The Full List of our Rental Properties in Tuscany & Umbria

Our hand picked rental properties in size order, starting with the smallest.

Jump to:   6-8 People Villas & Apartments    |   9+ People Villas

If you’d rather browse by location, try our interactive map
 
Florence Apartments
 
La Romantica
Florence
for 2-3
NEW!
Central Florence apartment
A romantic Florence apartment with two panoramic terraces right in the centre! A perfect honeymoon spot.
Panoramic terraces, air conditioning.
Vasari Apartment
Florence
for 2-3
NEW!
Central Florence apartment
Quiet central one-bedroom apartment with cool view over private garden.
Air conditioning.
Sant'Ambrogio
Florence
for 2-5 Florence rental apartment A superb central apartment with a wonderful view of the Duomo from its terrace.
Rooftop terrace!! Air conditioning.
 
Villas - Farmhouses - Country Apartments
 
Casa Elsa
Cortona
for 2 Cortona rental villa
Under the Tuscan sun: a cute little cottage close to cultured Cortona and near Lake Trasimeno.
Shared pool. Baby friendly (with cot & highchair) for very young families.
Montone Due
Montone

for 2 Montone rental villa
A recently restored house in the centre of medieval Montone. Immerse yourself in the atmosphere!
Private terrace. “Montone Due is a jewel.”
Podere La Rota
Moncioni

for 2 Chianti rental villa
A splendid cottage for two happily located between Florence, Siena & Arezzo and within easy walking distance of the village of Moncioni.
Welcome pack, mountain bikes, air conditioning.
Vigne Alta
Pisa
for 2 Pisa rental apartment
First class accommodation on a first class wine estate just 20 km from Pisa airport. It’s even on the first floor!
Shared pool. Pool towels, mountain bikes, mid-week towel change, air conditioning.
Battistacci
Umbertide

for 2 Umbertide Umbria rental villa
An option rare as hen’s teeth! A large and lovely house with a private, full sized pool - perfect for those who “vant to be alone”.
Private pool. Domestic help.
La Gardenia
Todi

for 2-4 Cortona rental villa
A central Todi apartment bursting with character.
Panoramic terrace. Superb value.
La Cascina
Montepulciano

for 2 Montepulciano rental apartment
A recently restored cottage on the Podere Fontecastello farm. Offers superb location with the privacy of a cottage.
Shared pool. Private terrace, air conditioning. Vino della casa.
IL Cipresso & Il Noce
Peccioli
for 2-4 Tuscan rental apartments
Two high standard apartments with shared pool and a restaurant within walking distance. Handy for Pisa and Lucca.
Shared pool. Welcome supper, cooking classes, wine tasting and horse riding can be arranged .
Podere Fontecastello
Montepulciano
for 2-4 Montepulciano rental apartments
Three charmingly rustic apartments within walking distance of Montepulciano’s historic centre - and they aren’t even expensive!
Shared pool. Vino della casa.
Il Poggio
Lake Trasimeno

for 3 Perugia Lake Trasimeno rental apartment
With caring owners, Il Poggio is a stylish retreat for two and perfect for young families. Brilliantly located in the beautiful countryside between Perugia and Lake Trasimeno.
Jacuzzi tub in the garden. Welcome pack, mountain bikes. Umbrian dinners available.
La Stalla
Buonconvento
for 4  Siena rental apartment
A superb apartment on a small farm near the market town of Buonconvento in the countryside around Siena.
Shared pool.
Welcome buffet. Home cooked meals, cookery lessons available.
Il Leccio
Buonconvento
for 4 Siena rental villa
A private cottage on the same farm as La Stalla above. Named after the holm oak tree by the front door.
Shared pool.
Welcome buffet. Home cooked meals and cookery lessons available.
Villa Ulivi
Pisa
for 4 Pisa rental apartment
A stylish 4-person villa on the splendid Poggio al Casone wine estate near Pisa!
Shared pool. Pool towels, mountain bikes, mid-week towel change, air conditioning.
Le Rose
Pisa
for 4 Pisa rental apartment
A recently refurbished ground floor apartment with spa bath tub on the Poggio al Casone wine estate
Shared pool. Pool towels, mountain bikes, mid-week towel change, air conditioning.
Vigne Bassa
Pisa
for 4 Pisa rental apartment
First class accommodation on a first class wine estate just 20 km from Pisa airport. Spoil yourself!
Shared pool. Pool towels, mountain bikes, mid-week towel change, air conditioning.
Torre di Sotto
Montone

for 4 Montone rental villa
Wash away city cares and luxuriate in stylish tranquility. Awesome stereo system by the pool, great views and very helpful, discreet owners.
Private pool and massage pool. Air conditioning included.
Podere Il Sapito
Montaione
for 4-6 San Gimignano rental apartments
Eight delightful apartments, ideal for young families, in a wonderful setting between Florence and San Gimignano.
Shared pool.
La Casa Dipinta
Lucignano
for 4-5 Tuscany village apartment
Remarkable apartment in medieval village, with panoramic terrace and plenty of space. Handy for the A1 too.
Panoramic terrace.
San Silvestro
Cortona

for 5 Cortona rental villa
Step back into the stress-free past and try the simple life at pretty San Silvestro, 2 km outside Cortona.
Use of owner’s pool. Really handy for Cortona.
Dardano
Cortona

for 6 Cortona rental villa
This unpretentious, large house has the authentic flavour of times past and glorious views up to Cortona.
Private pool. Free Tuscan dinner with bookings of 2 or more weeks!
Il Camino
Perugia
for 6 Perugia rental apartment
Huge first floor apartment in a rambling Umbrian farmhouse with plenty of amusements for the kids.
Shared pool.
Villa Chianti Classico
Siena
for 6
NEW!
Fabulous Chianti villa
The upper floor of this fabulous villa: the Chianti's up the hill, the pool's down the road. What more could you want?
Welcome meal/breakfast available.
Il Guardia
Montebenichi
for 6 Chianti rental apartment
A fine choice for adults and children on the wine estate of La Selva, on the edge of Chianti.
Shared pool.
Tennis, boating and fishing. Cantina tour available.
Solata
Montebenichi
for 6 Chianti rental apartment
A larger apartment on the same estate as Il Guardia. The same high standards with more room!
Shared pool.
Tennis, boating and fishing. Cantina tour available.
Il Salariato
Buonconvento
for 6 Siena rental apartment
A superb first floor apartment for 6 near the market town of Buonconvento in the countryside around Siena.
Shared pool.
Welcome buffet, home cooked meals, cookery lessons available.
Il Portico delle Rondini
San Casciano Val Pesa
for 6
NEW!
Florence rental villa
"The Portico of the Swallows" is a classy 17th century farmhouse just 15 km outside Florence.
Welcome pack,Tuscan dinners, cooking classes.
Le Vigne
Pisa
for 6 Pisa rental apartment
First class accommodation on a first class wine estate just 20 km from Pisa airport. Spoil yourself!
Shared pool. Pool towels, mountain bikes, mid-week towel change, air conditioning.
Verdi & Puccini
Montaione
for 6 San Gimignano apartments
Two delightful apartments full of Tuscan character, on a huge wine estate and organic farm: ideal for young families, in a wonderful setting between Florence and San Gimignano.
Shared pool.
Cooking classes, organic produce at zero food miles.
Le Ville di Isabella
Greve-in-Chianti
for 6
NEW!
Greve in Chianti villas
Four spotless 3-bedroom villas with barbecues and private gardens in a hamlet outside Greve in Chianti.
Shared pool.
Splendid trattoria just a short walk away!
San Gregorio
Perugia

for 6 Umbria villa
Pleasingly indulgent and 15 km north of Perugia. Splendid views, an Italian billiard table and a fridge by the pool to ensure the bubbly is well chilled!
Private pool. Domestic help. Cook available.
Villa Gialla
Greve in Chianti
for 6 Chianti rental villa
One of 3 pretty villas in the heart of Chianti. Villa Gialla has a fabulous farmhouse kitchen for the enthusiastic cook. Eduardo, the caretaker, is on hand to make your breakfast or even babysit while you explore the local wineries.
Shared pool.
Cook and cookery lessons can be arranged.
I Portici
Città della Pieve

for 7 Umbria-Tuscany villa
An old favourite returns after a 7-year absence. Exceptional value within walking distance of Perugino's Città della Pieve on the Umbria-Tuscany border.
Home produced olive oil for sale.
Tartagli Alti
Lake Trasimeno

for 7 Paciano Lake Trasimeno rental villa
Glorious setting with exceptional views. Perfect for the kids and language lessons available in the nearby village of Paciano, 15 minutes walk away.
Private pool. Domestic help.
Villa Moscatelli
Sarteano

for 8 Tuscan rental villa
A child-orientated villa that can’t fail to please! With easy access to the A1, as well as the sights of Tuscany and Umbria, it’s a perfect base for exploring too.
Pool nearby. Domestic help, superb views.
Villa La Stella
Preggio

for 8 Umbria rental villa
Imaginative restoration of old farmhouse in great Italian style. In the green hills on the Umbria-Tuscany border - the best of both worlds!
Private pool. Domestic help available.
Pino Est
Cortona
for 8 Cortona villa with pool
Recently refurbished 4-bedroom villa on the Il Pino estate. Stylish comfort in a great location at a very reasonable price.
Shared pool. Air conditioning.
San Savino
Antognolla
for 8
NEW!
Umbria golf villa
Beautiful refurbishment of villa and chapel within gated grounds on golf estate. Perfect seclusion with good accessibility.
Private pool. Domestic help and cookery classes available.
Villa Gelsomini
Todi

for 8 Umbria rental villa
A light, bright villa near Todi with 4 bedrooms and ... a restaurant within 5 minutes walk of your front door!!
Private pool. Domestic help. Cooking classes, meals, shopping service available.
Villa Azzurra &
Villa Arancio
Greve in Chianti
each
for 8
Chianti rental villa

A huge, ancient farmhouse in the heart of Chianti, converted into 3 pretty villas sharing a large pool. Put them together with Villa Gialla (sleeps 6) for a large group, or rent just one for an outstanding holiday treat in Tuscany.
Shared pool. Breakfast service and babysitting at 10 euro an hour.

L'Eremo
Gaiole in Chianti
for 8 Chianti rental villa
Great for all the family! Your own private sauna plus tennis, fishing, the estate’s own restaurant and stunning walks among the Chianti hills.
Private pool. Domestic help.
Alla Collina
Todi

for 8 Todi rental villa
A splendid high-end family house. Perfect if you are looking for something special. Optional guest cottage can accommodate 6 people.
Private pool. Domestic help. Cook available.
Villa Chianti Classico
Siena
for 10
NEW!
Fabulous Chianti villa
An excellent choice for two families with great location just outside Siena, local pool and Chianti aplenty!
Welcome meal/breakfast available.
Villa Vino Nobile
Montepulciano
for 10 Montepulciano vineyard villa
A newly restored smart 5-bedroom, 5-bathroom villa on its own wine estate. Immerse yourself - the winery's downstairs!
Private pool. Wine tasting and tour included, air conditioning.
Villa Il Cancello
Montepulciano
for 10-12 Fabulous Montepulciano villa
A modest looking villa that's bursting with character on the inside - check it out, it's bigger than it looks!
Private pool. Domestic help, cook available.
Borgano
Fabro

for 10-12 Umbria rental villa
Another old Summer's Leases friend returns. Borgano is in southern Umbria, perfectly located for exploring Orvieto, Todi, Etruria and Rome. With optional private apartment for 2.
Private pool. Domestic help. Cook available.
Corzanello
San Casciano Val di Pesa
for 12
NEW!
Tuscan villa
Atmospheric villa really in the "Chianti Fiorentino" - the part just south of Florence. Fabulous countryside.
Shared pool. Welcome pack, domestic help and cook available.
Villa Le Fonti
Arezzo
for 12-16 Tuscan villa
A fabulous Italianate villa really handy for Arezzo and the Valdarno area of Tuscany.
Private pool. Domestic help and cook available.
Villa Poggio Bartoli
Vicchio
for 12-18
Discounts
Florence rental villa
A real Medici villa! In the Mugello area just 45 km from Florence, this villa accommodates 12 guests in historic style. The optional annex adds 3 more suites.
Private pool. Domestic help, cook available, air conditioning.
Villa Gelsomini
Todi

for 9-14 Umbria rental villa
A recently restored villa near Todi with 4 spacious bedrooms on the ground floor and ... room for larger parties with the addition of the upper floor. Restaurant within 5 minutes walk!
Private pool. Domestic help. Cooking classes, meals, shopping service available.
Badicroce
Arezzo
for 14
Discounts
Arezzo villa close to Florence
Something different - elegant comfort in an authentic Tuscan hunting lodge. 2,500 very private acres, pure air, a wealth of wildlife, 20 minutes drive from Arezzo and an hour from Florence.
Private lake. Domestic help. Cook available. Heating included in the cooler months.
Alla Collina
Todi

for 16 Todi rental villa
A splendid high-end family house with 6-person guest cottage. Perfect if you are looking for something special.
Private pool. Domestic help. Cook available.
Sobole
Greve in Chianti
for 22 Chianti rental villa
A lovely villa divided into two parts immersed in the Chianti region yet just 40 km from Florence.
Private pool.
Cook and cookery lessons can be arranged.
Villa Petrolo
Valdarno Superiore
for 17-33
NEW!
Luxury Tuscan villa where David Cameron stayed
The Downton Abbey of Tuscany! This is where prime minister Cameron stayed in 2011.
Private pool and tennis court. Domestic help daily. Cooks available.
Finocchieto Village
Buonconvento
for 2-44
NEW!
Luxury villa complex outside Siena
A private gated village where personal priorities are paramount - a private holiday, wedding, business meeting, anything!.
Private pool, gym, sauna etc. With seriously spoiling luxury on hand.

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