Countryside Classic01
Villa GauggioleCastiglion del Bosco · 8 guests · 4 bedrooms
From €98,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Gym
Rooms: 4 bedrooms · 5 bathrooms
Tuscany villas for 8 guests
A villa for eight is the most natural size in Tuscany: four couples, or two families, in a villa where nobody shares a bathroom and the dining table still fits everyone.
40 villas in our Tuscany collection sleep 8 or more, and 39 of them have a private pool. 18 list a heated pool. The largest, Dimora Ghirlandaio Estate, sleeps 37. A private chef can be arranged at every villa.
40 villas
Countryside Classic02
Casa LiliaChianti · 8 guests · 4 bedrooms
From €4,500 / week
Panoramic view · Olive grove
Rooms: 4 bedrooms · 4 bathrooms
Countryside Classic03
Villa ChiusaCastiglion del Bosco · 8 guests · 4 bedrooms
From €94,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Infinity pool · Heated pool
Rooms: 4 bedrooms · 5 bathrooms
Countryside Classic04
Il FrantoioLucca & Garfagnana · 8 guests · 4 bedrooms
From €7,500 / week
Olive grove
Rooms: 4 bedrooms · 4 bathrooms · Private chef
Countryside Classic05
Villa Casa del FiumeCastiglion del Bosco · 8 guests · 4 bedrooms
From €70,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Pizza oven
Rooms: 4 bedrooms · 4 bathrooms
Design Villa06
Podere MastrojanniMontalcino · 8 guests · 4 bedrooms
From €24,500 / week
Working vineyard · Pizza oven
Rooms: 4 bedrooms · 5 bathrooms
Countryside Classic07
Villa BiondiCastiglion del Bosco · 10 guests · 5 bedrooms
From €112,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Working vineyard
Rooms: 5 bedrooms · 6 bathrooms
Countryside Classic08
Casale I BianchiCastelfalfi · 10 guests · 5 bedrooms
From €126,000 / week
Heated pool · Working vineyard
Rooms: 5 bedrooms · 5 bathrooms
Countryside Classic09
Villa Sant'AnnaCastiglion del Bosco · 10 guests · 5 bedrooms
From €101,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Tennis court
Rooms: 5 bedrooms · 6 bathrooms
Countryside Classic10
Casale OlivaioChianti · 10 guests · 5 bedrooms
From €6,699 / week
Panoramic view · Olive grove
Rooms: 5 bedrooms · 5 bathrooms
Countryside Classic11
Villa StabbiCastiglion del Bosco · 11 guests · 6 bedrooms
From €108,500 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Panoramic view
Rooms: 6 bedrooms · 6 bathrooms
Historic Estate12
Villa San BartolomeoMontepulciano · 12 guests · 6 bedrooms
From €13,125 / week
Spa · Infinity pool
Rooms: 6 bedrooms · 6 bathrooms
Countryside Classic13
Villa AgrestoCastiglion del Bosco · 12 guests · 6 bedrooms
From €91,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Spa · Heated pool
Rooms: 6 bedrooms · 6 bathrooms
Historic Estate14
Casale di Sant'AndreaCortona · 12 guests · 7 bedrooms
From €20,700 / week
Infinity pool · Heated pool
Rooms: 7 bedrooms · 6 bathrooms · Private chef
Countryside Classic15
Villa OddiCastiglion del Bosco · 12 guests · 6 bedrooms
From €91,000 / week
On the Rosewood resort estate: spa, restaurants and private golf on site
Heated pool · Tennis court
Rooms: 6 bedrooms · 6 bathrooms
Wellness Estate16
Villa FornacellaChianti · 12 guests · 6 bedrooms
From €9,500 / week
Spa · Heated pool
Rooms: 6 bedrooms · 5 bathrooms
Historic Estate17
Villa Il ColtoArezzo · 12 guests · 6 bedrooms
From €4,570 / week
Heated pool · Panoramic view
Rooms: 6 bedrooms · 5 bathrooms
Countryside Classic18
Podere PianoroChianti · 12 guests · 6 bedrooms
From €8,000 / week
Gym · Panoramic view
Rooms: 6 bedrooms · 6 bathrooms
Countryside Classic19
Villa VetrichinaVal d'Orcia · 12 guests · 6 bedrooms
From €7,875 / week
Infinity pool · Pizza oven
Rooms: 6 bedrooms · 6 bathrooms
Countryside Classic20
Villa delle SorelleVal d'Orcia · 12 guests · 6 bedrooms
From €14,150 / week
Heated pool · Gym
Rooms: 6 bedrooms · 6 bathrooms
Historic Estate21
Villa CastellaroChianti · 13 guests · 7 bedrooms
From €8,500 / week
Heated pool · Wine cellar
Rooms: 7 bedrooms · 7 bathrooms · Private chef
Historic Estate22
Villa LenkaLucca & Garfagnana · 14 guests · 7 bedrooms
From €15,000 / week
Private chef · Frescoed interiors
Rooms: 7 bedrooms · 7 bathrooms · Fully staffed
Countryside Classic23
Casa dell'ErtaChianti · 14 guests · 7 bedrooms
From €7,810 / week
Spa · Infinity pool
Rooms: 7 bedrooms · 7 bathrooms
Contemporary Masterwork24
Villa FarfallaLucca & Garfagnana · 14 guests · 6 bedrooms
From €19,000 / week
Panoramic view · Olive grove
Rooms: 6 bedrooms · 6 bathrooms · Private chef
Countryside Classic25
Villa MatteucciLucca & Garfagnana · 14 guests · 7 bedrooms
From €12,000 / week
Private chef · Olive grove
Rooms: 7 bedrooms · 7 bathrooms · Fully staffed
Countryside Classic26
Villa del FattoreLucca & Garfagnana · 15 guests · 8 bedrooms
From €15,000 / week
Frescoed interiors · Olive grove
Rooms: 8 bedrooms · 8 bathrooms · Private chef
Historic Estate27
Argentaia EstateMaremma · 18 guests · 9 bedrooms
Price on enquiry
Private chef · Spa
Rooms: 9 bedrooms · 10 bathrooms · Fully staffed
Historic Estate28
Casale GherardiChianti · 18 guests · 9 bedrooms
From €20,300 / week
Infinity pool · Working vineyard
Rooms: 9 bedrooms · 9 bathrooms
Historic Estate29
Villa della CappellaCortona · 18 guests · 9 bedrooms
From €10,150 / week
Private chapel · Frescoed interiors
Rooms: 9 bedrooms · 10 bathrooms
Historic Estate30
Villa ErbavoglioChianti · 18 guests · 9 bedrooms
From €17,400 / week
Working vineyard · Olive grove
Rooms: 9 bedrooms · 9 bathrooms
Wellness Estate31
Villa Il CelleseChianti · 19 guests · 10 bedrooms
From €59,500 / week
Spa · Heated pool
Rooms: 10 bedrooms · 11 bathrooms · Private chef
Historic Estate32
Borgo delle VigneChianti · 22 guests · 9 bedrooms
From €11,160 / week
Heated pool · Cinema room
Rooms: 9 bedrooms · 9 bathrooms
Wellness Estate33
Solare del ChiantiChianti · 20 guests · 10 bedrooms
From €13,500 / week
Spa · Gym
Rooms: 10 bedrooms · 9 bathrooms
Restored Borgo34
Borgo BernardiniLucca & Garfagnana · 24 guests · 12 bedrooms
From €23,200 / week
Private chef · Wine cellar
Rooms: 12 bedrooms · 12 bathrooms · Fully staffed
Historic Estate35
Villa Poggio d'OroMontalcino · 24 guests · 12 bedrooms
From €30,730 / week
Panoramic view
Rooms: 12 bedrooms · 14 bathrooms
Historic Estate36
Villa ControniLucca & Garfagnana · 24 guests · 12 bedrooms
From €22,000 / week
Private chef · Private chapel
Rooms: 12 bedrooms · 12 bathrooms · Fully staffed
Countryside Classic37
Villa ElleSiena · 24 guests · 12 bedrooms
From €13,503 / week
Panoramic view · Pizza oven
Rooms: 12 bedrooms · 12 bathrooms
Wellness Estate38
Tenuta La BarricaiaVal d'Orcia · 26 guests · 13 bedrooms
From €22,344 / week
Spa · Infinity pool
Rooms: 13 bedrooms · 13 bathrooms
Wellness Estate39
Tenuta Belvedere EstateChianti · 26 guests · 13 bedrooms
From €67,900 / week
Spa · Working vineyard
Rooms: 13 bedrooms · 13 bathrooms · Private chef
Historic Estate40
Dimora Ghirlandaio EstateDimora Ghirlandaio · 37 guests · 20 bedrooms
From €91,000 / week
Private chef · Spa
Rooms: 20 bedrooms · 17 bathrooms · Fully staffed
Choosing the right villa
Expect four or five bedrooms, a private pool, and weekly rates from about €10,000 in the shoulder season. Every villa below sleeps at least eight in proper bedrooms, not on sofa beds.
What eight guests actually needs
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 villa feel twice the size. We list bedrooms and bathrooms honestly on every page for exactly this reason, and we will tell you when a villa that sleeps eight is really a villa 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.
Where eight-guest villas sit best
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.
Frequently asked
- Which villas in Tuscany sleep 8 with a private pool?
- 39 villas in our collection sleep 8 or more and have a private pool: Villa Gauggiole, Villa Chiusa, Villa Casa del Fiume, Casa Lilia, Il Frantoio, Podere Mastrojanni, Villa Biondi, Villa Sant'Anna, Casale I Bianchi, Casale Olivaio and 29 more. Tell us your dates and we will confirm which are free.
- How much does a villa for 8 cost in Tuscany?
- Roughly €10,000 to €20,000 a week in the shoulder season for a staffed villa at this level, rising to €20,000 to €40,000 in July and August. The rate covers the whole villa: eight guests or five, the price is the same, which is why smaller groups often take a larger villa.
- Do villas for 8 have eight beds or four bedrooms?
- Four or five bedrooms is typical, all sleeping two. We count only proper bedrooms, never sofa beds or camp beds, so a villa listed as sleeping eight genuinely sleeps eight in privacy.
- Can a villa for 8 host a small celebration?
- Yes, and dinners of twenty or thirty are straightforward with a private chef even when the villa sleeps eight. Anything larger, or a ceremony, needs a villa licensed for events; those are on the weddings page.
See also
Tell us the dates, the numbers and what the week is for. , usually within a working day.