Holiday Homes, Apartments And Villas With Air Conditionig in Tuscany

Our selection of Holiday Villas, Farm Houses, Apartments and Holiday Homes with Air Conditioninig, situated in the most beautiful areas of Tuscany, Umbria and Lazio.
Choose one of the Holiday accommodation with air conditioning in Tuscany for a really confortable stay:

VILLAS WITH POOL

CASINA PARADISO

Cortona

Typical cottage in the hills of Cortona, perfect for couples for a romantic holiday or honeymoon. Located near the border between Tuscany and Umbria.

APARTMENTS WITH POOL

Independent small house perfect for 4 people, with swimming pool shared with the owners, Wi-Fi access and outdoor area equipped for eating out. 8 km from the town of Cortona, province of Arezzo.

APARTMENTS WITH POOL

SANGUINETO - NOBILE

Montepulciano

Apartment in an old farmhouse, perfect for a couple and located in Val d'Orcia a few km from Montepulciano, amidst vineyards and olive groves. Internet access, satellite TV, pets allowed, panoramic swimming pool and wellness centre.

APARTMENTS WITH POOL

SANGUINETO - CIPRESSO

Montepulciano

A typical apartment perfect for couples, located in the Val d'Orcia a few km from Montepulciano, overlooking vineyards and olive groves. Internet connection, satellite TV, pets allowed and a wonderful swimming pool in common use.

APARTMENTS WITH POOL

SANGUINETO - BELVEDERE

Montepulciano

Apartment in agriturismo in the heart of Val d'Orcia, a few km from the town of Montepulciano, set among vineyards and olive groves. Internet access, satellite TV, pets allowed. Large pool in common use. Perfect for a couple.

APARTMENTS WITH POOL

SANGUINETO - GIRASOLE

Montepulciano

Small, panoramic appartment located in Val d'Orcia a few km from the village of Montepulciano, with views of vineyards and olive groves. Excellent finishes, perfect for couples. Pets allowed, large swimming pool in panoramic position.

APARTMENTS WITH POOL

Air-conditioned holiday apartment in the heart of Maremma, perfect for a couple. Around 50 km away from the Tyrrhenian coast, from the resorts of Castiglione della Pescaia and Marina di Alberese.

APARTMENTS WITH POOL

Ground-floor apartment in the middle of the countryside in an agriturismo with a wide, green garden, large swimming pool in common use, satellite TV and air conditioning. 4 km away from the Etruscan town of Cortona.

APARTMENTS WITH POOL

Ground-floor apartment in a farmhouse, private equipped gazebo. Large garden, swimming pool, satellite TV and air conditioning. 4 km from the Etruscan town of Cortona. Ideal for visiting Tuscany and central Italy.

HOUSES WITHOUT POOL

VILLA ITALIA

Talla

Villa Italia is nestled among the forests of the Casentino. Here, every detail tells the story of a family and its land. Three bedrooms and three bathrooms make it perfect for groups of up to eight people.

APARTMENTS WITH POOL

Apartment located on a farm in the Valdichiana countryside, near the village of Cortona. Perfect for 6 people and placed on the ground floor. Equipped with a swimming pool in common use, Wi-Fi access and outdoor area equipped for eating out.

APARTMENTS WITH POOL

Typical detached small house set in a quiet location in the Valdichiana countryside, sleeps 6, shared swimming pool, Wi-Fi and outdoor area equipped for eating out. 8 km from Cortona, in the province of Arezzo.

VILLAS WITH POOL

SELVA DEGLI ULIVI

Foiano della Chiana

Characteristic small stone house ideal for couples for a romantic holiday. Air conditioning, Wi-Fi available, garden with equipped pergola and small pool. A welcome basket for breakfast is provided free of charge.

CITY APARTMENTS

BORGOREGIO

Foiano della Chiana

A typical house located in the historic village of Pozzo della Chiana, with a large furnished terrace. Ideal for visiting Tuscany and for a relaxing break between history, culture and beauty.

APARTMENTS WITH POOL

Accommodation for 6 persons on the ground floor of a panoramic farmhouse just a few km from the town of Cortona. Large outdoor spaces, private equipped gazebo and wide swimming pool in common use.

APARTMENTS WITH POOL

Ground floor apartement in a farmhouse. In the countryside a few km from the beautiful town of Cortona. Large swimming pool with solarium, large outdoor spaces and private area with equipped gazebo.

VILLAS WITH POOL

PODERE CAPANNE

Sinalunga

Old stone farmhouse with large, green, private garden and swimming pool. Perfect for 2 couples or a family. Situated in the hills, not far from the small village of Rigomagno, in the Sienese countryside.

VILLAS WITH POOL

SAN EUSEBIO

Cortona

Stone farmhouse with private swimming pool, hilly, panoramic and quiet position, surrounded by silver olive trees. Ideal starting point for visiting Tuscany. The beautiful town of Cortona is about 4 km away.

VILLAS WITH POOL

CASA CIABATTI

Castel Focognano

Portion of an old stone country house, well-kept garden and private swimming pool. Situated a few km from the village of Castel Focognano, in the green valley of Casentino. Perfect for romantic holidays and honeymoons.

APARTMENTS WITH POOL

PALAZZO CONTI - IL CIPRESSINO

San Quirico d'Orcia

First-floor apartement in a typical, extremely panoramic agriturismo in Val d'Orcia. Perfect for a couple with satellite TV, Wi-Fi connection, swimming pool, bio-lake. On-site restaurant where you can taste typical Tuscan dishes.

APARTMENTS WITH POOL

Apartment perfect for a family on 2 floors located in the beautiful Val d'Orcia, a few km from Montepulciano, surrounded by vineyards and olive groves. Internet connection, satellite TV, pets allowed and swimming pool in common use.

VILLAS WITH POOL

Small stone cottage for 4 persons, private terrace for eating outside, large garden, beautiful swimming pool with Jacuzzi and green equipped outdoor spaces. The village of Asciano is within walking distance.

APARTMENTS WITH POOL

First floor apartment in a farmhouse, suitable for families with children, with air conditioning. Situated about 9 km from Cinigiano and Paganico, in the heart of the Maremma. The beaches of Castiglione della Pescaia about 40 minutes away by car.

APARTMENTS WITH POOL

Second floor apartment in a farmhouse, set in the green hills of the Maremma, 9 km away from the village of Paganico and 50 km from the golden beaches of Castiglione della Pescaia.

VILLAS WITH POOL

Typical stone house for two persons. Romantic, panoramic, quiet. Wi-Fi access, outdoor jacuzzi and private pool and garden. Perfect for honeymooners or couples holidays.

APARTMENTS WITH POOL

Farmhouse apartament located in the green countryside of Valdichiana. Situated near the town of Cortona, sleeps 9 with swimming pool, Wi-Fi access and outdoor area equipped for eating and relaxing in the open air.

APARTMENTS WITH POOL

PALAZZO CONTI - PONENTE

San Quirico d'Orcia

Ground floor apartment for 4 persons with furnished portico. Situated in a farmhouse in Val d'Orcia, a few steps from Pienza. Equipped with air conditioning, satellite TV and Wi-Fi. Swimming pool, bio-lake and small restaurant available.

APARTMENTS WITH POOL

SANGUINETO - SANGUINETO1

Montepulciano

Accommodation located in Val d'Orcia, a few km from Montepulciano, in an agriturismo among vineyards and olive groves. Internet access, satellite TV, pets allowed, large swimming pool and wellness centre. Perfect for a family.

APARTMENTS WITH POOL

SANGUINETO - LOGGINA

Montepulciano

Apartment with typical loggia located in Val d'Orcia a few km from the village of Montepulciano, in the midst of vineyards and olive groves. Excellent finishes and pets allowed, large swimming pool and wellness centre available.

VILLAS WITH POOL

Stone house in a secluded and extremely panoramic position, 15 km from Cortona, with private pool and fenced garden ideal for holidays with your pets. Perfect for living in contact with nature and for trekking.

VILLAS WITH POOL

PODERE I GIGLI

Castiglion Fiorentino

Recently restored stone villa with private pool, ideal for couples of friends or families wishing to visit Tuscany, even without renting a car. Castiglion Fiorentino railway station is only a few hundred metres away.

VILLAS WITH POOL

LA CASA DI PINO

Castiglion Fiorentino

Cottage with private pool and Jacuzzi corner, ideal atmosphere for romantic couples and honeymooners. Large garden with equipped areas designed to enjoy moments in the open air. Located in the Val di Chio, 7 km from Castiglion Fiorentino.

VILLAS WITH POOL

BACCIO DI MAGIO

Capolona

2-bedroom cottage with air conditioning immersed in the Tuscan countryside, restaurant and bar within walking distance, Arezzo is approx. 10 km far. Private pool and large outdoor spaces, perfect for a family or two couples of friends.

VILLAS WITH POOL

CERRETINI

Montepulciano

Typical Valdichiana farmhouse in red bricks, near the border between Tuscany and Umbria and a few km from Montepulciano. Panoramic garden, private pool and equipped gazebo. Table tennis, volleyball court, suitable for groups with children.

CITY APARTMENTS

Apartment for 2 persons a few steps from the center of the village of Sinalunga, garden and swimming pool. High level furniture and Wi-Fi Internet access.

APARTMENTS WITH POOL

Ground-floor apartament for 4 persons, in luxury farmhouse located in an extremely panoramic position on the Chianti hills. Swimming pool, tennis court, five-a-side football pitch, air conditioning and Wi-Fi are available.

APARTMENTS WITH POOL

Two-storey apartment perfect for 4 people. Located in a luxury farmhouse with swimming pool, tennis court, five-a-side football pitch, air conditioning and Wi-Fi access. Situated in a panoramic position in the Chianti hills.

APARTMENTS WITH POOL

Two-storey appartment for 4 people, in luxury farmhouse with swimming pool, tennis court, five-a-side football pitch, air conditioning and Wi-Fi access. Situated in a panoramic position in the Chianti hills.

VILLAS WITH POOL

TRIBBIANO

Arezzo

Very old stone farmhouse perfect for 5 persons with private garden and pool. Completely fenced plot. Immersed in the quiet woods above the small village of Antria, 10 km from Arezzo. Ideal for relaxing holidays.

VILLAS WITH POOL

VILLA GALLETTO

Foiano della Chiana

Independent villa, perfect for a couple, nestled among the gentle hills near Foiano della Chiana. Warm and refined atmosphere. Includes access to a pool and expansive green spaces.

APARTMENTS WITH POOL

Cottage with private pool situated in the heart of the Maremma. Extremely panoramic, total privacy, suitable for couples. Paganico is 9 km away, the beaches of Castiglione della Pescaia are approx. 50 km far.

HOUSES WITHOUT POOL

CASALE IL CANAIOLO

Castiglion Fiorentino

Casale il Canaiolo, a holiday home in Tuscany with a garden, local products, a tennis court, and panoramic views. Just 1,5 km from Castiglion Fiorentino.

HOUSES WITHOUT POOL

A cosy small cottage surrounded by the greenery of the Valdarno, ideal for a relaxing holiday just a stone's throw from Bucine, with modern comforts, private enclosed garden with hot tub and special attention for four-legged friends.

APARTMENTS WITH POOL

PALAZZO CONTI - IL LAGHETTO

San Quirico d'Orcia

Ground floor wheelchair accessible apartement in agriturismo in Val d'Orcia, a few km from the village of Pienza. Private panoramic porch, air conditioning, swimming pool, bathing bio-lake and small restaurant.

APARTMENTS WITH POOL

PALAZZO CONTI - LA GINESTRA

San Quirico d'Orcia

2-bedroom apartment for 6 people on the first floor in an extremely panoramic agritourism in Val d'Orcia. Satellite TV, Wi-Fi, swimming pool, bio-lake and small restaurant to taste typical Tuscan dishes.

VILLAS WITH POOL

Ancient manor house perfect for large groups, located near the Etruscan town of Cortona with private garden and swimming pool. Pets are welcome, Wi-Fi access and large furnished outdoor area available.

VILLAS WITH POOL

FONTE VINAGLIA

Castiglion Fiorentino

Stone villa with private pool and garden, satellite TV, air conditioning and Wi-Fi access. Situated on the hills of the Valdichiana, with beautiful views of Castiglion Fiorentino, 7 km away. In the village all kinds of shops and services.

VILLAS WITH POOL

VILLA CECILIA

Castiglion Fiorentino

Villa with private swimming pool and large, well-kept, fully fenced garden. Ideal for holidays with your pets. Located just 4 km from the village of Castiglion Fiorentino on a rolling hill in a panoramic position.

VILLAS WITH POOL

GALLERIA DI BROLIO

Castiglion Fiorentino

Country villa with private pool, situated between Castiglion Fiorentino and Foiano. Perfect for relaxing holidays, Tuscan dinners and wildlife encounters. Easy travel by car and train to the major Italian cities.

VILLAS WITH POOL

PAGLIAZZONE

Bucine

Nice cottage ideal for couples, large enclosed garden with private pool. Pets are welcome. Bucine is only 1 km away and reachable with a nice walk. Ideal location for visiting Florence, the Chianti region and the Siena area.

APARTMENTS WITH POOL

Perfect apartement for a family on the first floor, in a luxury farmhouse with panoramic swimming pool, tennis court, five-a-side football pitch, air conditioning and Wi-Fi connection. Located in the beautiful Chianti hills.

APARTMENTS WITH POOL

PALAZZO CONTI - LE CRETE

San Quirico d'Orcia

Typical ground-floor apartment in panoramic farmhouse situated in Val d'Orcia. Excellent equipment, satellite TV, Wi-Fi access, swimming pool, bathing biolago and small restaurant to taste typical Tuscan dishes.

VILLAS WITH POOL

CASA ANGELA

Castiglion Fiorentino

Typical Tuscan house with private and fenced swimming pool. View on the village of Castiglion Fiorentino only 4 km far. Suitable for families with children and groups of friends wishing to visit Tuscany and nearby Umbria.

VILLAS WITH POOL

VILLA GIOIOSA

Monte San Savino

Typical stone villa with private pool, situated in a quiet and secluded position, a few km from the village of Monte San Savino. Ideal for the holidays of a family with children or for two couples of friends.

APARTMENTS WITH POOL

Two-storey appartment for 6 people, in luxury farmhouse with swimming pool, tennis court, five-a-side football pitch, air conditioning and Wi-Fi. Situated in a panoramic position on the Chianti hills.

APARTMENTS WITH POOL

Typical two-storey apartment for 6 people, with swimming pool, tennis court, five-a-side football pitch, air conditioning and Wi-Fi access. Situated in an extremely panoramic position on the green hills of Chianti.

VILLAS WITH POOL

VILLA ORLANDO

Civitella in Val di Chiana

A traditional Tuscan villa in an exceptionally panoramic position just 2 km from Civitella in Valdichiana, where nature, comfort, and tradition blend to offer a truly unique holiday experience.

VILLAS WITH POOL

POGGIO FALCONE 6

Castiglione del Lago

Ancient manor house with large park and private swimming pool. On the border between Tuscany and Umbria, a few km from Lake Trasimeno. Fenced garden ideal for holidays with your pet friends.

VILLAS WITH POOL

IL FORNACINO

Rapolano Terme

Stone villa built in an old furnace and completely restored, with private swimming pool and garden. Set on the hills of Rapolano Terme in the province of Siena. Equipped with air conditioning. Pets are welcome.

VILLAS WITH POOL

CASA CERVOGNANO

Montepulciano

Cottage with private swimming pool, outdoor Jacuzzi and air conditioning. Extremely panoramic position, surrounded by vineyards in the Montepulciano countryside, only 3 km away. ideal for a romantic escape.

VILLAS WITH POOL

VILLA GALLO

Foiano della Chiana

Spacious and welcoming villa, ideal for 4 guests, equipped with all modern comforts. Conveniently located outside Pozzo della Chiana. Features a swimming pool set in a lush and thoroughly maintained garden.

VILLAS WITH POOL

SAN LORENZO

Monte San Savino

San Lorenzo is a comfortable villa with a good balance between modern comforts and the authentic style of the Tuscan farmhouse.

VILLAS WITH POOL

Villa with private pool with waterfall, surrounded by olive trees and green woods on the Sienese hills just a short distance from the villages of Sinalunga and Trequanda. Horse riding available, a few hundred meters away.

APARTMENTS WITH POOL

PALAZZO CONTI - CORBEZZOLO

San Quirico d'Orcia

Spacious 3-room apartment on the ground floor in a holiday farm in Val d'Orcia. Satellite TV, Wi-Fi access, panoramic swimming pool, bathing bio-lake and a small restaurant on site where you can enjoy typical Tuscan dishes.

VILLAS WITH POOL

CASALE LORENZO

Subbiano

Luxury villa with private pool, outdoor Jacuzzi, billiard room and air conditioning, situated at the gateway to the green Casentino valley a few km from Arezzo. Ideal for families with children, well-equipped kitchen wide and panoramic garden.

HOUSES ON THE COAST

LA BOUGANVILLE

San Felice Circeo

Luxurious villa in a panoramic position about 400 metres from the sea and 100 metres from the characteristic village of San Felice Circeo. Lush garden and large covered terrace elegantly furnished with sea view.

VILLAS WITH POOL

COLLINA DEI FIORI

Castiglion Fiorentino

Villa with private pool, tennis court and table tennis located in Castiglion Fiorentino. Panoramic position, for family holidays amid nature and relaxation. Large fenced garden ideal for holidays with your pets.

VILLAS WITH POOL

CASALE IL TRECENTO

Castiglion Fiorentino

Villa with private pool and tennis court, with the right mix of modern comfort, style and tradition. Hilly position, surrounded by olive groves and vineyards, the town of Castiglion Fiorentino can be reached by a short walk.

VILLAS WITH POOL

Ancient stone villa with private pool and panoramic solarium immersed in a fully fenced green park. Less than 1 km from the village of Bibbiena, reachable on foot with a walk in the countryside. Perfect for 8 guests.

VILLAS WITH POOL

CASAVECCHIA

Castiglion Fibocchi

Very panoramic villa with private fenced swimming pool situated between Arezzo and Florence. The town of San Giustino Valdarno is 7 km away. Ideal for relaxing holidays in groups , or with your pets company.

VILLAS WITH POOL

Two adjacent small houses that can accommodate up to 7 people, with a private swimming pool, outdoor hot tub, and fenced garden. Located 1 km from the small, charming village of Bucine in the hills of the Val d’Ambra.

APARTMENTS WITH POOL

Charming villa in Chianti perfect for 10 people, in a panoramic position. Shared swimming pool, Wi-Fi connection, air conditioning, satellite TV. Part of a large farm where excellent Chianti wine is produced.

VILLAS WITH POOL

Villa with pool, walking distance from the village of Fratta and 7 km from Cortona. Wi-Fi access, satellite TV, air conditioning. Ideal for groups of 20 people, and family reunion.

VILLAS WITH POOL

VILLA LA GUARDIOLA

Civitella in Val di Chiana

Villa with a private pool in an exceptionally panoramic location, just 2 km from Civitella in Valdichiana, where nature, comfort, and tradition come together to offer a unique and relaxing experience.

VILLAS WITH POOL

VILLA IL POZZO

Foiano della Chiana

Villa with private pool nestled in the hills of Pozzo della Chiana. Well-equipped kitchens, air conditioning and bright rooms are just some of the services the villa offers. Modernity and comfort await you in Tuscany at Villa il Pozzo.

VILLAS WITH POOL

CASA GRION

Corchiano

Independent villa with pool and large enclosed garden, located in the village of Corchiano. Only 60 km far from Rome, in the heart of Lazio. Private panoramic terrace-solarium equipped for eating and relaxing.

VILLAS WITH POOL

Villa for 16 people divided into several apartments, with large garden, private panoramic pool and air conditioning. Located just a few kilometres from Cortona, ideal as a starting point for visiting Tuscany and central Italy.

VILLAS WITH POOL

VILLA CAPPUCCINI

Castiglion Fiorentino

Luxury villa with private pool and large garden on the outskirts of Castiglion Fiorentino, reachable with a short walk. The right mix of modern and classic makes this villa the ideal place for a holiday in Tuscany with family or friends.

VILLAS WITH POOL

VILLA IRIS

Corchiano

Villa with private pool and large garden, at Corchiano, only 60 km from Rome. Ideal for those who want a relaxing vacation without having to rent a car. Shops and restaurants within walking distance.

VILLAS WITH POOL

POGGIO FALCONE

Castiglione del Lago

Typical villa with private pool on the border between Tuscany and Umbria, near the Chiusi and Trasimeno Lakes. Green fenced park ideal for holidays with your 4-legged friends, for families and groups of friends.

VILLAS WITH POOL

Casale Agello is a charming rural farmhouse divided into independent apartments, ideal for stays focused on comfort and tranquility. A panoramic swimming pool is available for shared use.

VILLAS WITH POOL

PODERE CAGGIOLO

Marciano

Typical villa with pigeon house known as “piccionaia” 2 km from Marciano della Chiana, in a hilly and panoramic position. Ideal as a starting point for visiting Tuscany and central Italy. Private fenced swimming pool, air conditioning.

VILLAS WITH POOL

Ancient stone and brick farmhouse set on high hills enjoying a wonderful view over the city of Arezzo. Private swimming pool and extremely panoramic outdoor spaces. Provided with air conditioning and Wi-Fi access.

VILLAS WITH POOL

VILLA CRESCI

Sassetta

Villa in the heart of Tuscany, among the hills of Bolgheri and Castagneto Carducci, just a few kilometers from the Etruscan Coast. With a private pool and spacious areas, ideal for families and groups of friends.

VILLAS WITH POOL

VILLA DEGLI OLIVI

Castiglion Fiorentino

Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of the whole family. Large enclosed garden to spend your holidays with your dogs in peace and quiet. Castiglion Fiorentino is within walking distance.

VILLAS WITH POOL

Typical Leopoldine stone villa, set in a hilly and panoramic position. High standard equipment, Wi-Fi connection, air conditioning, satellite TV. 3 km from the city of Arezzo. All-inclusive price.

VILLAS WITH POOL

VILLA SCANNAGALLO

Foiano della Chiana

Typical villa with private swimming pool and large park. Perfect for large groups and family reaunion. Located just outside the village of Pozzo della Chiana, in a hilly position overlooking the Valdichiana countryside.

VILLAS WITH POOL

Luxurious villa in a scenic position, set on a gentle hillside. Two swimming pools, one outdoor and one heated indoor with sauna, ideal for holidays in all seasons. Each room is equipped with satellite TV, mini bar and Wi-Fi.