Holiday rentals in Borgo a Cascia

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Top-rated holiday rentals in Borgo a Cascia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.

Home in Simignano

Casa al Gianni - The Simignano Barn

Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

FamilyValueView

4.98 out of 5 average rating, 204 reviews

Top guest favourite

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Holiday home in Noce

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an old family-run property dating back to the 17th century, located in the beautiful Chianti hills of Tuscany, offering services, private transfers and local experiences organised directly by our family. The apartment in the villa can accommodate 2 adults, with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you will find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards, with unique sunsets.

FamilyLocationView

5.0 out of 5 average rating, 357 reviews

Guest favourite

An antique wrought iron gazebo features a round stone table set with wine glasses, a selection of wines, and a cheese platter. Colorful flowers are placed around the table, with green gardens and an ancient stone building visible in the background.

Home in Barberino Tavarnelle

beautiful farmhouse in the Chianti panoramic garden

“DIMORA BADIA A PASSIGNANO” You will enjoy a wonderful and restful stay in the heart of the Chianti Classico region. You will stay in an old stone barn that has been completely restored, with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious, accommodating 8 people. The renovation has been carried out with great care, taking into account every last aesthetic detail to allow you to experience the ancient Tuscan tradition blended with comfortable modernity.

LocationFamilySleep quality

4.96 out of 5 average rating, 50 reviews

Top guest favourite

Home in Greve in Chianti

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

ValueLocationParking

4.99 out of 5 average rating, 116 reviews

Top guest favourite

The rustic farmhouse is set against a clear blue sky, featuring a textured stone façade with wooden window shutters. A gravel courtyard is visible, adorned with potted plants and outdoor seating, offering a welcoming entrance to the tranquil countryside surroundings.

Farm stay in Reggello

Stone farmhouse, exclusive private pool

Podere Montebono is located in the hills of Reggello, just 30 km from Florence. Ideal for getting to cities of art and natural sites. The farmhouse is secluded on a hill, immersed in nature, surrounded by olive trees, a garden and woodland. The guest house is an independent wing of the large farmhouse on two floors: 3 bedrooms, kitchen, living room, bathroom. The private swimming pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. Barbecue area. Total privacy.

ValueFamilyCheck-in

4.96 out of 5 average rating, 198 reviews

Guest favourite

Villa in Reggello

Exclusive Tuscan Villa with Private Pool

Welcome to Podere Carraia, an authentic Tuscan farmhouse reserved exclusively for you. During your stay, you will have the entire property for your exclusive use, with no other guests: the villa, private pool, garden and large outdoor spaces will be for your group only. Around the house are our vineyard, olive groves and private woodland, where you can immerse yourself in the tranquillity of the countryside and enjoy splendid views of the Valdarno and Pratomagno. An ideal place to relax together.

FamilyValuePool

4.88 out of 5 average rating, 41 reviews

Top guest favourite

The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.

Castle in Ferrano

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

FamilyLocationCheck-in

4.99 out of 5 average rating, 229 reviews

Top guest favourite

The exterior of the villa is showcased, featuring stone walls and greenery. A spacious stone patio is visible, furnished with a dining table and chairs, surrounded by neatly trimmed bushes and potted plants, creating an inviting space for outdoor gatherings.

Farm stay in Loro Ciuffenna

Il Roseto: your Villa in Tuscan Countryside

In the heart of Tuscany between Arezzo, Florence and Siena but far away from the bustle of the cities, you will find a pristine landscape where to enjoy nature and relaxing, amazing views and much more for a perfect getaway with your friends or family. A villa of 190 mq with 600 mq garden,where you can enjoy lunch outdoors, have fun making pizza and baking it in the wood- oven, or savour a wonderful barbeque. A comfortable Villa for guests who love being together.

FamilyLocationHiking

4.99 out of 5 average rating, 124 reviews

Top guest favourite

Farm stay in Greve in Chianti

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

LocationFamilyWifi

4.99 out of 5 average rating, 520 reviews

Top guest favourite

The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.

Castle in Bagno A Ripoli

Tower Penthouse in small castle near Florence

900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

LocationValueDecor

4.96 out of 5 average rating, 140 reviews

Guest favourite

Farm stay in Castelfranco di sopra

Romantic apartment in the Tuscan village

The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!

LocationFamilyBreakfast

4.89 out of 5 average rating, 355 reviews

Top guest favourite

Villa in Tignano

Villa Isabella

Villa Isabella is a Tuscan-style villa set in the hills of Chianti, surrounded by a spacious garden with a panoramic pool for the exclusive use of our guests. A place to slow down, enjoy life outdoors and take in the Tuscan countryside. On request, we can arrange private transfers, local experiences, personalised services and private tours.

FamilyLocationBack garden

4.96 out of 5 average rating, 212 reviews