The Thinking Traveller
Italy and Greece Airbnb & Booking.com Snapshot August 2026
The Thinking Traveller is a professional short-term rental operator with 187 listings in Italy and Greece. 60% of the portfolio is in Italy; Ostuni alone holds 5%, the rest spread across 82 other markets.
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Reviews, ratings and listings for The Thinking Traveller
- Total portfolio
- 187
- Airbnb listings
- 173
- Booking.com listings
- 14
- Markets
- 83
- Guest reviews
- 101
- Global rank of 2,542
- #511
Listing split by platform for The Thinking Traveller
Portfolio by country
The Thinking Traveller in mainland Italy, Sicily and Sardinia
99 Airbnb and 14 Booking.com listings across 2 Airbnb and 4 Booking.com accounts. Snapshot dates: Airbnb , Booking.com . Open the interactive operator report
Where The Thinking Traveller operates in mainland Italy, Sicily and Sardinia
Markets with known centroids, sized by mapped listings — open the operator report for listing-level exploration.
Listings by property type
Guest ratings versus market
| Metric | The Thinking Traveller | Market average | Position |
|---|---|---|---|
| Airbnb guest rating | 4.90 / 5 | 4.58 / 5 | above average |
| Booking.com review score | 8.4 / 10 | 8.3 / 10 | in line with average |
The Thinking Traveller's markets in mainland Italy, Sicily and Sardinia
| Market | Airbnb | Booking.com | Total |
|---|---|---|---|
| Ostuni | 9 | 1 | 10 |
| Gallipoli | 5 | 2 | 7 |
| Monopoli | 3 | 3 | 6 |
| Brucoli | 5 | 0 | 5 |
| Marzamemi | 3 | 2 | 5 |
| Noto | 5 | 0 | 5 |
| Siracusa | 4 | 1 | 5 |
| Castellammare del Golfo | 4 | 0 | 4 |
| Marinella di Selinunte | 3 | 1 | 4 |
| Ruffano | 2 | 2 | 4 |
| Acireale | 3 | 0 | 3 |
| Agnone Bagni | 2 | 0 | 2 |
| Avola | 2 | 0 | 2 |
| Capo dʼOrlando | 2 | 0 | 2 |
| Cisternino | 2 | 0 | 2 |
| Giarre | 2 | 0 | 2 |
| Marina di Leuca | 2 | 0 | 2 |
| Pachino | 2 | 0 | 2 |
| Pozzallo | 2 | 0 | 2 |
| Selva di Fasano | 2 | 0 | 2 |
| Specchiolla | 2 | 0 | 2 |
| Taormina | 2 | 0 | 2 |
| Alberobello | 1 | 0 | 1 |
| Castelbuono | 1 | 0 | 1 |
+ 30 more markets — see the interactive operator report.
The Thinking Traveller in Greece
74 Airbnb listings across 1 Airbnb account. Snapshot dates: Airbnb , Booking.com . Open the interactive operator report
Where The Thinking Traveller operates in Greece
Markets with known centroids, sized by mapped listings — open the operator report for listing-level exploration.
Listings by property type
Guest ratings versus market
| Metric | The Thinking Traveller | Market average | Position |
|---|---|---|---|
| Airbnb guest rating | 5.00 / 5 | 4.73 / 5 | above average |
The Thinking Traveller's markets in Greece
| Market | Airbnb | Booking.com | Total |
|---|---|---|---|
| Meganisi | 8 | 0 | 8 |
| Vasiliki | 5 | 0 | 5 |
| Alykes | 4 | 0 | 4 |
| Corfu Town | 4 | 0 | 4 |
| Lefkada Town | 4 | 0 | 4 |
| Naxos Chora | 4 | 0 | 4 |
| Agios Romanos | 3 | 0 | 3 |
| Hydra | 3 | 0 | 3 |
| Ioulida | 3 | 0 | 3 |
| Kalami | 3 | 0 | 3 |
| Naousa | 3 | 0 | 3 |
| Spetses | 3 | 0 | 3 |
| Aliki | 2 | 0 | 2 |
| Argostoli | 2 | 0 | 2 |
| Gaios | 2 | 0 | 2 |
| Kassiopi | 2 | 0 | 2 |
| Mykonos City | 2 | 0 | 2 |
| Nydri | 2 | 0 | 2 |
| Porto Heli | 2 | 0 | 2 |
| Zakynthos Town | 2 | 0 | 2 |
| Agia Paraskevi | 1 | 0 | 1 |
| Antiparos Town | 1 | 0 | 1 |
| Ayia Evfimia | 1 | 0 | 1 |
| Drios | 1 | 0 | 1 |
+ 5 more markets — see the interactive operator report.
Operators of similar size
The operators ranked closest to The Thinking Traveller in each country it operates in. These are useful peers for scale comparison, not verified competitors.
Italy
The Thinking Traveller: #251 of 831 indexed operators
| # | Operator | Airbnb | Booking.com | Total | Guest rating |
|---|---|---|---|---|---|
| 248 | Agenzia MC | 26 | 87 | 113 | 3.99 / 5 · 7.4 / 10 |
| 249 | Bologna District S.R.L | 70 | 43 | 113 | 4.65 / 5 · 8.7 / 10 |
| 250 | Ma Maison Vacation Rental | 60 | 53 | 113 | 4.74 / 5 · 8.6 / 10 |
| 251 | The Thinking Traveller | 99 | 14 | 113 | 4.90 / 5 · 8.4 / 10 |
| 252 | Brera Apartments | 80 | 32 | 112 | 4.62 / 5 · 8.4 / 10 |
| 253 | Rent in Tuscany | 57 | 55 | 112 | 4.69 / 5 · 8.8 / 10 |
| 254 | ABC srls | 51 | 60 | 111 | 3.92 / 5 · 6.6 / 10 |
Ranked by combined Airbnb and Booking.com listings across mainland Italy, Sicily and Sardinia; snapshots Airbnb July 2026, Booking.com July 2026. The Italy report publishes no Booking.com peer set for this operator. Browse the full Italy operator directory.
Greece
The Thinking Traveller: #79 of 136 indexed operators
| # | Operator | Airbnb | Booking.com | Total | Guest rating |
|---|---|---|---|---|---|
| 76 | ATHENS ELEGANT APARTMENTS | 35 | 40 | 75 | 4.78 / 5 · 8.8 / 10 |
| 77 | My Rental Homes | 64 | 11 | 75 | 4.90 / 5 · 9.4 / 10 |
| 78 | TopHouzzing Properties | 37 | 38 | 75 | 4.81 / 5 · 8.7 / 10 |
| 79 | The Thinking Traveller | 74 | 0 | 74 | 5.00 / 5 |
| 80 | Entheos Collection | 33 | 39 | 72 | 4.99 / 5 · 9.6 / 10 |
| 81 | Explore Andros Properties | 40 | 32 | 72 | 4.95 / 5 · 9.4 / 10 |
| 82 | Maria Lemos - Lemos Properties | 39 | 33 | 72 | 4.87 / 5 · 9.1 / 10 |
Ranked by combined Airbnb and Booking.com listings across Greece; snapshots Airbnb August 2026, Booking.com August 2026. The Greece report publishes no Booking.com peer set for this operator, which is not on Booking.com in this snapshot. Browse the full Greece operator directory.
For the broader cross-platform view, browse the full operator ranking.
The Thinking Traveller FAQ
How many properties does The Thinking Traveller manage?
The Thinking Traveller runs 187 short-term rental listings as of August 2026: 173 on Airbnb and 14 on Booking.com — 113 in mainland Italy, Sicily and Sardinia, 74 in Greece.
Where does The Thinking Traveller operate?
The Thinking Traveller's largest markets are Ostuni (10), Gallipoli (7), Monopoli (6), Brucoli (5), Marzamemi (5), Noto (5), Meganisi (8), Vasiliki (5), Alykes (4), Corfu Town (4), Lefkada Town (4), Naxos Chora (4).
What are The Thinking Traveller's guest ratings?
Airbnb guest rating (mainland Italy, Sicily and Sardinia): 4.90 / 5, above the market average of 4.58 / 5. Booking.com review score (mainland Italy, Sicily and Sardinia): 8.4 / 10, in line with the market average of 8.3 / 10. Airbnb guest rating (Greece): 5.00 / 5, above the market average of 4.73 / 5.
About this data
Portfolio figures come from myDataValue's cross-platform market snapshots, matching public Airbnb and Booking.com listings to the operators who run them. Operators enter the index after reaching 26 listings on Airbnb or Booking.com in a covered country and an included city footprint.
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