TheChosenStay

Midnight Ball

ESTATE • PISA, TUSCANY, ITALY

20 Bedrooms • 14.5 Bathrooms • Sleeps 36

Private PoolPrivate ChefWine CellarOutdoor KitchenFire Pit

Midnight Ball is a palatial 20-bedroom estate in the rolling Tuscan countryside outside Pisa, originally built in the 15th century as a hunting villa for the De' Medici family. This extraordinary property sleeps 36 guests across the main villa and two additional cottages within sprawling manicured grounds that include olive groves, a swimming pool, and multiple terraces. The estate retains its aristocratic grandeur with original features including a ballroom converted into a lavish lounge around the original fireplace, a marble staircase, and antique beds with canopy curtains illuminated by candelabra. The formal dining room maintains its regal atmosphere whilst a second informal sitting room provides relaxed gathering space. Two fully-equipped kitchens serve the property: one inside and a summer kitchen outdoors for alfresco dining. The wine cellar offers private tasting opportunities, whilst outdoor amenities include volleyball and table tennis facilities alongside the fire pit and outdoor kitchen. Located just ten minutes from Pisa's historic centre and the iconic Leaning Tower, the estate provides both seclusion and convenient access to Tuscany's cultural attractions. With private chef services available and extensive grounds for large gatherings, Midnight Ball serves multi-generational families, wedding parties, and groups seeking an authentic aristocratic Tuscan experience with modern luxury amenities.

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Best time to visit

summer
20-30°Cjun · jul · aug
high crowdfair value

Summer maximises the estate's outdoor amenities including the pool, terraces, and olive groves whilst providing ideal conditions for alfresco dining and evening gatherings that suit the property's grand entertaining scale.

Late spring through early autumn offers optimal weather for outdoor dining and pool activities, with May through September providing reliable sunshine for terrace living. Summer delivers classic Tuscan warmth perfect for evening gatherings in the olive groves, though the villa's thick stone walls maintain comfortable interior temperatures. Shoulder seasons of April and October offer excellent value with pleasant weather for exploring Pisa and the broader Tuscan region, whilst winter provides authentic local life experiences with fewer tourists.

winter

dec · jan · feb

Cool and occasionally wet with mild temperatures. The thick stone walls of the villa provide natural insulation and cosy interior warmth.

6-14°C

low crowdexcellent value

Excellent value period with significantly lower rates. The estate feels particularly atmospheric in winter with original fireplaces creating warmth and ambience.

spring

mar · apr · may

Mild and increasingly warm with occasional spring showers. Perfect for outdoor dining and exploring the olive groves.

12-22°C

moderate crowdgood value

Popular time for Italian holidays around Easter. Book early for April and May when weather becomes reliably warm for outdoor activities.

summer

Recommended

jun · jul · aug

Warm and consistently sunny with hot afternoons ideal for pool activities. Evening temperatures perfect for outdoor dining and terrace gatherings.

20-30°C

high crowdfair value

Peak season with highest rates and maximum demand. The estate's multiple outdoor spaces and pool make summer the ideal time for large group gatherings.

autumn

sep · oct · nov

Warm early autumn cooling to mild temperatures with occasional rain. Harvest season brings special atmosphere to the surrounding countryside.

10-24°C

moderate crowdgood value

September offers continued summer warmth with lower demand. October and November provide excellent value as tourism decreases but weather remains pleasant for outdoor activities.

Why we chose it

The documented De' Medici provenance sets this apart from other luxury Tuscan rentals, offering guests the rare opportunity to stay in a property with genuine Renaissance aristocratic history. The original ballroom, now converted to a grand lounge with the period fireplace intact, creates an experiential connection to Italy's noble past that most estates cannot replicate. Unlike typical large villas that feel like expanded holiday homes, Midnight Ball maintains the spatial grandeur and formal entertaining capability it was designed for, with a banquet-worthy dining room and wine cellar that support true estate-style hospitality. The combination of 20 bedrooms across multiple buildings with extensive grounds creates privacy options rare even among large Tuscan properties, allowing different groups within a party to find their own space whilst maintaining connection to the communal areas.

Reviewed by The Chosen Stay · 2026

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01The Architecture

Built in the 15th century for the De' Medici family, Midnight Ball exemplifies Renaissance villa architecture with its Siena-yellow facade and traditional wood-shuttered windows characteristic of Tuscan noble residences. The estate centres around the main villa housing twelve bedrooms, with two additional cottages providing six more bedrooms in a more modest architectural style. The original ballroom remains the architectural centrepiece,…

02The Interior

The interior preserves its aristocratic heritage through careful retention of period elements including rich oil paintings, original fireplaces, and antique furnishings that reflect the villa's noble origins. The formal dining room maintains its banquet-scale proportions with furnishings befitting royal entertaining, whilst the converted ballroom showcases a grand piano against the original fireplace. Bedrooms feature antique canopy beds with curtained drapery,…

03The Outdoor

The estate encompasses extensive manicured grounds featuring working olive groves that connect guests to Tuscany's agricultural heritage. Multiple terraces and patios provide varied outdoor dining and relaxation spaces, with the poolside terrace serving as the primary alfresco entertaining area. The swimming pool offers respite from Tuscan summer heat, complemented by lawn areas for casual recreation. Active amenities include volleyball and…

04The Location

Set in the rolling countryside outside Pisa, Midnight Ball occupies a secluded position that epitomises the Tuscan landscape of vineyard valleys and hilltop towns. The estate sits just ten minutes by car from Pisa's historic centre, providing convenient access to the iconic Leaning Tower and the city's Renaissance architecture. The location balances rural tranquillity with practical access to amenities, including…

05Ideal For

Midnight Ball serves large multi-generational families, wedding parties, and milestone celebration groups requiring both grandeur and privacy for 30-plus guests. The combination of formal entertaining spaces and multiple accommodation buildings makes it ideal for groups with varied social preferences and age ranges. Corporate retreats benefit from the estate's meeting-capable spaces and team-building amenities, whilst the historical setting appeals to guests…

Amenities

ElevatorPrivate PoolAir ConditioningWiFiParkingFireplaceTerraceOutdoor KitchenWine CellarCribHigh ChairPet FriendlyTable TennisVolleyball CourtFire PitPrivate ChefPatio
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TheChosenStay's Guide

experience

Leaning Tower of Pisa

The iconic 14th-century tower sits just ten minutes from the estate. Climb to the top for breathtaking views and time your visit for early morning to avoid crowds.

10 minutes by car

dining

I Porci Comodi

This intimate restaurant serves exceptional Tuscan platters with generous portions and carefully chosen local ingredients. Perfect for sampling regional specialities without the formality of hotel dining.

18 minutes by car

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Frequently Asked

Click the booking link to be taken directly to our booking partner, where you can check availability and complete your reservation.

Midnight Ball accommodates 36 guests across 20 bedrooms. Twelve bedrooms are located in the main villa, with an additional six bedrooms split across two cottages on the grounds.

The estate has both an indoor fully-equipped kitchen and an outdoor summer kitchen. Your host can arrange a private chef for an additional fee, perfect for preparing banquets in the formal dining room or alfresco meals on the terraces.

Both arrival and departure times are flexible and should be arranged directly with your host Fabio, who manages the property and will coordinate timing to suit your travel plans.

Yes, pets are welcome at the estate. The extensive grounds provide excellent space for dogs to exercise safely.

The nearest commercial airport is Pisa International, approximately 20 minutes by road. Amerigo Vespucci Airport in Florence provides additional connectivity at one hour eight minutes drive. For private aviation, Pisa International accepts charter aircraft directly into Tuscany.

Yes, the estate welcomes children and infants. Your host can provide a cot, high chair and changing table. The extensive private grounds offer safe space for children to play, though the property has original features requiring supervision.

The estate offers swimming, volleyball, table tennis, and wine tasting in the original cellar. The grounds include fire pit areas for evening gatherings and multiple terraces for relaxation. The historic Leaning Tower of Pisa is just ten minutes away for cultural exploration.

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Midnight Ball

$3,914 / week

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