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Short-term rentals in Castellina in Chianti

Castellina in Chianti has 400 tracked short-term rental listings in myDataValue's November 2026 snapshot, 257 on Airbnb and 143 on Booking.com. That ranks it 599th of 1,049 short-term rental markets across mainland Italy, Sicily and Sardinia, with 64% of its listings on Airbnb. 41% of supply is run by professional operators, above the median market's 19%, led by Interhome (33 listings). Counts are tracked public listings, not total supply.

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Photo: Castellina in Chianti by Wikimedia Commons contributors · CC BY-SA 3.0 · cropped and resized for display, via Wikimedia Commons

Data updated

Tracked listings
400
Market rank
#599 / 1,049
Coverage share
under 0.1%
Named professional operators
19

Airbnb vs Booking.com in Castellina in Chianti

In Castellina in Chianti, Airbnb leads with 257 listings (64%), versus 143 on Booking.com (36%).

Where the listings are in Castellina in Chianti

The dots are a representative sample of tracked short-term rentals — Airbnb in red and Booking.com in blue. Zoom and pan to explore the market, or open the full report for filters, operator overlays, and the listing-level view.

Airbnb Booking.com 250 sampled locations from 400 tracked listings — open the full interactive report

Market structure in Castellina in Chianti

Booking.com supply is more professionalised than Airbnb's: 46% of Booking.com listings sit with operators of that size, against 39% on Airbnb. The 19 named professional operators run 136 local listings between them, and the three largest — Interhome, To Tuscany Ltd and Bookings For You — account for 54% of that. The other 29 listings run by operators with 26 or more listings belong to operators without a published profile.

Professional share
41%
Median market
19%
Single-listing hosts
24%

Listings by operator portfolio size

Tracked listings grouped by how many properties their operator runs — from single hosts to 26+ professionals.

  • Single listing 97
  • 2–5 listings 106
  • 6–25 listings 32
  • 26+ (professional) 165

Listings by property type

Houses, cottages & holiday homes make up 52% of Castellina in Chianti's classified listings, followed by Apartments & flats (34%).

  • Houses, cottages & holiday homes 206
  • Apartments & flats 135
  • B&Bs & guest houses 33
  • Hotels & hostels 11
  • Unique & outdoor 7
  • Private & shared rooms 6
  • Other 2

Largest operators in Castellina in Chianti

Ranked by local tracked listings across Airbnb and Booking.com. Scores and portfolio review totals are aggregated across each operator's tracked Italy listings. Together, the table and directory cover every professional operator we track in this market.

Scroll sideways to see all columns.

Largest operators in Castellina in Chianti, ranked by local tracked listings.
# Operator Listings Airbnb score Booking.com score Portfolio reviews
1 Interhome 33 4.48 / 5 8.1 / 10 70,791
2 To Tuscany Ltd 24 4.83 / 5 9.0 / 10 856
3 Bookings For You 17 4.77 / 5 9.6 / 10 1,107
4 Susi 14 4.72 / 5 9.3 / 10 1,653
5 Geco Srl 11 4.60 / 5 8.5 / 10 5,648
6 Emma Villas 8 4.79 / 5 9.0 / 10 1,968
7 Happy.Rentals 4 4.36 / 5 7.8 / 10 17,411
8 tuscanybylubea.com 4 4.71 / 5 9.0 / 10 1,694
9 We Tuscany srl 4 4.76 / 5 8.7 / 10 788
10 Easy Reserve 3 4.60 / 5 9.4 / 10 394

The other 9 professional operators in Castellina in Chianti

Local listings

Browse the full Italy operator directory →

Operators enter the index after reaching 26 listings across mainland Italy, Sicily and Sardinia and count Castellina in Chianti among their markets. See the full interactive Castellina in Chianti market report for additional filters and operator comparisons.

How Castellina in Chianti compares

Castellina in Chianti ranks 599th of 1,049 tracked markets in mainland Italy, Sicily and Sardinia, with under 0.1% of tracked supply in this coverage. Markets of similar size:

Photo credits

Browse the full Italy city directory or the Italy market report .

Castellina in Chianti market FAQ

How many short-term rentals are in Castellina in Chianti?

Castellina in Chianti has 400 short-term rental listings as of November 2026: 257 on Airbnb and 143 on Booking.com.

Who is the largest short-term rental operator in Castellina in Chianti?

The largest professional operator in Castellina in Chianti is Interhome, with 33 local listings.

How professionalised is the Castellina in Chianti short-term rental market?

41% of Castellina in Chianti's listings (165 of 400) are run by operators with 26 or more listings, above the median of 1,049 markets across mainland Italy, Sicily and Sardinia (19%). Booking.com supply is more professionalised than Airbnb's: 46% of Booking.com listings sit with operators of that size, against 39% on Airbnb. The 19 named professional operators run 136 local listings between them, and the three largest — Interhome, To Tuscany Ltd and Bookings For You — account for 54% of that. The other 29 listings run by operators with 26 or more listings belong to operators without a published profile.

Is Airbnb or Booking.com bigger in Castellina in Chianti?

In Castellina in Chianti, Airbnb leads with 257 listings (64%), versus 143 on Booking.com (36%).

How many professional operators run listings in Castellina in Chianti?

19 named professional operators run listings in Castellina in Chianti. The full roster is listed on this page, and the interactive market report maps every listing.

About this data

Figures come from myDataValue's cross-platform market snapshot of 400 public short-term rental listings in Castellina in Chianti, matching Airbnb and Booking.com supply to the operators who run it. Operators enter the index after reaching 26 listings on Airbnb or Booking.com across mainland Italy, Sicily and Sardinia. Snapshot dates: Airbnb , Booking.com .

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