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Villas with pool to sleep 30 to 40 people

Villas with pool to sleep 30 to 40 people in Italy.

Extra large villas for extra large groups of family and friends!

Why are our large group holidays for family reunions and special birthday celebrations such fun? One of our clients tells her story.

Tip: Always look at villas slightly bigger than you need as well as those that fit your party size exactly. You may find prices are lower, as each villa is priced individually.

Need more hints to help you choose the right property for your large group? More tips here.

Let’s talk and plan your perfect large villa holiday

N.B. The “sleeps” figure includes any sofa-beds. If you do not wish to use sofa-beds then please check the number of bedrooms and ensure that they will accommodate your party.  


Villa Lungomonte: between Lucca & Pisa. Village of Asciano Pisano with shops, bars and restaurants in walking distance.

Villa Lungomonte : large swimming pool, 10 x 20 meters / 32 x 64 feet


Splendid independent country villa built for the De Medici family.

Villa Lungomonte – contact us here for a quotation based on your own party size. 

VILLA LUNGOMONTE, on the edge of Asciano Pisano.  Near Pisa. Walk to village with shops, bars and restaurants.  Private swimming pool. Lush gardens / lawns.

  • UPDATE : from 2021 season onwards, Villa Lungomonte will sleep up to 32 people in 16 bedrooms.  Groups of 32-44 may rent an additional 1 or 2 cottages in the grounds, giving an additional 6 double bedrooms . (These cottages are only hired out to clients renting the main villa.) 
  • From 2021 season onwards Villa Lungomonte will also have on-site table tennis, an area with portable goalposts for football, volleyball, table football.

Prices for your group on request. 


Santa Flora, sleeps up to 35, private pool, walk to town

Santa Flora grounds

SANTA FLORA, near Capolona, Tuscany.

Walk to small town of Capolona with shops, restaurants and railway station (700m).

A beautiful property near the River Arno.

Santa Flora can sleep up to 36 people in 16 bedrooms.

Comprises an ancient 12th century tower with 4 bedrooms, and a central core with 5 bedrooms, a kitchen and a dining room. Up to 7 extra bedrooms + 5 extra beds can be made available for your group on request.

 Air conditioning.

Jacuzzi, fitness centre, table tennis.


The large communal areas are perfect to organize family meals and reunion dinners.

Chef service on request.

From Santa Flora you can easily reach the main Tuscan cities (Arezzo, Florence, Siena) and characteristic villages in Valdichiana, Orcia Valley and Chianti.

Arezzo is reachable by train through a local connection from Capolona.
From Arezzo there are daily connections to Florence and Rome.

SANTA FLORA –  ask us here for a price for your size of group.


Villa I Grandi di Toscana, sleeps 33, private pool, tennis

Villa I Grandi di Toscana, near Monte san Savino, Tuscany.

Luxury villa surrounded by vineyards and olive groves.


Sleeps up to 33 in 17 bedrooms in 8 elegant apartments and 2 suites with private bathroom.  Panoramic and quiet position. Air conditioning. Wifi.  Set in 62 hectares.

Private swimming pool, tennis court 

The property includes also the “San Ferdinando” winery where excellent wine and DOCG extra virgin olive oil is produced, which can be tasted and bought on the farm.


Villa Ravano near Pisa. Sleeps up to 35, private pool, walk to town.

Villa Ravano – house and private pool

Private pool Villa Ravano pisa

Villa Ravano: private tennis court

Villa Ravano private tennis court


Splendid independent mansion dating back to the year 1500.

Contact us here for a quotation based on your own party size.

VILLA RAVANO, near San Giuliano Terme . Walk to town. 500m walk from bus station, 1.5km walk from railway station. 10km from Pisa airport. Sleeps 30 – 36 people in 16 bedrooms.  Private swimming pool. Games room with billiards and table football. PianoBicyclesTable tennisTennis court. Football pitchWifi. Garden / lawns.

Villa Ravano –  ask us for a price for your size of group.


Flavia, between Pisa & Lucca, sleeps 30

Flavia. Fantastic location, midway between Lucca & Pisa, (both 8km away). 6 apartments with shared pool.  Sleeps 30 in 13 bedrooms, 12 bathrooms.Each apartment with internet access. Versilia beaches 35km. Food shop and bus stop just 100m away. One of the most popular group of apartments in our rental programme. Highly recommended. Shared room with drying and ironing facilities. Large garden with swimming pool shared with property owners.


Bastia, sleeps 30, Umbria

Bastia, near Umbertide, Tuscany/Umbria borders. Sleeps 30 in 13 bedrooms, 13 bathrooms.

Beautiful 15th-century hamlet, recently renovated and converted. The property is made up of 5 spacious apartments, and a vast, equipped garden with a pool and tennis court. Each apartment offers air conditioning, satellite TV and Wi-Fi internet. An elegant common room (in what was originally the ancient chapel) can be used for cooking lessons, breakfasts (upon request), surfing the internet (laptop available), playing the piano.
Breakfast and dinner served on request.


San Donnino, Ville di Corsano, Tuscany. Sleeps 31 in 13 bedrooms, 11 bathrooms. The property can be rented in its entirety for groups, in which case guests may use a large, shared common room with kitchen. Swimming pool.


Il Gualdo, sleeps 34 in 13 bedrooms, walk to town, Pisa area

Il Gualdo, in the village of Gualdo, Tuscany. Convenient location within 15km of Viareggio, Forte dei Marmi, Lido di Camaiore, Marina di Pietrasanta and Camaiore (all well-known Versilia seaside resorts).  Lucca is at 25 km. Pisa (where there is an airport) is only 33km away.  Sleeps 34 in 13 bedrooms, 9 bathrooms. Swimming pool. Barbeque. Free wifi in certain communal areas. 


Borgo Cevoli independent villa sleeps up to 35

Borgo Cevoli – house and private pool

Borgo Cevoli private pool


Contact us here for a quotation based on your own party size. 

BORGO CEVOLI, in the village of Cevoli. Set in the countryside between Pisa and Florence, Tuscany. 

Huge independent villa + annexe.

Can sleep up to 32 people in 15 bedrooms, with 3 extra beds possible for a supplement. Private swimming pool. Hot tub2 Games rooms with pool table. Table tennis. Wifi. Pizza oven. Professional kitchen. 2000m2 of gardens and terraces.

Borgo Cevoli  – ask us for a price for your size of group.



Castelletto apartments pool tennis court tuscany

Castelletto, near Sinalunga, Tuscany. Sleeps 34 in 15 bedrooms, 12 bathrooms. 18th century residence in the Siena area. Swimming pool with diving board, plus children’s pool. Tennis court. Large groups can dine together in Villa Limonaia, in a large room at the garden level. Professional kitchen on site (available on request).  Wine cellar / tavern.  


Villa Aia Vecchia sleeps 35

Swimming pool at Villa Aia Vecchia sleeps 35

Aia Vecchia, near Asciano, Siena and Montepulciano – Tuscany. Sleeps 35 in 15 bedrooms, 10 bathrooms. Infinity swimming pool with Jacuzzi area, a charming pond with thermal water, playground for children and an ancient chapel dating back to the 14th century. Communal rooms. Billiard room. Table-tennis. Mountain bikes.


Podere Romina, sleeps 35, ideal for large groups, tuscany

Romina, near Cortona, Tuscany. Farmhouse sleeps 35 in 13 bedrooms. Divided into 5 apartments.  Communal area with barbecue and large table in the grounds. Barn with kitchen and tables for hire for large group meals etc. Air conditioning and wi-fi in all of the apartments. Bicycles.


Forward to: Villas with pool sleeping 40+ people

Need an even larger property? We have a big selection of multiple-unit properties – e.g. farmhouse complexes divided into apartments with pool and good on-site facilities – that would be suitable for very large groups of 50 – 100+. Please ask us here for more information, giving us details of your party size and requirements.

For smaller groups see our:

Villas with pool sleeping 12 people

Villas with pool sleeping 13 people

Villas with pool sleeping 14 people

Villas with pool sleeping 15 – 16 people

Villas with pool sleeping 17 – 19 people

Villas with pool sleeping 20 – 25 people

Villas with pool sleeping 26 – 30 people

Let’s talk and plan your perfect large villa holiday

+44 (0)1603 812212


Call +44 (0)1603 812212
and talk to one of us, not a call centre info@onestopitaly.com