Sicily, September and October

September in Sicily, in a villa by the sea

September may be the finest month on the island. The sea has had all summer to warm, the August crowds have gone home, and the evenings are still long enough for dinner outside. On the slopes of Etna the grape harvest begins, and inland the almond crop is gathered and dried.

The villas below are chosen for making the most of that late warmth. Near Giardini Naxos, steps descend from the pool terrace to the lava rocks. In the Plemmirio reserve outside Siracusa, a heated infinity pool faces the turquoise water, and near Augusta an estate with a walled saltwater pool looks towards Etna. From Ragusa, a pool with a beach entry gazes over olive groves, close to the baroque towns that are gentler to explore once the heat eases.

At a glance

  • 31 private villas
  • From 1 to 12 bedrooms
  • Up to 24 guests in one villa
  • 29 with a private pool
  • 19 with sea views
  • 8 with a cook or staff
  • Availability and price on request, reply within one working day
The sea at its warmest

After three months of sun, the water around Sicily is warmer in September than in June, and often stays pleasant into October.

Harvest on the volcano

Etna's vineyards, among the highest in Italy, are picked from late September. Many estates welcome visitors for tastings.

Fewer people, easier days

Once Italian schools return, beaches, restaurants and roads grow calmer, and villas are often more flexible about dates.

31 villas

Choose your villa

Add up to five villas to your list and send one request with your dates: we confirm availability and price with each owner.

HV10696, Giardini Naxos
HV106967 bedrooms · 13 guests
Giardini Naxos
Taormina and the East Coast
HV1708344304, Taormina
HV17083443045 bedrooms · 10 guests
Taormina
Taormina and the East Coast
HV1557152254, Siracusa
HV15571522544 bedrooms · 8 guests
Siracusa
Taormina and the East Coast
HV1651263704, Fontane Bianche
HV16512637044 bedrooms · 8 guests
Fontane Bianche
Taormina and the East Coast
HV1651263773, Arenella
HV16512637734 bedrooms · 8 guests
Arenella
Taormina and the East Coast
HV1650962318, Plemmirio
HV16509623183 bedrooms · 6 guests
Plemmirio
Taormina and the East Coast
HV205, Augusta
HV20512 bedrooms · 24 guests
Augusta
Taormina and the East Coast
HV1750331167, Ragusa
HV175033116710 bedrooms · 20 guests
Ragusa
Sicily South Coast
HV10412, Trabia
HV1041210 bedrooms · 22 guests
Trabia
Palermo and the West Coast
HV1557152182, Taormina
HV15571521828 bedrooms · 16 guests
Taormina
Taormina and the East Coast
HV1750331175, Taormina
HV17503311755 bedrooms · 10 guests
Taormina
Taormina and the East Coast
HV10723, Cefalù
HV107234 bedrooms · 8 guests
Cefalù
Palermo and the West Coast
HV1557152297, Sicilian Islands
HV15571522973 bedrooms · 8 guests
Sicilian Islands
Sicilian Islands
HV10335, Taormina
HV103353 bedrooms · 6 guests
Taormina
Taormina and the East Coast
HV10396, Taormina
HV103963 bedrooms · 5 guests
Taormina
Taormina and the East Coast
HV10558, Taormina
HV105583 bedrooms · 6 guests
Taormina
Taormina and the East Coast
HV10559, Taormina
HV105593 bedrooms · 6 guests
Taormina
Taormina and the East Coast
HV1708344293, Siracusa
HV17083442932 bedrooms · 4 guests
Siracusa
Taormina and the East Coast
HV1708344294, Siracusa
HV17083442942 bedrooms · 4 guests
Siracusa
Taormina and the East Coast
HV427, Lentini
HV42710 bedrooms · 16 guests
Lentini
Taormina and the East Coast
HV10568, Villasmundo
HV105689 bedrooms · 18 guests
Villasmundo
Taormina and the East Coast
HV1708344326, Ragusa
HV17083443267 bedrooms · 13 guests
Ragusa
Sicily South Coast
HV1557152252, Ragusa
HV15571522526 bedrooms · 16 guests
Ragusa
Sicily South Coast
HV1708344376, Rovittello
HV17083443766 bedrooms · 12 guests
Rovittello
Taormina and the East Coast
Show all 31 villas

Positions are approximate: the exact address is shared once your stay is confirmed.

Good to know

Questions before you choose

Is early October still good for swimming?

Most years it is. The sea keeps much of its summer warmth and pools are generally open until October. A heated pool adds comfort as the evenings cool.

Do villas still rent by the week?

Many do in September, often Saturday to Saturday, though owners tend to be more flexible than in August. We ask about shorter stays if you need them.

What happens after we enquire?

Choose up to five villas for your dates in one request. A person checks each one with the owner and replies within one working day. Nothing is booked until you confirm.