---
title: "Book The Best Hotels in Ancaiano for 2026 from CA $81 - Fully Refundable Options - Expedia"
description: "Book the best hotels in Ancaiano in 2026. Compare room rates, hotel reviews and availability. Most hotels are fully refundable."
canonical: "https://www.expedia.ca/Ancaiano-Hotels.d553248635975853408.Travel-Guide-Hotels"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T16:52:00Z
---

Plan your trip

- [Ancaiano Travel Guide](https://www.expedia.ca/Ancaiano.dx553248635975853408)
- [Flights to Ancaiano](https://www.expedia.ca/Cheap-Flights-To-Ancaiano.d553248635975853408.Travel-Guide-Flights)
- [Car Rentals in Ancaiano](https://www.expedia.ca/Car-Rentals-In-Ancaiano.d553248635975853408.Car-Rental-Guide)
- [Ancaiano Vacation Packages](https://www.expedia.ca/Ancaiano.d553248635975853408.Destination-Travel-Guides)
- [Vacation Rentals in Ancaiano](https://www.expedia.ca/Ancaiano-Vacation-Rentals.d553248635975853408.Travel-Guide-VacationRentals)

# Find hotels in Ancaiano from CA $81

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## Go beyond your typical stay in Ancaiano

[Pet friendly](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&amenities=PETS)

[Pool](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&amenities=POOL)

[Hot tub](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&amenities=HOT%5FTUB)

[Spa](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&amenities=SPA%5FON%5FSITE)

[Apart­ment](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APARTMENT)

[Apart hotel](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=APART%5FHOTEL)

[Family friendly](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&travelerType=family%5Ffriendly)

[Cottage](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=COTTAGE)

[Condo](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CONDO)

[Villa](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=VILLA)

[Chalet](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CHALET)

[Waterpark](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&amenities=WATER%5FPARK)

[Farm](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=AGRITOURISM)

[Castle](https://www.expedia.ca/Hotel-Search?destination=Ancaiano,%20Sovicille,%20Tuscany,%20Italy&regionId=553248635975853408&latLong=43.294469,11.200415&adults=2&startDate=2026-11-21&d1=2026-11-21&endDate=2026-11-23&d2=2026-11-23&lodging=CASTLE)

## Check prices for these dates

[Check prices for these dates, December 14–15, 2026](https://www.expedia.ca/Hotel-Search?regionId=553248635975853408&startDate=2026-12-14&endDate=2026-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

[View in a map](https://www.expedia.ca/Hotel-Search?regionId=553248635975853408&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Ancaiano hotels

### [1\. Hotel Palazzo dei Priori](https://www.expedia.ca/Siena-Hotels-Al-Palazzo-Dei-Priori-Hotel.h659993.Hotel-Information)

![A hotel with a courtyard featuring sun loungers and a covered seating area.](https://images.trvl-media.com/lodging/1000000/660000/660000/659993/0345268b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Siena
- Guest rating: 8.8/10 (Excellent, 431 reviews)
- Price: CA $97, CA $111 total, includes taxes & fees, Nov 17 - Nov 18
- Review: Best breakfast, helpful staff, by Koray

### [2\. Hotel Ristorante La Dama nella Vigna](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information)

![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.](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/a5266ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Guest rating: 9.4/10 (Exceptional, 59 reviews)
- Price: CA $125, CA $146 total, includes taxes & fees, Dec 13 - Dec 14
- Review: Beautiful and excellent. Great stay., by Amanda

### [3\. Villa Sabolini](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information)

![A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Colle di Val d'Elsa
- Guest rating: 9.2/10 (Wonderful, 242 reviews)
- Price: CA $108, CA $125 total, includes taxes & fees, Nov 24 - Nov 25
- Review: Place was very clean and close to good food., by Patricia

### [4\. La Certosa di Pontignano - Place of Charme](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![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.](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Castelnuovo Berardenga
- Guest rating: 9.4/10 (Exceptional, 582 reviews)
- Price: CA $93, CA $114 total, includes taxes & fees, Dec 15 - Dec 16
- Review: Great location amazing place, by Rodolfo

### [5\. Hotel Executive](https://www.expedia.ca/Siena-Hotels-Hotel-Executive.h3559.Hotel-Information)

![A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.](https://images.trvl-media.com/lodging/1000000/10000/3600/3559/cbe470ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Scacciapensieri
- Guest rating: 8.4/10 (Very good, 558 reviews)
- Price: CA $92, CA $106 total, includes taxes & fees, Nov 22 - Nov 23
- Review: Nice modern business hotel with spacious rooms. Mine had a balcony too. Plenty of parking on site. I ate in the restaurant which was good and reasonably priced. It’s a bit out of the way, so definitely not somewhere to explore Siena on foot by!, by Andras

### [6\. Hotel Borgo San Luigi](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

![A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/b7790c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Guest rating: 9.2/10 (Wonderful, 457 reviews)
- Price: CA $158, CA $185 total, includes taxes & fees, Nov 15 - Nov 16
- Review: We really have a good time . We had dinner and breakfast was very good., by Bulent

### [7\. Sangallo Park Hotel](https://www.expedia.ca/Siena-Hotels-Sangallo-Park-Hotel.h581362.Hotel-Information)

![A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.](https://images.trvl-media.com/lodging/1000000/590000/581400/581362/29635c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Vico Alto
- Guest rating: 9/10 (Wonderful, 623 reviews)
- Price: CA $132, CA $149 total, includes taxes & fees, Nov 22 - Nov 23
- Review: Excellent staff, by Marcio Tadeu

### [8\. Hotel I Platani](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-I-Platani.h4379451.Hotel-Information)

![A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".](https://images.trvl-media.com/lodging/5000000/4380000/4379500/4379451/19ad9237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Guest rating: 8.8/10 (Excellent, 186 reviews)
- Price: CA $90, CA $107 total, includes taxes & fees, Nov 16 - Nov 17
- Review: Very kind staff. , by Jorge

### [9\. Relais Castel Bigozzi](https://www.expedia.ca/Monteriggioni-Hotels-Castel-Bigozzi.h520323.Hotel-Information)

![A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.](https://images.trvl-media.com/lodging/1000000/530000/520400/520323/72aa14e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Guest rating: 8.8/10 (Excellent, 247 reviews)
- Price: CA $132, CA $156 total, includes taxes & fees, Nov 15 - Nov 16
- Review: Its location only the rest is like the 80, by Nissan

### [10\. Villa Montarioso](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.Hotel-Information)

![A pathway lined with trees and a large pot in the center.](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/4058a4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Montarioso
- Guest rating: 8.8/10 (Excellent, 144 reviews)
- Price: CA $114, CA $133 total, includes taxes & fees, Dec 15 - Dec 16
- Review: One of the best places during our stay in italy, by Michael

### [11\. Four Points by Sheraton Siena](https://www.expedia.ca/Siena-Hotels-Four-Points-By-Sheraton-Siena.h852305.Hotel-Information)

![A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.](https://images.trvl-media.com/lodging/1000000/860000/852400/852305/e65a78e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Scacciapensieri
- Guest rating: 8.8/10 (Excellent, 609 reviews)
- Price: CA $181, CA $204 total, includes taxes & fees, Dec 4 - Dec 5
- Review: Excellent property. It was well maintained, and the staff was friendly. I would definitely stay here again., by Ralph

### [12\. Palazzo Pacini](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

![An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Colle di Val d'Elsa
- Guest rating: 9.6/10 (Exceptional, 104 reviews)
- Price: CA $166, CA $185 total, includes taxes & fees, Dec 3 - Dec 4
- Review: We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food , by John

### [13\. Hotel La Vecchia Cartiera](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-La-Vecchia-Cartiera.h538623.Hotel-Information)

![A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.](https://images.trvl-media.com/lodging/1000000/540000/538700/538623/db112677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Colle di Val d'Elsa
- Guest rating: 8.4/10 (Very good, 214 reviews)
- Price: CA $103, CA $118 total, includes taxes & fees, Nov 15 - Nov 16
- Review: The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. , by Sheila

### [14\. Castello](https://www.expedia.ca/Sovicille-Hotels-Castello.h20043811.Hotel-Information)

![A covered outdoor patio with tables and chairs, a brick wall, and a view of the countryside.](https://images.trvl-media.com/lodging/21000000/20050000/20043900/20043811/239f25ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Guest rating: 8.6/10 (Excellent, 84 reviews)
- Price: CA $87, CA $103 total, includes taxes & fees, Nov 22 - Nov 23
- Review: Excellent location after visiting Siena, good restaurant, clean room with air conditioning, friendly staff, easy parking., by Serdar Huseyin

### [15\. Best Western Hotel San Marco](https://www.expedia.ca/Siena-Hotels-Best-Western-Hotel-San-Marco.h1157683.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1157700/1157683/885ecb50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Siena
- Guest rating: 9/10 (Wonderful, 480 reviews)
- Price: CA $129, CA $147 total, includes taxes & fees, Nov 18 - Nov 19
- Review: Clean, helpful staff, free parking., by Anvar

### [16\. Hotel Ristorante Piccolo Chianti](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.Hotel-Information)

![A wooden lattice structure with a wall-mounted sun relief, a table with breakfast items, and a red cushioned chair.](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/15ad0cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Acquacalda
- Guest rating: 8.6/10 (Excellent, 44 reviews)
- Price: CA $109, CA $125 total, includes taxes & fees, Nov 22 - Nov 23
- Review: Great location. Walk to/from town was very manageable considering how much walking we did in Rome earlier in our trip. Easy access via car so location made for easy access to other cities for day trips., by Robert

### [17\. Palazzo di Valli](https://www.expedia.ca/Siena-Hotels-Palazzo-Di-Valli.h2523522.Hotel-Information)

![An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.](https://images.trvl-media.com/lodging/3000000/2530000/2523600/2523522/ef775868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Siena
- Guest rating: 9.8/10 (Exceptional, 441 reviews)
- Price: CA $136, CA $154 total, includes taxes & fees, Nov 17 - Nov 18
- Review: Ideal location for quiet views of the Tuscan landscape. An easy walk into Siena. Lovely setting with attentive and friendly staff. Breakfast was adequate—good!, by Luanne

### [18\. Palace Hotel Due Ponti](https://www.expedia.ca/Siena-Hotels-Palace-Hotel-Due-Ponti.h76802793.Hotel-Information)

![A modern building with a sign reading "Palace Hotel."](https://images.trvl-media.com/lodging/77000000/76810000/76802800/76802793/d2215aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Due Ponti
- Guest rating: 8.4/10 (Very good, 75 reviews)
- Price: CA $103, CA $118 total, includes taxes & fees, Dec 7 - Dec 8
- Review: All the staff were very friendly and knowledgeable about the area. Breakfast and the restaurant were delicious as well., by Adam

### [19\. Hotel Italia](https://www.expedia.ca/Siena-Hotels-Hotel-Italia.h996973.Hotel-Information)

![The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.](https://images.trvl-media.com/lodging/1000000/1000000/997000/996973/e3da527a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Camollia
- Guest rating: 9.2/10 (Wonderful, 1000 reviews)
- Price: CA $98, CA $113 total, includes taxes & fees, Dec 15 - Dec 16
- Review: Clean, well maintained property that you’ll feel safe spending the night., by Shaji

### [20\. Hotel Il Piccolo Castello](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information)

![A person sitting in a corner of a room with tiled walls and a bench.](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Monteriggioni
- Guest rating: 8.6/10 (Excellent, 369 reviews)
- Price: CA $157, CA $184 total, includes taxes & fees, Nov 19 - Nov 20
- Review: Good value, by Frank

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=553248635975853408&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Ancaiano Hotel Reviews

### [Hotel Ristorante La Dama nella Vigna](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Ristorante-La-Dama-Nella-Vigna.h110113413.Hotel-Information)

![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.](https://images.trvl-media.com/lodging/111000000/110120000/110113500/110113413/a5266ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Via Cassia Nord, 75, Monteriggioni, SI, 53035, IT
- Location: Monteriggioni
- Guest rating: 9.4/10 (59 reviews)
- Review: Great selection of wines and knowledgeable staff. Daniella was amazing greeting us every morning with her great smile. Beautiful room with terrace felt spacious. Location great for day trips through tuscany, by mary christine, October 17, 2026, rated 10/10 Excellent

### [Hotel Palazzo dei Priori](https://www.expedia.ca/Siena-Hotels-Al-Palazzo-Dei-Priori-Hotel.h659993.Hotel-Information)

![A hotel with a courtyard featuring sun loungers and a covered seating area.](https://images.trvl-media.com/lodging/1000000/660000/660000/659993/0345268b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Strada di Montalbuccio, 31, Siena, SI, 53100, IT
- Location: Siena
- Star rating: 4/5
- Guest rating: 8.8/10 (431 reviews)
- Review: This is a great hotel located just 10 minutes from downtown. Quiet neighbourhood with grape vines and olive trees. Restaurants and shopping a ten minute walk into the village. The hotel staff are all super friendly and helpful. The rooms are large and very comfortable. The breakfast was delicious. I would stay here again for sure!, by Jason, June 22, 2026, rated 10/10 Excellent

### [La Certosa di Pontignano - Place of Charme](https://www.expedia.ca/Castelnuovo-Berardenga-Hotels-La-Certosa-Di-Pontignano.h9797642.Hotel-Information)

![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.](https://images.trvl-media.com/lodging/10000000/9800000/9797700/9797642/8b3eb5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: loc. Pontignano, 5, Castelnuovo Berardenga, SI, 53019, IT
- Location: Castelnuovo Berardenga
- Guest rating: 9.4/10 (582 reviews)
- Review: Endroit magnifique et bien situé pour visiter la région., by Debbie, November 5, 2026, rated 10/10 Excellent

### [Villa Sabolini](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Villa-Sabolini.h3763111.Hotel-Information)

![A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.](https://images.trvl-media.com/lodging/4000000/3770000/3763200/3763111/0cec1f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Loc. Mensanello, Colle di Val d'Elsa, SI, 53034, IT
- Location: Colle di Val d'Elsa
- Star rating: 4/5
- Guest rating: 9.2/10 (242 reviews)
- Review: Place was very clean and close to good food., by Patricia, October 6, 2026, rated 10/10 Excellent

### [Relais Le Macine di Stigliano](https://www.expedia.ca/Sovicille-Hotels-Relais-Le-Macine-Di-Stigliano.h23242991.Hotel-Information)

![A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.](https://images.trvl-media.com/lodging/24000000/23250000/23243000/23242991/5ba7dce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Sovicille
- Review: Overall a great stay! A bit off the core sights we were seeing. We stayed Oct 2026\. It was still warm during the day and cool at night though the AC was already turned to heat. Pool is not heated so likely amazing in summer but was a bit cold for us, Hottub and Sauna for rent. The food service was great, very tasting and welcoming staff. Place was very clean and there’s only 10 rooms or 25 guests max which is great! During the week there was low occupancy and instead of buffet they served a..., by Cody, October 21, 2026, rated 10/10 Excellent

### [Hotel I Platani](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-I-Platani.h4379451.Hotel-Information)

![A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".](https://images.trvl-media.com/lodging/5000000/4380000/4379500/4379451/19ad9237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Via Dell Abbadia 2, Monteriggioni, SI, 53035, IT
- Location: Monteriggioni
- Star rating: 3/5
- Guest rating: 8.8/10 (186 reviews)
- Review: Nice hotel in a quiet area. Very little else nearby. Staff very pleaseant. Nice rooms. Good breakfast., by Lawrence, September 20, 2021, rated 8/10 Good

### [Hotel Borgo San Luigi](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Borgo-San-Luigi.h527532.Hotel-Information)

![A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.](https://images.trvl-media.com/lodging/1000000/530000/527600/527532/b7790c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: STRADA DELLA CERRETA,7, Monteriggioni, SI, 53035, IT
- Location: Monteriggioni
- Star rating: 4/5
- Guest rating: 9.2/10 (457 reviews)
- Review: A hidden gem in a central location. The front desk staff were very welcoming and accommodating. Clean, spacious rooms. Great food and drinks at the restaurant. Thank you for an enjoyable stay!, by Casey, October 6, 2026, rated 10/10 Excellent

### [Sangallo Park Hotel](https://www.expedia.ca/Siena-Hotels-Sangallo-Park-Hotel.h581362.Hotel-Information)

![A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.](https://images.trvl-media.com/lodging/1000000/590000/581400/581362/29635c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Strada Di Vico Alto 2, Siena, SI, 53100, IT
- Location: Vico Alto
- Star rating: 3/5
- Guest rating: 9/10 (623 reviews)
- Review: Stayed at Sangallo Park Hotel and it was a solid choice. Clean room, comfortable bed, and friendly staff. Breakfast had good variety with both hot and cold options. Only downside is the location, not in the city center so you’ll need transport. Overall good value and would stay again., by Jowalyn, April 30, 2026, rated 10/10 Excellent

### [Villa Montarioso](https://www.expedia.ca/Monteriggioni-Hotels-Villa-Montarioso.h2306380.Hotel-Information)

![A pathway lined with trees and a large pot in the center.](https://images.trvl-media.com/lodging/3000000/2310000/2306400/2306380/4058a4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Via Montarioso 35, Monteriggioni, SI, 53035, IT
- Location: Montarioso
- Guest rating: 8.8/10 (144 reviews)
- Review: The accommodation is in a quiet area. Room is small, but comfortable and clean. Check in instructions were given as the front desk has limited hours. Finding the hotel entrance was a little confusing, but it is between the 2 buildings. The garage is around the back with a very narrow entrance for a vehicle. We opted to park outside. The breakfast was a great start to the morning and located in a seperate building. Good value for the price., by Jane, September 27, 2026, rated 10/10 Excellent

### [Palazzo di Valli](https://www.expedia.ca/Siena-Hotels-Palazzo-Di-Valli.h2523522.Hotel-Information)

![An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.](https://images.trvl-media.com/lodging/3000000/2530000/2523600/2523522/ef775868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Via Enea Silvio Piccolomini, 135, Siena, SI, 53100, IT
- Location: Siena
- Star rating: 3/5
- Guest rating: 9.8/10 (441 reviews)
- Review: We spent 2 days at the Palazzo do Vali and absolutely loved it!! Beautiful surroundings, magnificent home with frescoes on the ceiling and an old world charm! Sitting in the garden with a spectacular view of beautiful Siena was a perfect way to start our days with a delicious breakfast and also to end our days with some amazing italian red wine. Many thanks to Lorenzo and staff for making our stay unforgettable., by Chris&Susan, July 18, 2018, rated 10/10 Excellent

### [Relais Castel Bigozzi](https://www.expedia.ca/Monteriggioni-Hotels-Castel-Bigozzi.h520323.Hotel-Information)

![A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.](https://images.trvl-media.com/lodging/1000000/530000/520400/520323/72aa14e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Strada Di Bigozzi 13, Monteriggioni, SI, 53035, IT
- Location: Monteriggioni
- Star rating: 4/5
- Guest rating: 8.8/10 (247 reviews)
- Review: This is a beautiful hotel, in a spectacular location at the top of a hill. The rooms were amazing, the pool was great, and the breakfast was delicious and was served in a separate building on the grounds with amazing views. Has free parking, elevator. Staff was very helpful and courteous. We wish we had stayed longer to enjoy the atmosphere, we only had booked for one night. We walked down the hill to the town for dinner. Would definitely recommend this Hotel to all., by Sandra, September 28, 2015, rated 10/10 Excellent

### [Best Western Hotel San Marco](https://www.expedia.ca/Siena-Hotels-Best-Western-Hotel-San-Marco.h1157683.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/2000000/1160000/1157700/1157683/885ecb50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Strada Massetana 70, Siena, SI, 53100, IT
- Location: Siena
- Star rating: 3/5
- Guest rating: 9/10 (480 reviews)
- Review: Room was great, staff were great!, by Daryl, November 2, 2025, rated 10/10 Excellent

### [Palazzo Pacini](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Palazzo-Pacini.h11807517.Hotel-Information)

![An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.](https://images.trvl-media.com/lodging/12000000/11810000/11807600/11807517/0d96bb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Via Gracco del Secco,14, Colle di Val d'Elsa, SI, 53034, IT
- Location: Colle di Val d'Elsa
- Guest rating: 9.6/10 (104 reviews)
- Review: Pietro and his staff were amazing! Best value of any of the hotels that we stayed in in Italy. The view, the 15 century Palazzo, the breakfast, the location, were all fantastic. quaint Hillside Village with a lot of history. Great restaurants and a central location to visit all the wine regions surrounding it., by JOHN, July 24, 2025, rated 10/10 Excellent

### [Hotel Executive](https://www.expedia.ca/Siena-Hotels-Hotel-Executive.h3559.Hotel-Information)

![A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.](https://images.trvl-media.com/lodging/1000000/10000/3600/3559/cbe470ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Via Nazareno Orlandi 32, Siena, SI, 53100, IT
- Location: Scacciapensieri
- Star rating: 4/5
- Guest rating: 8.4/10 (558 reviews)
- Review: excellent breakfast and very clean, by Dan, April 27, 2026, rated 10/10 Excellent

### [Hotel Palazzo San Lorenzo & SPA](https://www.expedia.ca/Colle-Di-Val-DElsa-Hotels-Hotel-Palazzo-San-Lorenzo-SPA.h3474921.Hotel-Information)

![A swimming pool, steps, and a grassy area with umbrellas.](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/beaa28a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Colle di Val d'Elsa
- Review: Beautiful place, wonderful pool and great breakfast., by Maria, September 1, 2026, rated 10/10 Excellent

### [Villa San Lucchese](https://www.expedia.ca/Poggibonsi-Hotels-Villa-San-Lucchese.h1685892.Hotel-Information)

![An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.](https://images.trvl-media.com/lodging/2000000/1690000/1685900/1685892/84804899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Poggibonsi
- Review: We arrived at Villa San Lucchese by way of our car rental. I was so relieved to have been able to leave the sea of people at the Florence train station, pick up our car rental and with GPS in hand, make our way to the beautiful hideaway located on the top of a hill overlooking the fields of vineyards and olive trees surrounding us. (Access to this wonderful Villa is indeed most simple if you have a vehicle on this part of your holiday.) We were pleased to have meet the owners at the..., by Mary, July 29, 2015, rated 10/10 Excellent

### [Belvedere di San Leonino](https://www.expedia.ca/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information)

![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.](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/b46adf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Castellina in Chianti
- Review: Superbe complexe au milieu de la Toscane. Je recommande fortement., by Jeremy, September 24, 2026, rated 10/10 Excellent

### [Hotel Ristorante Piccolo Chianti](https://www.expedia.ca/Siena-Hotels-Hotel-Ristorante-Piccolo-Chianti.h2534340.Hotel-Information)

![A wooden lattice structure with a wall-mounted sun relief, a table with breakfast items, and a red cushioned chair.](https://images.trvl-media.com/lodging/3000000/2540000/2534400/2534340/15ad0cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Strada di Castellina in Chianti, 20, Siena, SI, 53100, IT
- Location: Acquacalda
- Star rating: 3/5
- Guest rating: 8.6/10 (44 reviews)
- Review: Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room., by Lavinia, July 21, 2023, rated 10/10 Excellent

### [Hotel Il Piccolo Castello](https://www.expedia.ca/Monteriggioni-Hotels-Hotel-Il-Piccolo-Castello.h892517.Hotel-Information)

![A person sitting in a corner of a room with tiled walls and a bench.](https://images.trvl-media.com/lodging/1000000/900000/892600/892517/de7e649e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: Strada Provinciale Colligiana, 8, Monteriggioni, SI, 53035, IT
- Location: Monteriggioni
- Star rating: 4/5
- Guest rating: 8.6/10 (369 reviews)
- Review: Good value, by Frank, September 17, 2026, rated 10/10 Excellent

## Frequently Asked Questions

### What is the best area to stay in Ancaiano?

The best area to stay in Ancaiano is within the historic hilltop town itself, particularly around the central Piazza della Cisterna and the surrounding narrow streets.

This area offers an authentic Tuscan experience, with properties often housed in beautifully restored medieval buildings. You'll find a delightful mix of local trattorias, wine bars, and artisan shops within easy walking distance. The town's layout means you're never far from a stunning viewpoint overlooking the rolling hills of the Tuscan countryside.

Couples looking for a romantic escape will find the historic centre particularly appealing. The evenings are quiet and intimate, superb for a leisurely dinner or a stroll through the lamp-lit alleys. Many accommodations here offer private terraces with breathtaking views, ideal for enjoying a glass of local wine.

For those travelling with family, staying within the town walls provides a convenient and central base. Children will enjoy exploring the ancient streets and the sense of history, and you'll find it easy to pop back to your accommodation for naps or snacks.

### When is the best time to go to Ancaiano?

The best time to visit Ancaiano is typically during the spring (April to June) and autumn (September to October) months.

These periods offer pleasant weather, with warm days great for exploring the Tuscan countryside without the intense heat of summer. You'll find the landscapes particularly beautiful, with blooming wildflowers in spring and the rich colours of the harvest season in autumn. For those who appreciate good food and wine, autumn also brings grape and olive harvests, offering unique local experiences.

Couples often find these seasons ideal for a romantic getaway. The milder temperatures are great for leisurely strolls through vineyards, cycling along quiet country roads, or enjoying al fresco dining at local trattorias. Spring and autumn also tend to be less crowded than the peak summer months, allowing for a more relaxed and intimate experience.

For travellers looking for a more active holiday, spring and autumn are excellent for outdoor pursuits.

### Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ancaiano.

### How much is the nightly rate at a Ancaiano hotel?

Prices for hotels in Ancaiano often vary, but you can find a great deal from CA $81 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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- [Budget Rental Cars in Siena](https://www.expedia.ca/Budget-Car-Rentals-In-Siena.d9821-c39.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Siena](https://www.expedia.ca/Enterprise-Car-Rentals-In-Siena.d9821-c15.Car-Rental-Guide-Suppliers)
- [Europcar Rental Cars in Siena](https://www.expedia.ca/Europcar-Car-Rentals-In-Siena.d9821-c14.Car-Rental-Guide-Suppliers)
- [Car rental Monteriggioni](https://www.expedia.ca/Car-Rentals-In-Monteriggioni.d5722.Car-Rental-Guide)
- [Van Car Rentals in Siena](https://www.expedia.ca/Van-Car-Rentals-In-Siena.d9821-tVan.Car-Rental-Guide-Class)
- [National Car Rental Rental Cars in Siena](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Siena.d9821-c42.Car-Rental-Guide-Suppliers)
- [Hertz Rental Cars in Siena](https://www.expedia.ca/Hertz-Car-Rentals-In-Siena.d9821-c40.Car-Rental-Guide-Suppliers)
- [Siena Vacation Rentals](https://www.expedia.ca/Siena-Vacation-Rentals.d9821.Travel-Guide-VacationRentals)
- [Things to do in Siena](https://www.expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)
- [Things to do in Monteriggioni](https://www.expedia.ca/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities)
- [Things to do in Belforte](https://www.expedia.ca/Things-To-Do-In-Belforte.d553248622897773197.Travel-Guide-Activities)
- [Things to do in Province of Siena](https://www.expedia.ca/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities)
- [Things to do in Sovicille](https://www.expedia.ca/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities)
- [Things to do in Quercegrossa](https://www.expedia.ca/Things-To-Do-In-Quercegrossa.d6047905.Travel-Guide-Activities)

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