Holiday rentals in Montefiridolfi

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Top-rated holiday rentals in Montefiridolfi

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Top guest favourite

The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.

Home in San Filippo a Ponzano

Infinity pool in Chianti 1

Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.

FamilyLocationKitchen

5.0 out of 5 average rating, 144 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.

LocationFamilyView

5.0 out of 5 average rating, 358 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.

ValueFamilyBathroom

4.99 out of 5 average rating, 117 reviews

Top guest favourite

Townhouse in Scandicci

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

FamilyValueQuiet

4.88 out of 5 average rating, 344 reviews

Guest favourite

A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.

Villa in San Casciano In Val di Pesa

Chianti Farmhouse near Florence · Hot Tub & Garden

Your private wing of a farmhouse in the Chianti vineyards, 20 min from Florence. 135 m² (1,450 sq ft), 3 bedrooms and 3 bathrooms for 9 guests, plus a 4th bedroom for up to 11. Gather by the fireplace in the large country kitchen, relax in the private hot tub (extra fee) and let the kids enjoy the play area. The whole ground floor is wheelchair accessible, with step-free entry. A/C, Wi-Fi and private parking. Cooking classes, private chef, truffle hunting, Vespa tours and more, just ask!

FamilyLocationWalkability

4.95 out of 5 average rating, 204 reviews

Top guest favourite

An aerial view captures the historic castle surrounded by lush green hills and vineyards. The impressive structure features tall towers and ornate architecture, set amid manicured gardens and tree-lined pathways, reflecting the beauty of the Chianti landscape.

Holiday home in Badia a Passignano

Chianti Craft House Badia a Passignano

Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

ValueLocationAmenities

5.0 out of 5 average rating, 127 reviews

Top guest favourite

A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.

Home in San Casciano In Val di Pesa

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a dominant position with an amazing view, where you can enjoy breathtaking sunsets. The complete independence of the house, the cosy garden and the large loggia allow you to enjoy your stay in total tranquillity. Our reviews are your best guarantee.

LocationFamilyQuiet

4.98 out of 5 average rating, 245 reviews

Top guest favourite

The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.

Cottage in Barberino Tavarnelle

Stone House with Exclusive Pool Codilungo in Chianti

Stone House Codilungo: 110 sqm of pure privacy. Enjoy a stone guesthouse for totally exclusive use, surrounded by rolling hills and enhanced by a private infinity pool. The house is a masterpiece of space optimization, offering 3 bedrooms, each with its own private en-suite bathroom. The sleeping quarters, charming and cozy in perfect Tuscan style, are designed to be lovely and highly functional offering every guest their own privacy without losing the warmth of a authentic Chianti home.

ValueFamilyAir conditioning

4.98 out of 5 average rating, 220 reviews

Top guest favourite

The jacuzzi is featured outdoors, illuminated with blue lights, creating a calming atmosphere at night. The surrounding stone walls provide privacy, and a dining table can be seen nearby. Steam rises, indicating the water is warm and inviting.

Cottage in San Casciano In Val di Pesa

Il Fienile, Cottage in the country with Jacuzzi

Surrounded by vineyards and close to Florence, a charming, cozy cottage with a heated hot tub for your exclusive use (extra fee). The perfect base to explore Florence and Siena. Open-plan kitchen and spacious living room with a sofa bed for 2, two double bedrooms (one with an extra single bed) and a bathroom. Tasteful furnishings, air conditioning, barbecue, private parking. Local partners: cooking classes, private chef, truffle hunting, Vespa tours and more, just ask!

LocationValueCondition

4.96 out of 5 average rating, 202 reviews

Top guest favourite

Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.

Villa in San Casciano in Val di Pesa

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

FamilyLocationSleep quality

4.98 out of 5 average rating, 121 reviews

Top guest favourite

A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.

Farm stay in Greve in Chianti

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property 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 This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

LocationFamilySleep quality

4.99 out of 5 average rating, 437 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.

FamilyValueBathroom

4.96 out of 5 average rating, 140 reviews