
Vacation rentals in Montegufoni
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Top-rated vacation rentals in Montegufoni
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.
ValueFamilyBreakfast
5.0 out of 5 average rating, 352 reviews
Vacation immersed in the Tuscan countryside 'Canaiolo'
"💖Treat yourself to a vacation immersed in the Tuscan countryside, with a large equipped swimming pool 🌞💐The scents of nature, breathtaking landscapes and the swimming pool will be the setting for the relaxation you seek. 🚴🏻♂️🏃♀️Then if you feel the need to move, you can swim, walk, or run along the paths around your country home. 🏛The apartment's strategic location allows you to make excursions to Florence, Siena, and Pisa. ✨The apartments have been recently renovated in Tuscan style."
ValueLocationAir conditioning
4.87 out of 5 average rating, 119 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
FamilyValueBackyard
4.88 out of 5 average rating, 342 reviews
Tuscan barn with private pool VacaVilla Excl.
Beautifully renovated Tuscan barn with private pool, accommodating up to 8 people in 2 double bedrooms, 1 twin bedded room, 1 double sofa bed, 2 bathrooms, and 1 guest bathroom. The outdoor area features a 2,000-square-meter fenced garden, a covered veranda, a pergola with a table for outdoor dining, a brick barbecue, and a wood-fired oven. It features satellite TV, air conditioning, Wi-Fi, a baby cot, and a high chair. Perfect for families or a group of friends. Panoramic location.
LocationKitchenHospitality
5.0 out of 5 average rating, 3 reviews
Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
FamilyLocationQuiet
5.0 out of 5 average rating, 233 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
LocationValueComfort
4.98 out of 5 average rating, 107 reviews
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.
ValueFamilyKitchen
4.99 out of 5 average rating, 516 reviews
I Limoni Apartment in Tuscany
In the Chianti hills between Florence Siena rich in history and evocative natural sceneries, the cradle of civilizations that have left an artistic and cultural heritage of unparalleled value, surrounded by unspoiled nature luxuriant vineyards cultivated as gardens, centuries-old olive groves, imposing cypresses, is the "VillaBassa" farm is located. easily accessible Florence 30 min Pisa 50 min Siena 50 min S.Gimignano 30 min Monteriggioni 45 min
ValueLocationGrill
4.85 out of 5 average rating, 151 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.
LocationValueTV
4.96 out of 5 average rating, 139 reviews
Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).
ValueFamilyPool
4.95 out of 5 average rating, 221 reviews
Costalmandorlo, a rustic home in the heart of Tuscany
Costalmandorlo is your peaceful corner in the center of Tuscany. A charming country cottage restored and furnished with care and with a style that combines ancient and modern. Here you can slow down and relax surrounded by the sounds of nature, admiring beautiful sunsets and having long breakfasts in the garden. A short distance between Florence, Siena and Pisa, it is an excellent base for touring Tuscany.
LocationValueLong stay
4.91 out of 5 average rating, 126 reviews
A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
FamilyLocationView
4.95 out of 5 average rating, 221 reviewsPopular amenities for Montegufoni vacation rentals
Other great vacation rentals in Montegufoni

Tuscan Farmhouse – Private Pool & Chianti Views
ValueLocationBathroom
5.0 out of 5 average rating, 57 reviews
Peaceful and Relaxing Tuscan Retreat with Views
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Beautiful villa in Chianti, panoramic garden
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Rondini Blu Vacation Home - Torretta Apartment
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Aureva Tuscany, modern villa with private pool
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5.0 out of 5 average rating, 4 reviews
Villa Tirinzano for 14 guests with private pool
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4.93 out of 5 average rating, 42 reviews
Luxury Medieval Tower • Exclusive Chianti Stay
LocationFamilyKitchen
5.0 out of 5 average rating, 26 reviews
Villa Agnese · Pool · Duomo View · Parking
ValueFamilyIndoor spaces
5.0 out of 5 average rating, 19 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Porta Elisa





