OccasionsFamily Reunions & Celebrations

Family reunion villas in Tuscany.

Exclusive Tuscany helps families choose private villas for reunions and multigenerational gatherings in Tuscany. Start with the number of overnight guests, bedroom layout and dates; then confirm dining capacity, pool safety and access for everyone in the group. Ask for floor plans, the en-suite bedroom breakdown and details of indoor and outdoor event spaces before choosing.

Still choosing the size of villa? Browse all large villas in Tuscany and compare guest capacity before planning the occasion.

The villas

Villas for family reunions & celebrations.

The whole collection

A starting shortlist. Confirm availability, room arrangements and permission for your celebration before booking.

36 villas

Villa Elle, a villa in Siena, Tuscany
Countryside Classic01
Villa Elle

Siena · 24 guests · 12 bedrooms

From €13,503 / week

Panoramic view · Step-free access

For the gathering: Pizza oven

Villa della Cappella — the villa's facade and entrance garden
Historic Estate02
Villa della Cappella

Cortona · 18 guests · 9 bedrooms

From €10,150 / week

Private chapel · Frescoed interiors

Occasions: Hosts family celebrations, weddings · Pizza oven

Casale Gherardi — aerial view of the stone farmhouses and pool among the olive groves
Historic Estate03
Casale Gherardi

Chianti · 18 guests · 9 bedrooms

From €20,300 / week

Infinity pool · Working vineyard

History on paper: a 1427 document from Bernardo di Bartolomeo Gherardi already describes this farm's forests, soil…

Borgo Bernardini, a villa in Lucca & Garfagnana, Tuscany
Restored Borgo04
Borgo Bernardini

Lucca & Garfagnana · 24 guests · 12 bedrooms

From €23,200 / week

Fully staffed · Wine cellar

Occasions: Hosts family celebrations, weddings, corporate retreats · Private chef

Villa Controni, a villa in Lucca & Garfagnana, Tuscany
Historic Estate05
Villa Controni

Lucca & Garfagnana · 24 guests · 12 bedrooms

From €22,000 / week

Fully staffed · Private chapel

Occasions: Hosts family celebrations, weddings, corporate retreats · Private chef

Dimora Ghirlandaio Estate — at Dimora Ghirlandaio
Historic Estate06
Dimora Ghirlandaio Estate

Dimora Ghirlandaio · 37 guests · 20 bedrooms

From €91,000 / week

Fully staffed · Spa

Occasions: Hosts family celebrations, weddings, corporate retreats · Private chef · Pizza oven

Borgo delle Vigne — the estate's three farmhouses
Historic Estate07
Borgo delle Vigne

Chianti · 22 guests · 9 bedrooms

From €11,160 / week

Heated pool · Cinema room

Occasions: Hosts family celebrations · Pizza oven

Tenuta La Barricaia — the stone villa above its infinity pool and garden
Wellness Estate08
Tenuta La Barricaia

Val d'Orcia · 26 guests · 13 bedrooms

From €22,344 / week

Spa · Infinity pool

Occasions: Hosts family celebrations, weddings, corporate retreats

Villa Poggio d'Oro — the ochre façade across the lawn, framed by umbrella pines
Historic Estate09
Villa Poggio d'Oro

Montalcino · 24 guests · 12 bedrooms

From €30,730 / week

Panoramic view

Occasions: Hosts family celebrations, weddings, corporate retreats

Tenuta Belvedere Estate: Tenuta Belvedere — the villa above its saltwater pool and lawns
Wellness Estate10
Tenuta Belvedere Estate

Chianti · 26 guests · 13 bedrooms

From €67,900 / week

Spa · Working vineyard

Occasions: Hosts family celebrations, corporate retreats · Private chef

Villa Il Cellese — the estate at dusk from the air
Wellness Estate11
Villa Il Cellese

Chianti · 19 guests · 10 bedrooms

From €59,500 / week

Spa · Heated pool

Occasions: Hosts family celebrations, weddings, corporate retreats · Private chef · Pizza oven

Villa Erbavoglio — a bedroom with beamed ceiling and en-suite bathroom
Historic Estate12
Villa Erbavoglio

Chianti · 18 guests · 9 bedrooms

From €17,400 / week

Working vineyard · Olive grove

Four private flats across two stone farmhouses on the Greve riverbank, each with its own kitchenette and living room…

Solare del Chianti — the farmhouse among olive groves and vineyards from the air
Wellness Estate13
Solare del Chianti

Chianti · 20 guests · 10 bedrooms

From €13,500 / week

Spa · Gym

Occasions: Hosts family celebrations, weddings

Argentaia Estate, a villa in Maremma, Tuscany
Historic Estate14
Argentaia Estate

Maremma · 18 guests · 9 bedrooms

Price on enquiry

Fully staffed · Spa

Occasions: Hosts family celebrations, weddings, corporate retreats · Private chef

Villa Lenka, a villa in Lucca & Garfagnana, Tuscany
Historic Estate15
Villa Lenka

Lucca & Garfagnana · 14 guests · 7 bedrooms

From €15,000 / week

Fully staffed · Frescoed interiors

Occasions: Hosts family celebrations, weddings, corporate retreats · Private chef

Casa Lilia — the dining table beneath a picture window onto the garden
Countryside Classic16
Casa Lilia

Chianti · 8 guests · 4 bedrooms

From €4,500 / week

Panoramic view · Olive grove

Occasions: Hosts family celebrations

Villa San Bartolomeo, a villa in Montepulciano, Tuscany
Historic Estate17
Villa San Bartolomeo

Montepulciano · 12 guests · 6 bedrooms

From €13,125 / week

Spa · Infinity pool

Occasions: Hosts family celebrations, weddings, corporate retreats

Il Fienile, a villa in Castelfalfi, Tuscany
Countryside Classic18
Il Fienile

Castelfalfi · 6 guests · 3 bedrooms

From €70,000 / week

Working vineyard · Panoramic view

Occasions: Hosts family celebrations, weddings

Villa Stabbi, a villa in Castiglion del Bosco, Tuscany
Countryside Classic19
Villa Stabbi

Castiglion 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

Occasions: Hosts family celebrations · Pizza oven

Il Frantoio, a villa in Lucca & Garfagnana, Tuscany
Countryside Classic20
Il Frantoio

Lucca & Garfagnana · 8 guests · 4 bedrooms

From €7,500 / week

Olive grove

Occasions: Hosts family celebrations · Private chef

Villa Farfalla, a villa in Lucca & Garfagnana, Tuscany
Contemporary Masterwork21
Villa Farfalla

Lucca & Garfagnana · 14 guests · 6 bedrooms

From €19,000 / week

Panoramic view · Olive grove

Occasions: Hosts family celebrations · Private chef

Villa del Fattore, a villa in Lucca & Garfagnana, Tuscany
Countryside Classic22
Villa del Fattore

Lucca & Garfagnana · 15 guests · 8 bedrooms

From €15,000 / week

Frescoed interiors · Olive grove

Occasions: Hosts family celebrations, corporate retreats · Private chef

Villa Matteucci, a villa in Lucca & Garfagnana, Tuscany
Countryside Classic23
Villa Matteucci

Lucca & Garfagnana · 14 guests · 7 bedrooms

From €12,000 / week

Fully staffed · Olive grove

Occasions: Hosts family celebrations · Private chef

Villa Agresto, a villa in Castiglion del Bosco, Tuscany
Countryside Classic24
Villa Agresto

Castiglion 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

Occasions: Hosts family celebrations · Pizza oven

Villa Chiusa, a villa in Castiglion del Bosco, Tuscany
Countryside Classic25
Villa Chiusa

Castiglion 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

Occasions: Hosts family celebrations

Villa Oddi, a villa in Castiglion del Bosco, Tuscany
Countryside Classic26
Villa Oddi

Castiglion 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

Occasions: Hosts family celebrations · Pizza oven

Podere Mastrojanni — the living room
Design Villa27
Podere Mastrojanni

Montalcino · 8 guests · 4 bedrooms

From €24,500 / week

Working vineyard · Pet friendly

Occasions: Hosts family celebrations · Pizza oven

Villa Castellaro — the villa, its gardens and pool among the olive groves from above
Historic Estate28
Villa Castellaro

Chianti · 13 guests · 7 bedrooms

From €8,500 / week

Heated pool · Wine cellar

Occasions: Hosts family celebrations, weddings · Private chef · Pizza oven

Casa dell'Erta — the infinity pool below the stone farmhouse
Countryside Classic29
Casa dell'Erta

Chianti · 14 guests · 7 bedrooms

From €7,810 / week

Spa · Infinity pool

Occasions: Hosts family celebrations · Pizza oven

Casale di Sant'Andrea, a villa in Cortona, Tuscany
Historic Estate30
Casale di Sant'Andrea

Cortona · 12 guests · 7 bedrooms

From €20,700 / week

Infinity pool · Heated pool

Occasions: Hosts family celebrations · Private chef · Pizza oven

Casale Olivaio — the pool and farmhouse among the olive groves, from above
Countryside Classic31
Casale Olivaio

Chianti · 10 guests · 5 bedrooms

From €6,699 / week

Panoramic view · Olive grove

Occasions: Hosts family celebrations

Villa Fornacella — the villa among cypresses and lawns
Wellness Estate32
Villa Fornacella

Chianti · 12 guests · 6 bedrooms

From €9,500 / week

Spa · Heated pool

Occasions: Hosts family celebrations

Podere Pianoro — the pool and the stone villa
Countryside Classic33
Podere Pianoro

Chianti · 12 guests · 6 bedrooms

From €8,000 / week

Gym · Panoramic view

Occasions: Hosts family celebrations

Villa Il Colto — the villa's façade
Historic Estate34
Villa Il Colto

Arezzo · 12 guests · 6 bedrooms

From €4,570 / week

Heated pool · Panoramic view

Occasions: Hosts family celebrations

Villa Vetrichina — the farmhouse above its pool, with Monte Cetona beyond
Countryside Classic35
Villa Vetrichina

Val d'Orcia · 12 guests · 6 bedrooms

From €7,875 / week

Infinity pool · Pet friendly

Occasions: Hosts family celebrations, weddings · Pizza oven

Villa delle Sorelle — the stone farmhouse above its long pool in the Val d'Orcia
Countryside Classic36
Villa delle Sorelle

Val d'Orcia · 12 guests · 6 bedrooms

From €14,150 / week

Heated pool · Gym

Occasions: Hosts family celebrations

The occasion

What we do,
and don’t.

A big family gathering works when the villa fits the people. Count households as well as guests: couples may want their own bathrooms, children may need rooms close to their parents, and someone who struggles with stairs needs more than a ground-floor bedroom on a listing.

Tell us who is coming and how you want to spend the week. We can help you compare the villas, discuss a private chef and identify the practical details to confirm before you book.

Our Best Sellers and Villas for More Than 16 Guests

Villa Elle and Villa della Cappella are among our best sellers. Start with these villas when putting together your shortlist, then compare the larger villas shown here if more than 16 people are staying overnight.

For a large gathering, match the bedrooms to the households before comparing the celebration spaces. Ask for floor plans and an en-suite bathroom breakdown, then confirm which indoor and outdoor areas can accommodate your planned dinner or event. Our large-group villa collection offers another way to compare villas, including villas for 20 guests or more.

Villas Built for Three Generations

For a multigenerational family reunion, check the route between bedrooms, bathrooms, the dining terrace and the pool. A ground-floor room does not by itself mean step-free access. Ask about internal steps, slopes, bathroom arrangements and the distance between separate buildings.

A family of 12 may need six double bedrooms, or a different mix of twins and doubles. For 16 or 20 guests, check how many people sleep in permanent bedrooms and whether everyone can eat together indoors if it rains. Compare large Tuscany villas by capacity, then ask us to confirm the room allocation.

Floor Plans, En-Suites and Event Spaces

Request the available floor plans before allocating rooms. Check bedroom locations by floor and building, double or twin beds, connecting rooms, stairs and routes to shared spaces. If a current plan is unavailable, ask for a written room-by-room layout.

Confirm how many bedrooms have their own en-suite bathroom, which bathrooms are shared and whether any are reached across a corridor. The total bathroom count alone does not tell you whether each couple or household has a private bathroom.

Ask for details of the actual event spaces: seated dining capacity indoors and outdoors, room for your intended setup, guest toilets, catering access and a covered or indoor alternative in bad weather. Confirm the permitted event guest count separately from overnight capacity, along with supplier access, music rules and any event fees.

The Celebration Dinner

Plan a dinner around the people staying at the villa: dietary requirements, children’s meals, seating and a wet-weather alternative. Private-chef availability, menus, service and costs need to be confirmed for your dates. If the reunion includes a milestone, our Tuscany birthday villa guide covers celebration planning.

Sleeping capacity is not event capacity. Visitors who are not staying overnight, amplified music, suppliers and any larger gathering require the owner’s agreement before booking.

Vow Renewals and Anniversaries

A symbolic vow renewal or anniversary dinner still needs the property owner’s permission for the proposed gathering. Tell us whether you want a private meal for resident guests or a ceremony with additional visitors, a photographer and other suppliers. That distinction affects which villas can be considered.

Keeping Every Age Happy

Confirm cots, high chairs, pool barriers and supervision arrangements for the particular villa. Do not assume a pool is fenced or heated. Ask which bedrooms have air conditioning and whether shops and restaurants require a drive.

Keep part of the stay unscheduled, with optional outings for different interests. Our family villa holiday guide and family activities can help you plan days together without expecting everyone to follow the same timetable.

Budgeting for a Large Family Gathering

Agree the accommodation budget and how households will share it before choosing a villa. Compare the price for your actual dates, then request a breakdown of chef service, groceries, transfers, pool heating, local taxes and any other extras. A security deposit is separate from the holiday spending budget.

For example, an accommodation quote of €18,000 shared by 18 people is €1,000 per person for the stay, before extras. This is illustrative arithmetic, not a villa price or package offer. If you need more space than one property provides, ask about options and confirm the travel distance between them.

What we arrange

  • A villa shortlist based on guest numbers, bedrooms and dates
  • Requests for floor plans, an en-suite bedroom breakdown and event-space details
  • Checks on access needs and child equipment with the property
  • Private-chef enquiries and a celebration dinner proposal
  • Activities and transfers suited to your group, quoted separately

Frequently asked

How do I choose a Tuscany villa for a big family reunion?
Start with overnight guest numbers and bedroom allocation, then check shared dining capacity, access between rooms, pool arrangements and travel distances. Tell Exclusive Tuscany your dates, budget and the ages in the group so the shortlist reflects the whole family.
Can a villa accommodate grandparents and young children?
Suitability depends on the individual villa. Confirm steps, bathroom access, pool barriers, cots and bedroom locations before booking. A ground-floor bedroom alone does not establish that a property is accessible.
Can we invite extra guests to a family celebration?
Only with the property owner’s agreement. Overnight capacity does not establish event capacity; visiting guests, suppliers, music and any ceremony must be discussed before booking.
Can you help plan a family reunion with a private chef?
Yes, we can discuss a private-chef arrangement for a celebration dinner or other meals. Availability, menus, staffing and costs are confirmed separately for your dates and chosen villa.
How many bedrooms do we need for a family reunion?
Count two guests per bedroom — that is how nearly every large villa in the collection is configured, in private bedrooms with their own bathrooms. Twelve guests needs six bedrooms, eighteen needs nine, and twenty-four needs twelve, which is the largest single villa. Above twenty-four we pair neighbouring villas on the same estate rather than crowding one. Children often share, which frees bedrooms but not bathrooms, so tell us the split of adults and children rather than a single total.
Can we see floor plans and check which bedrooms are en-suite?
Ask for available floor plans and a room-by-room bedroom and bathroom breakdown before booking. Confirm which bathrooms are en-suite, which are shared, and the layout across floors and separate buildings. If a current floor plan is unavailable, request a written layout.
What event-space information do we need for a villa celebration?
Confirm indoor and outdoor seated capacity, the wet-weather alternative, catering access, guest toilets and the space needed for your setup. Ask the owner to approve event guest numbers, suppliers, music and timings separately from the overnight booking.

Enquire

Every enquiry is answered personally.