
Family-friendly rentals near Del Chianti
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Top-rated family-friendly rentals near Del Chianti
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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!
4.93 out of 5 average rating, 294 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.
4.99 out of 5 average rating, 115 reviews
Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️
4.96 out of 5 average rating, 247 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
4.88 out of 5 average rating, 342 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
5.0 out of 5 average rating, 123 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.
5.0 out of 5 average rating, 352 reviews
Put down your luggage, this is just the beggining!
Il Mulino, a charming former mill turned country house, is a tranquil retreat perfect for families and friends. The villa offers 4 inviting bedrooms and ample space for relaxation, both indoors and out. On warm days, guests can enjoy the swimming pool with its integrated jacuzzi. Bordering a picturesque winery, the property provides beautiful views of the vineyards. Nestled in the valley, it’s a 15-minute walk to the heart of Greve in Chianti and a 30-minute drive to Florence.
4.89 out of 5 average rating, 99 reviews
Casa Giulia di Sopra Farmhouse
The CASA GIULIA DI SOPRA apartment, renovated in 2022 and located on the first floor, is a portion of an ancient farmhouse located in the heart of Chianti Classico. It is surrounded by the vineyards of Villa Calcinaia, an estate owned by the Capponi Counts since 1524. The apartment is 130 meters away from the shared swimming pool, open from May to October. The apartment has an outdoor area with a table and chairs where guests can dine and enjoy a glass of wine at sunset.
4.95 out of 5 average rating, 106 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.
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.
4.99 out of 5 average rating, 516 reviews
"Garibaldi GuestHouse" in the center of Greve in Chianti
Charming two-room apartment full of rustic elements, typical of the Tuscan countryside. In the apartment, located 50 meters from the famous square of Greve in Chianti, you will find a well-equipped kitchen, a bright double bedroom, a sofa bed in the living area, a characteristic bathroom, bed and bath linens, a small corner with washing machine and clothes dryer. Air conditioning, hairdryer, Wi-Fi, LCD TV, microwave and independent heating. Free parking nearby
4.98 out of 5 average rating, 186 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.
4.96 out of 5 average rating, 139 reviewsPopular amenities for family-friendly rentals near Del Chianti
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.
4.95 out of 5 average rating, 221 reviews
Villa di Geggiano – Guesthouse
4.99 out of 5 average rating, 155 reviews
Il Vichiaccio: Florence Villa with Jacuzzi
4.95 out of 5 average rating, 202 reviews
Il Fienile, Cottage in the country with Jacuzzi
4.96 out of 5 average rating, 198 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
4.91 out of 5 average rating, 128 reviews
Barrel Suite Tuscany • Hot Tub • Vineyard View
4.88 out of 5 average rating, 229 reviews
Torretta Apartment
4.96 out of 5 average rating, 129 reviews
Palazzo Monaci - Pool in the Crete Senesi
4.96 out of 5 average rating, 142 reviewsFamily- and pet-friendly home rentals

Stunning Tuscan apartment for 2
4.9 out of 5 average rating, 130 reviews
A barn in Chianti
4.8 out of 5 average rating, 255 reviews
Romantic apartment in the Tuscan village
4.89 out of 5 average rating, 343 reviews
Farmhouse 9 kms to Florence-2+1
4.92 out of 5 average rating, 119 reviews
Apartment in a Tuscan farmhouse at Le Pietre Vive
4.92 out of 5 average rating, 359 reviews
GRAZIA HOUSE
4.92 out of 5 average rating, 154 reviews
Beautiful medieval village!!!
4.99 out of 5 average rating, 474 reviews
Tuscan farmhouse stay with restaurant and pool
4.94 out of 5 average rating, 108 reviewsFamily-friendly home rentals with a pool

Comfort Apartment in the Chianti Vineyards
4.93 out of 5 average rating, 455 reviews
Beautiful medieval tower in Chianti
4.83 out of 5 average rating, 127 reviews
The Castle of Ferrano - Castle in Tuscany
4.99 out of 5 average rating, 227 reviews
Villa Isabella
4.96 out of 5 average rating, 209 reviews
Cercis - La Palmierina
4.96 out of 5 average rating, 147 reviews
Stone House with Exclusive Pool Codilungo in Chianti
4.98 out of 5 average rating, 218 reviews
Infinity pool in Chianti 1
5.0 out of 5 average rating, 143 reviews
la Balza
4.93 out of 5 average rating, 128 reviewsFamily-friendly home rentals with wifi

Agriturismo Casa Ercole - La Torre, 3 bedrooms
4.99 out of 5 average rating, 134 reviews
Charming converted Hayloft overlooking the Chianti Hills
4.97 out of 5 average rating, 308 reviews
Sunset on Chianti Classico
4.98 out of 5 average rating, 244 reviews
The Tower
5.0 out of 5 average rating, 190 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
4.81 out of 5 average rating, 36 reviews
Beautiful villa in Chianti with a panoramic garden
4.96 out of 5 average rating, 47 reviews
Gilda's house
4.98 out of 5 average rating, 81 reviews
Farmhouse surrounded by vineyards - Salvia
4.98 out of 5 average rating, 49 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
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Porta Elisa
- Stadio Artemio Franchi
- Medici Chapel





