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Holiday rentals in Montemignaio

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Top-rated holiday rentals in Montemignaio

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
4.97 out of 5 average rating, 194 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and 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 looking for 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 dinners. A memorable getaway awaits you in this little slice of paradise!

Top guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 114 reviews

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.

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 338 reviews

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

Guest favourite
An outdoor area features an inviting infinity pool surrounded by lounge chairs. Sun umbrellas provide shade, while a jacuzzi is positioned nearby. Lush greenery and flowers enhance the tranquil landscape, with distant hills visible under a clear blue sky.
Home in Pelago
5.0 out of 5 average rating, 15 reviews

Tuscan house private heated pool

Podere Benedettino of 1700, recently renovated in full respect of its history, located on the slopes of the natural reserve of Vallombrosa, immersed in the woods, just 29 km from Florence. The portion of farmhouse dedicated to rent has about 110 square meters of property with three bedrooms, kitchen, hall, entrance hall and two bathrooms. Podere Gualpoli is the place to rediscover your peace and relax immersed in a unique setting, where you can enjoy a charming private garden with infinitypool

Top guest favourite
Villa in Bertinoro
4.98 out of 5 average rating, 82 reviews

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

Top guest favourite
A large swimming pool is set against a backdrop of rolling green hills under a clear blue sky. Sun loungers and a sun umbrella are positioned on the pool deck, providing a relaxing spot to enjoy the views of the surrounding landscape.
Villa in Poppi
4.96 out of 5 average rating, 28 reviews

Spacious Tuscan Villa, Great views, Pool, Wedding

Casa Nova is a large Tuscan country estate on top of a hill dominating the beautifull Casentino Valley, 40 km south of Florence. The property is ideal for holidays with friends and family. But also for an individually designed wedding or a birthday party in a very special atmosphere. You can do any kind of workshops, Yoga, theatre or dance classes. We have a very large covered teracce for these events. Cost for an event can be found below in the “ Other things to note ” section.

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
4.96 out of 5 average rating, 193 reviews

Stone farmhouse, exclusive private pool

Podere Montebono is located in the hills of Reggello just 30 km from Florence. Ideal for cities of art and naturalistic places. The farmhouse is isolated on a hill, surrounded by nature, surrounded by olive trees, garden and forest. The guest house is an independent wing of the large two-storey farmhouse: 3 bedrooms, a kitchen, a living room and a bathroom. The private pool is exclusively for those who rent the house (max 4 people). We do not rent single rooms. BBQ area. Total privacy.

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
4.99 out of 5 average rating, 227 reviews

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.

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
4.99 out of 5 average rating, 431 reviews

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.

Top guest favourite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi
5.0 out of 5 average rating, 66 reviews

Villa Podere Cerretino

Podere Cerretino is the perfect place to find and discover your own tranquility and relaxation. A corner of paradise surrounded by the picturesque hills of Tuscany in an enchanting landscape, located in a central and strategic position to visit the most interesting places in Tuscany, such as Florence, Siena, Arezzo. The Villa consists of 4 completely independent apartments and an elegant panoramic veranda where you can gather and enjoy a unique vacation.

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
4.96 out of 5 average rating, 138 reviews

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.

Top guest favourite
A charming stone building is seen surrounded by lush greenery, featuring a terracotta roof. The outdoor area includes a stone patio with wooden chairs and tables, accented by blooming purple flowers and potted plants, with rolling hills visible in the background.
Flat in Pelago
5.0 out of 5 average rating, 54 reviews

Barn

Located in Fontisterni, a small village in Pelago near Pontassieve, the Fienile holiday apartment offers a relaxing stay. The 50 m² property has a living room with sofa bed for 2, a fully equipped kitchen, 1 bedroom, and 2 bathrooms, accommodating up to 4 guests. The open-plan layout uses partial walls to provide some privacy. Amenities include fast Wi-Fi (suitable for video calls) with workspace, TV, washing machine, baby cot, and air conditioning.

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