
Castiglion del Bosco · Sleeps 8
A villa for eight is the most natural size in Tuscany: four couples, or two families, in a house where nobody shares a bathroom and the dining table still fits everyone. Expect four or five bedrooms, a private pool, and weekly rates from about €10,000 in the shoulder season. Every house below sleeps at least eight in proper bedrooms, not on sofa beds.
19 houses in the collection

Castiglion del Bosco · Sleeps 8

Castiglion del Bosco · Sleeps 8

Castiglion del Bosco · Sleeps 8

Lucca & Garfagnana · Sleeps 8

Castiglion del Bosco · Sleeps 10

Castelfalfi · Sleeps 10

Dimora Ghirlandaio · Sleeps 10

Castiglion del Bosco · Sleeps 10

Castiglion del Bosco · Sleeps 11

Castiglion del Bosco · Sleeps 12

Castiglion del Bosco · Sleeps 12

Montepulciano · Sleeps 12

Lucca & Garfagnana · Sleeps 14

Lucca & Garfagnana · Sleeps 14

Lucca & Garfagnana · Sleeps 14

Lucca & Garfagnana · Sleeps 15

Maremma · Sleeps 18

Lucca & Garfagnana · Sleeps 24

Lucca & Garfagnana · Sleeps 24
The number that matters is not beds but bathrooms. Eight adults sharing two bathrooms will be counting minutes by the third morning; four en-suites make the same house feel twice the size. We list bedrooms and bathrooms honestly on every page for exactly this reason, and we will tell you when a house that sleeps eight is really a house for six with a study.
The second question is the table. A group of eight eats together every night, which means one table that seats eight without a folding chair at the end, ideally outside under something. It sounds obvious. It is the single most common thing guests thank us for afterwards.
At this size the whole of Tuscany is open to you, which makes region the real decision rather than availability. Chianti puts Florence and Siena within 45 minutes; the Val d'Orcia trades that for the postcard landscape and longer drives; the Lucca plain suits groups who want a walkable city and the coast in the same week. The honest comparison is in our guide to the best areas to rent a villa.
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