. Relais Castel Bigozzi

Monteriggioni

Paul

$99 nightly

$116 total

Nov 6 - Nov 7

Total with taxes and fees

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 breakfast buffet with various pastries, fruits, and beverages.

2. Villa Sabolini

Colle di Val d'Elsa

Patricia

$80 nightly

$92 total

Nov 11 - Nov 12

Total with taxes and fees

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

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

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

3. Hotel Borgo San Luigi

Monteriggioni

yekta

$101 nightly

$119 total

Nov 9 - Nov 10

Total with taxes and fees

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.

4. Sangallo Park Hotel

Vico Alto

Linda

$81 nightly

$92 total

Nov 15 - Nov 16

Total with taxes and fees

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.

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

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

5. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

$84 nightly

$102 total

Nov 2 - Nov 3

Total with taxes and fees

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

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

6. Palazzo di Valli

Siena

Luanne

$106 nightly

$120 total

Nov 14 - Nov 15

Total with taxes and fees

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

A stone building with a paved entrance and a well-maintained garden with potted plants.

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

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

7. Relais la Costa - Dimora Storica

Monteriggioni

Doug

$150 nightly

$171 total

Oct 18 - Oct 19

Total with taxes and fees

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

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A breakfast buffet with pastries and a coffee machine.

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

8. Villa Montarioso

Montarioso

Michael

$76 nightly

$89 total

Nov 15 - Nov 16

Total with taxes and fees

A building with a sign reading 'HOTEL SAN CARLO.' It features a flat roof, a large entrance with glass doors, and a paved courtyard.

A modern waiting area with white chairs, glass tables, and a reception desk.

A conference room with a long table, blue chairs, a whiteboard, and a projector screen.

A hotel lobby with a row of sofas and armchairs, a central coffee table, and a television mounted on the wall.

9. Best Western Hotel San Marco

Siena

C.K.

$92 nightly

$104 total

Nov 4 - Nov 5

Total with taxes and fees

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.

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

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

10. Hotel Executive

Scacciapensieri

Andras

$65 nightly

$75 total

Nov 8 - Nov 9

Total with taxes and fees

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A window with white curtains, a view of buildings, and greenery.

A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.

11. Relais Le Macine di Stigliano

Sovicille

jorge

$146 nightly

$167 total

Nov 15 - Nov 16

Total with taxes and fees

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A building with arched windows, a courtyard with a pond, and a metal fence.

12. Hotel Casafrassi

Castellina in Chianti

Stuart

$60 nightly

$73 total

Oct 16 - Oct 17

Total with taxes and fees

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

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

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 hotel room with a bed, bedside table, and a mirror. There is a small desk with a chair and a vase of flowers. The room has a modern design with a neutral color palette.

13. ApartHotel Anghel

Siena

Lauro

$62 nightly

$73 total

Nov 15 - Nov 16

Total with taxes and fees

A courtyard with a statue, stone walls, and a reception sign.

A wooden pathway leading to a pool area with a gazebo and potted plants.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.

14. Relais Della Rovere

Colle di Val d'Elsa

Megan

$129 nightly

$146 total

Oct 30 - Oct 31

Total with taxes and fees

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

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

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

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

15. Four Points by Sheraton Siena

Scacciapensieri

Ralph

$134 nightly

$151 total

Nov 15 - Nov 16

Total with taxes and fees

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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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

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

16. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

$106 nightly

$123 total

Oct 28 - Oct 29

Total with taxes and fees

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

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

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A bar area with wooden bar stools, a counter with bottles, and a tiled floor.

17. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

$82 nightly

$94 total

Oct 16 - Oct 17

Total with taxes and fees

A person sitting in a corner of a room with tiled walls and a bench.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A fountain in a park with tall trees and a clear sky.

18. Hotel Il Piccolo Castello

Monteriggioni

Frank

$111 nightly

$130 total

Nov 10 - Nov 11

Total with taxes and fees

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

19. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Sebastian

$152 nightly

$171 total

Nov 4 - Nov 5

Total with taxes and fees

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

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

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

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

20. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Benjamin

$157 nightly

$178 total

Oct 22 - Oct 23

Total with taxes and fees

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Top Ancaiano Hotel Reviews

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

Palazzo Ravizza

10/10 Excellent

"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Gorgeous hotel in the heart of historic Siena."

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."

More cheap stays in Ancaiano

Cannon d'Oro

Via Montanini 28 Siena SI

$51 nightly

$60 total

Nov 14 - Nov 15

Total with taxes and fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

$70 nightly

$80 total

Nov 14 - Nov 15

Total with taxes and fees

7.8/10 Good! (452 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

$77 nightly

$88 total

Nov 4 - Nov 5

Total with taxes and fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

$87 nightly

$99 total

Nov 15 - Nov 16

Total with taxes and fees

8.8/10 Excellent! (113 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

$152 nightly

$172 total

Nov 3 - Nov 4

Total with taxes and fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Frequently asked questions

Where is the best place for a stay in Ancaiano?

Hotel Athena, located 6.4 mi (10.3 km) from the heart of Ancaiano, is a top choice for your stay based on our traveler data. Two other options for your trip to the area are La Certosa di Pontignano and NH Siena. See all available top hotels, or vacation rentals in Ancaiano.

What are some of the best vacation home rentals in Ancaiano?

Borgo Argiano: Visitors like this Ancaiano vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. See all vacation rentals in Ancaiano.

If I need to cancel my hotel reservation in Ancaiano, will I receive a refund?

Yes, the majority of hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ancaiano.

Where can I learn more about changing or cancelling my trip to Ancaiano?

For additional details about updating your trip to Ancaiano or cancelling it, go to https://www.expedia.com/service/.

What's the best pet-friendly place to stay in Ancaiano?

Biofarm Podere Ficareto is a top country house for people traveling with their pets, and offers an outdoor pool for its human guests. Other good choices to stay with your pet include Podere Ficareto Farm and Podere Ficareto Farm. See more pet-friendly hotel accommodations in Ancaiano.

What are some accommodations with pools in Ancaiano?

Poderi Arcangelo: Offers a snack bar/deli, 3 outdoor pools, and free self parking. Another choice with an onsite pool is Fattoria di Vegi. View all hotels with pools in Ancaiano.

How is it to stay in Ancaiano?

Travelers to Ancaiano will find plenty to explore and enjoy. In Ancaiano, there are 11 hotels and other accommodations to choose from. Find out more about Ancaiano.

What should I see while I'm in Ancaiano?

Places to visit in the wider area include Fortezza Medicea, Fontebranda, and Piazza del Campo. You'll also find Palazzo Pubblico and Banca Monte dei Paschi di Siena in the area. Check out what more to see and do in Expedia's Ancaiano guide.

What's the seasonal weather like in Ancaiano?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Ancaiano is 37 inches.

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Find hotels in Ancaiano from $54

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Ancaiano

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ancaiano hotels

1. Relais Castel Bigozzi

2. Villa Sabolini

3. Hotel Borgo San Luigi

4. Sangallo Park Hotel

5. La Certosa di Pontignano - Place of Charme

6. Palazzo di Valli

7. Relais la Costa - Dimora Storica

8. Villa Montarioso

9. Best Western Hotel San Marco

10. Hotel Executive

11. Relais Le Macine di Stigliano

12. Hotel Casafrassi

13. ApartHotel Anghel

14. Relais Della Rovere

15. Four Points by Sheraton Siena

16. Belvedere di San Leonino

17. Hotel La Vecchia Cartiera

18. Hotel Il Piccolo Castello

19. Villa Ermellina Siena, a Tribute Portfolio Hotel

20. Villa Scacciapensieri Boutique Hotel

Top Ancaiano Hotel Reviews

Hotel Chiusarelli

La Certosa di Pontignano

Palazzo Ravizza

Hotel Casolare Le Terre Rosse

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

Fattoria di Vegi

Borgo Scopeto Wine & Country Relais

More cheap stays in Ancaiano

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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