Florence and Chianti

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an outdoor dining area with table and chairs
Stone villa in the Florentine countryside | Five-bedroom villa | 10 guests
Experience the charm of Casa La Quercia, a historic stone villa in the heart of the Florentine countryside. This unique property seamlessly blends traditional Tuscan architecture with modern comforts and offers guests the perfect base for exploring Pisa, Florence and Chianti vineyards. Book for your next holiday in the heart of Tuscany.
an empty swimming pool in the middle of a field with trees and hills behind it
Stunning Villa in Tuscany, Italy | Private Pool and Stunning Views
Guardia di Badia a Passignano combines rustic charm with modern luxury in the heart of Chianti Classico. This stunning villa features Tuscan countryside views, a private heatable pool, and two terraces for alfresco living and dining. Located near the historical site of Badia a Passignano, this villa is perfect for exploring Tuscany's natural beauty and cultural heritage. -- tuscany | tuscany italy | florence | chianti | tuscan villa | tuscan vacation | summer vacation | tuscan countryside
a covered patio area with chairs and tables in the evening time, lit up by lights
Stylish villa in Florence, Tuscany, Italy | Six to Eight Guests
Experience luxury at Dimora Bellosguardo, a stunning villa just 20 minutes from the Ponte Vecchio, Florence. Enjoy breathtaking views from the veranda and rooftop terrace, complete with an outdoor kitchen and private hot tub. Learn more about this stylish getaway on our site. - florence | florence tuscany | tuscany | tuscany italy | italy | tuscan villa | summer vacation | tuscan views
lounge chairs are lined up next to the pool in front of a mountain range with vineyards
Villa with on-site winery | Ideal location | Perfect for large family or group vacations
Discover Villa Bernardi, a meticulously restored 11th-century Tuscan holiday home just 3km from Panzano, offers the perfect Tuscan getaway with an on-site winery. Stunning inside and out, this villa is ideal for large families or groups of friends. Villa Bernardi combines historic charm with modern luxury, providing stunning views of the surrounding fields and forests. Save for your next summer vacation.
Stone-built villa in the Chianti | Stunning views | Gorgeous terraces and interior
Experience Tuscany to the fullest at Il Poggetto, a stunning stone-built villa with panoramic views of the Chianti countryside. Located minutes from Panzano, this elegant retreat features spacious communal areas, a private pool, gorgeous terraces, and an on-site gym. Perfect for up to eight guests, the villa blends traditional charm with modern comforts, making it an ideal Tuscan getaway.
Explore Villa Il Casolare, an independent Tuscan retreat within the hamlet of Casa Grazia, strategically located for discovering San Gimignano, Volterra, and Florence. Il Casolare, one of three villas sharing the hamlet and pool area, offers a delightful terrace with a terracotta barbecue overlooking the pool and a second terrace with cosy armchairs. Experience Tuscany at its best in the heart of Italy's cultural treasures and save for your next trip! Cosy Armchair, Beautiful Terrace, San Gimignano, Pool Area, Villa
Villa in the ideally located in Val d’Elsa | Shared Pool | Perfect for couples
Explore Villa Il Casolare, an independent Tuscan retreat within the hamlet of Casa Grazia, strategically located for discovering San Gimignano, Volterra, and Florence. Il Casolare, one of three villas sharing the hamlet and pool area, offers a delightful terrace with a terracotta barbecue overlooking the pool and a second terrace with cosy armchairs. Experience Tuscany at its best in the heart of Italy's cultural treasures and save for your next trip!
The charming vine-clad villa Castellare Tignano, surrounded by towering trees in the heart of the Chianti, Tuscany. Tuscan Backyard, Double Gates, Double Gate, Italian Interior, Italy Trip, Cypress Trees, Stone House, Umbria
Stone-built villa in the heart of the Chianti | Ideal location | Five bedrooms and private pool
Discover the enchanting Castellare Tignano, a stone retreat nestled in the heart of Chianti, perfect for groups of up to 10. Immerse yourself in the beauty of its gardens adorned with olive and cypress trees, offering captivating views of vine-clad hills. The villa provides a spacious haven complete, with shaded terraces and a private pool, whilst ideally located for easy access to Florence and local gems like Greve in Chianti. Plan your next Tuscan getaway and choose Castellare Tignano.
Detached villa for 12 guests in the Chianti between Florence and Pisa | To Tuscany
New to our collection, escape to Villa Marliana, a spacious retreat for up to 12 guests nestled between Florence and Pisa in Tuscany, Italy. Enjoy a private pool with sweeping countryside views, vine-covered terraces, and six bedrooms with traditional Tuscan touches. Book for your next family holiday!
A spacious house with a pool and loungers, perfect for relaxation close to Greve in Chianti – ideal for groups of friends or families. Haarlem, Tuscan Village, Large Terrace, Italian Village, Village Life, Private Villas
Villa in Tuscany, Italy | Casa Brogi
Casa Brogi, is a charming Tuscan villa on the edge of a peaceful hamlet, making it an ideal retreat for couples or families seeking tranquillity. Close to the towns and villages of Greve in Chianti, Panzano and Volpia, guests can enjoy wine tastings, olive oil sampling and other activities all within easy reach. The villa's spacious grounds feature a large private pool and inviting terraces, making it the perfect Italian getaway.
an aerial view of a house with a pool in the foreground and trees surrounding it
Four-bed villa in Tuscany, Italy
Indulge in the timeless allure of Villa Docciolina, nestled in central Chianti, with panoramic views of rolling valleys. This lovingly renovated traditional house seamlessly blends early-20th-century charm with contemporary elegance, offering a private pool and a picturesque pergola for al fresco dining. With four bedrooms and bathrooms, it's the perfect retreat for groups seeking the quintessential Tuscan experience. Enquire with one of our specialists today.
A cosy living room adorned with a Christmas tree and a crackling fireplace, creating a warm and festive ambiance. Private Pool Villa, Century Farmhouse, Tuscany Villa, Pool Villa, Sitting Room
Christmas in Tuscany | Villa Prenzano
Perched in the Chianti region, Villa Prenzano, an 11th-century farmhouse surrounded by olive groves and vineyards, captures the essence of Tuscan charm. The spacious sitting room is on three levels and opens onto the loggia terrace, perfect for relaxing by the fire during the winter. Your winter haven awaits. Book for next year!
A picturesque house with a pool nestled amidst a vibrant green field. Terracotta Tile Floors, Villa Italy, Terrace Kitchen, Group Vacation, Open Plan Living, On The Edge, Small Garden, Open Plan
Leonardo de Vinci's birthplace | Casa Lionardo
New to our collection, Casa Lionardo sits on the edge of Vinci and next to the birthplace of Leonardo de Vinci. This cosy retreat for four offers an open-plan living space, two bedrooms with spacious en-suites, and a small garden with a private pool. The ideal next travel destination for your group vacation. #to_tuscany #tuscany #villa #italy #privatepool #traveldestination #florence #chianti #leonardodivinci #historic #holiday #dreamvacation
Outdoor dining setup with large table and chairs under shade. Outside Dining Area, Tuscany House, Chianti Italy, Outside Dining, Tuscan Farmhouse, Group Trip
Villa Prenzano, Greve in Chianti - Florence and Chianti
Perched above the Chinati valley, this 11th-century farmhouse is the perfect authentic Tuscan villa for groups of 12. Enjoy sunset views from the pergola-shaded pool or dine alfresco in the main outside dining area. It is the ideal group trip location in the heart of Tuscany. #to_tuscany #tuscany #villa #italy #privatepool #traveldestination #florence #chianti #holiday #dreamvacation
Stone house with pool and garden surrounded by the trees and the Italian countryside. Tuscany Italy Villa, Two Story Cottage, Italy Villa, Cottage Retreat, Converted Barn, Pool Sizes, Italian Landscape, Stone Cottage
Cottage retreat in the Chinati, Tuscany
This two-story cottage is perfect for four guests looking for an Italian summer holiday. Located near local Chianti towns it is ideal for those looking to explore the Italian landscape, whilst the villa itself offers a private pool with stunning views. #to_tuscany #tuscany #italy #villa #florence #chianti #traveldestination #holidayinspo
A carousel of images of the villa including drone images of the whole villa plus images of the exterior and interior. Siena, 15th Century, Contemporary Decor, Toscana, Timeless Elegance
Villa south of Florence | Castellare de Sernigi
Immerse yourself in the timeless elegance of Castellare de Sernigi, a 15th-century villa south of Florence. With seven bedrooms and eight bathrooms, this villa has been designed to blend historic charm with contemporary décor style both inside and out.