Top 10 Hotels in Ancaiano (from $53) 2026 - Competitive Prices

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Our top choices for Ancaiano hotels

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

A vineyard with rows of grapevines and decorative hanging lights.

An outdoor dining area with tables and chairs, a covered walkway, and a view of a vineyard.

A vineyard with a sign that reads "La dolce vita" and a cart with wine bottles.

1. Hotel Ristorante La Dama nella Vigna

Monteriggioni

Amanda

$98 nightly

$113 total

Nov 12 - Nov 13

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.

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.

2. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

$91 nightly

$109 total

Nov 23 - Nov 24

Total with taxes and fees

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.

3. Hotel Borgo San Luigi

Monteriggioni

yekta

$112 nightly

$131 total

Nov 8 - Nov 9

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 breakfast buffet with various pastries, fruits, and beverages.

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

4. Villa Sabolini

Colle di Val d'Elsa

Patricia

$83 nightly

$96 total

Nov 4 - Nov 5

Total with taxes and fees

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 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.

5. Relais Castel Bigozzi

Monteriggioni

Nissan

$90 nightly

$107 total

Nov 23 - Nov 24

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

6. Hotel Executive

Scacciapensieri

Andras

$65 nightly

$75 total

Nov 22 - Nov 23

Total with taxes and fees

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

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

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

7. Best Western Hotel San Marco

Siena

C.K.

$92 nightly

$105 total

Nov 2 - Nov 3

Total with taxes and fees

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

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

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

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

8. Hotel Il Piccolo Castello

Monteriggioni

Frank

$111 nightly

$130 total

Nov 1 - Nov 2

Total with taxes and fees

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

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.

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

9. Palazzo di Valli

Siena

Luanne

$108 nightly

$123 total

Nov 21 - Nov 22

Total with taxes and fees

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

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

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.

10. Relais la Costa - Dimora Storica

Monteriggioni

Doug

$152 nightly

$173 total

Oct 26 - Oct 27

Total with taxes and fees

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

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

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

A bathroom with a sink, mirror, and shower.

11. Sangallo Park Hotel

Vico Alto

Marcio Tadeu

$87 nightly

$102 total

Oct 25 - Oct 26

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

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

12. Relais Le Macine di Stigliano

Sovicille

Rene

$147 nightly

$167 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

13. Hotel Casafrassi

Castellina in Chianti

Stuart

$60 nightly

$73 total

Oct 25 - Oct 26

Total with taxes and fees

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 swimming pool surrounded by lush greenery and a stone pathway.

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

14. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Anita

$120 nightly

$138 total

Oct 27 - Oct 28

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 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.

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

15. Four Points by Sheraton Siena

Scacciapensieri

Ralph

$131 nightly

$147 total

Nov 7 - Nov 8

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 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.

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

16. Belvedere di San Leonino

Castellina in Chianti

Kevork

$107 nightly

$124 total

Oct 29 - Oct 30

Total with taxes and fees

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

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.

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

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

17. Relais Della Rovere

Colle di Val d'Elsa

Megan

$129 nightly

$146 total

Oct 30 - Oct 31

Total with taxes and fees

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

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

18. ApartHotel Anghel

Siena

jon

$56 nightly

$66 total

Nov 9 - Nov 10

Total with taxes and fees

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

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

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

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

19. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

$82 nightly

$94 total

Oct 27 - Oct 28

Total with taxes and fees

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

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

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

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

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Sebastian

$140 nightly

$157 total

Nov 24 - Nov 25

Total with taxes and fees

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Top Ancaiano Hotel Reviews

NH Siena

10/10 Excellent

"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"

Poderi Arcangelo

10/10 Excellent

"Fantastic experience all around from the the food, the wine, THE VIEWS, and the late October weather gifted us an afternoon poolside. Our room was wonderful and passed every expectation. Five stars!"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Excellent location. Very nice service."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Absolutely lovely hotel. Best one we stayed at in Italy - in retrospect, we wish we booked to stay here a second night. The location is quiet and isolated so stars are visible at night, plenty of parking, and breakfast is worth the 20 EURS, best breakfast options we had during our stay. Highly recommend, 10/10."

Hotel Minerva

10/10 Excellent

"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."

Il Chiostro del Carmine

8/10 Good

"Breakfast"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

La Certosa di Pontignano

10/10 Excellent

"Great location amazing place"

More cheap stays in Ancaiano

Cannon d'Oro

Via Montanini 28 Siena SI

$51 nightly

$60 total

Nov 23 - Nov 24

Total with taxes and fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

$71 nightly

$82 total

Nov 24 - Nov 25

Total with taxes and fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

$78 nightly

$90 total

Nov 2 - Nov 3

Total with taxes and fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

$88 nightly

$100 total

Nov 4 - Nov 5

Total with taxes and fees

10/10 Exceptional! (52 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Borgo Tignano

Località Tignano Volterra PI

Get rates

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 $53

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Ancaiano

Check prices for these dates

Filter by

Star rating

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Our top choices for Ancaiano hotels

1. Hotel Ristorante La Dama nella Vigna

2. La Certosa di Pontignano - Place of Charme

3. Hotel Borgo San Luigi

4. Villa Sabolini

5. Relais Castel Bigozzi

6. Hotel Executive

7. Best Western Hotel San Marco

8. Hotel Il Piccolo Castello

9. Palazzo di Valli

10. Relais la Costa - Dimora Storica

11. Sangallo Park Hotel

12. Relais Le Macine di Stigliano

13. Hotel Casafrassi

14. Villa Scacciapensieri Boutique Hotel

15. Four Points by Sheraton Siena

16. Belvedere di San Leonino

17. Relais Della Rovere

18. ApartHotel Anghel

19. Hotel La Vecchia Cartiera

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Top Ancaiano Hotel Reviews

NH Siena

Poderi Arcangelo

Castiglion del Bosco, A Rosewood Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Casolare Le Terre Rosse

Hotel Minerva

Il Chiostro del Carmine

Hotel Italia

La Certosa di Pontignano

More cheap stays in Ancaiano

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Borgo Tignano

Frequently asked questions

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