
Holiday houses in Tavarnelle Val di Pesa
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Top-rated holiday rentals in Tavarnelle Val di Pesa
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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.
LocationValueView
5.0 out of 5 average rating, 143 reviews
Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
LocationFamilyGetting around
4.93 out of 5 average rating, 293 reviews
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
ValueFamilyLaundry
5.0 out of 5 average rating, 123 reviews
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 commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.
ValueFamilyAccess
4.98 out of 5 average rating, 244 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option 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 unique sunsets.
ValueFamilyView
5.0 out of 5 average rating, 352 reviews
Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.
FamilyLocationHospitality
4.98 out of 5 average rating, 218 reviews
Country House Fati
Relax in a modern, renovated 40-square-meter (430-square-foot) apartment nestled in the peaceful Tuscan countryside, just 500 meters (550 yards) from the center of Tavarnelle Val di Pesa. Open-plan space with a fully equipped kitchen, sofa bed, and large table, plus a double bedroom, a modern bathroom, and an outdoor area with a barbecue. Private parking. The perfect base for exploring Florence, Siena, San Gimignano, the entire Chianti area, and the authentic villages of Tuscany.
ValueLocationWalkability
4.97 out of 5 average rating, 122 reviews
Apartment in Chianti
Enchanting historic house with magnificent view from the garden and patio in the heart of Chianti accommodating 4 people. It has all the comfort you may wish to make your holiday unforgettable. We are looking forward to welcome you here. Come to visit us! There is a common patio and garden shared with our family. These are not directly accessible from the apartment, but outside the house and around the block. Our guests may relax and enjoy the great view over the Tuscan hills.
ValueLocationSleep quality
4.94 out of 5 average rating, 154 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.
FamilyLocationKitchen
4.91 out of 5 average rating, 128 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.
ValueLocationOutdoor spaces
4.98 out of 5 average rating, 107 reviews
Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
ValueLocationIndoor spaces
4.87 out of 5 average rating, 217 reviews
Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
FamilyLocationView
4.96 out of 5 average rating, 209 reviewsPopular amenities for Tavarnelle Val di Pesa holiday rentals
Other great holiday rentals in Tavarnelle Val di Pesa

Old hayloft on the Chianti hills
LocationValueLong stay
4.99 out of 5 average rating, 481 reviews
Peaceful and Relaxing Tuscan Retreat with Views
ValueLocationCleanliness
5.0 out of 5 average rating, 90 reviews
“In due al nove” Double Room in Chianti
ValueLocationCleanliness
4.93 out of 5 average rating, 15 reviews
Luxury Medieval Tower • Exclusive Chianti Stay
LocationFamilyBackyard
5.0 out of 5 average rating, 26 reviews
Lorenzo Charme in Chianti
LocationFamilyAmenities
5.0 out of 5 average rating, 27 reviews
Beautiful villa in Chianti with a panoramic garden
LocationFamilyGetting around
4.96 out of 5 average rating, 47 reviews
Casa Gabriella app. 1 Vacation Home in Chianti
ValueFamilyGetting around
4.96 out of 5 average rating, 46 reviews
Elide's house
FamilyLocationAmenities
4.98 out of 5 average rating, 42 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





