
Holiday home rentals near Del Chianti
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Top-rated holiday home rentals near Del Chianti
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Casa al Gianni - Oak
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, 246 reviews
[Florence Hills] Tuscan house with parking space
Our B&B offers a peaceful and quiet corner, quick and easy to reach, in a renovated, characteristic Tuscan house just 7 km (25 minutes) from the parking lot in the historic center of Florence. At Borgo Le Palaie, you can immerse yourself in the landscape of the Florentine hills among cypresses and olive trees, enjoy the view, and visit important vineyards and wineries just a short distance away. You can easily get there by car (including a reserved parking space for guests) or by bus, which is 300 meters away.
4.92 out of 5 average rating, 148 reviews
Podere La Castellina - No. 4 FICO
Apartment in stone and brick within the "Podere la Castellina" (a former 13th-century convent), in the magnificent Montagnola Senese natural park. The apartment on the second floor can comfortably accommodate 4 people (2+2 children) and includes: - large living room with TV, sofa, and 2 single beds - eat-in kitchen with oven - double room - bathroom with shower Panoramic pool, solarium and terrace with breathtaking views, equipped with a wood-burning oven and barbecue are available to guests.
4.96 out of 5 average rating, 110 reviews
Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.
4.94 out of 5 average rating, 205 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
Fontarcella, H&R- mediterranean home with jacuzzi
Located in the hills between Montepulciano, Castiglione del Lago, and Cortona, Fontarcella is a detached villa surrounded by greenery, offering a private jacuzzi and parking. You'll discover a timeless place to share precious moments. The property, furnished in Mediterranean style, features air conditioning and free Wi-Fi. The fully fenced garden offers a variety of amenities. Just minutes from the highways, Fontarcella is easily accessible for travelers.
4.98 out of 5 average rating, 168 reviews
Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.
4.88 out of 5 average rating, 228 reviews
In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
4.96 out of 5 average rating, 137 reviews
La Loggia. House with pool and stunning view
LA LOGGIA House, renovated in 2015, is a large independent apartment, ideal to be rented by those who love nature, tranquility and peace of these uncontaminated places immersed in nature. The apartment is characterized by a huge window overlooking the valley where you can enjoy one of the most spectacular views in the region. The view that can be admired from LA LOGGIA spans more than 60 km on the Chianti and the Crete Senesi.
4.99 out of 5 average rating, 104 reviews
[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.
4.89 out of 5 average rating, 324 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Pierfantini is a rustic farmhouse. It is located on a hill in the middle of a natural park. Isolated from the vitta, the nearest town is the medieval village of San Gusmè. The house is renovated and the ground floor adapted for disabled people or wheelchair users There are three apartments but I never rent them separately. The house rent is for all the property
4.91 out of 5 average rating, 100 reviews
White lily with a view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
4.92 out of 5 average rating, 114 reviewsPopular amenities for holiday home rentals near Del Chianti
Family-friendly holiday home rentals

Linearis apt B (4+2) Toscana
4.89 out of 5 average rating, 160 reviews
Margherita Tuscan home apartment
4.93 out of 5 average rating, 299 reviews
Casa Gallo Nero - intimacy in the heart of Chianti
4.83 out of 5 average rating, 196 reviews
The Eagle and the Olive Tree
5.0 out of 5 average rating, 129 reviews
Experience rustic off-grid life in the wilderness
4.97 out of 5 average rating, 159 reviews
Tuscan Country house with panoramic pool
4.89 out of 5 average rating, 132 reviews
2 Bdrs Apt G in a Old Pasta Factory
4.89 out of 5 average rating, 37 reviews
Rosa: Tuscan Views & Pool, Walk to Town
5.0 out of 5 average rating, 41 reviewsHoliday home rentals with a patio

I Rosai apartment on the Florentine hills
4.9 out of 5 average rating, 270 reviews
Pienzalettings
4.92 out of 5 average rating, 115 reviews
City Centre Patio - 10 mins to Duomo
4.81 out of 5 average rating, 152 reviews
Elegant farmhouse overlooking Pienza
5.0 out of 5 average rating, 36 reviews
Tuja
5.0 out of 5 average rating, 35 reviews
★ Romantic apartment & stunning view of Tuscany ★
4.86 out of 5 average rating, 22 reviews
The Piccola Villa of Borgo Argenina
4.97 out of 5 average rating, 38 reviews
Cenerentola chianti 1 apartment - near Panzano
4.9 out of 5 average rating, 10 reviewsHoliday home rentals with a washing machine and dryer

Tuscan Nature Views From Casa Gave
4.95 out of 5 average rating, 312 reviews
Duomo Charme – A few steps from the Duomo
4.75 out of 5 average rating, 146 reviews
Zen Island downtown Florence, new apartment for 6
4.94 out of 5 average rating, 103 reviews
SMN Luxury Secret Garden View
4.95 out of 5 average rating, 116 reviews
Melarancio Residence
4.91 out of 5 average rating, 360 reviews
Historic Center | Duomo • Ponte Vecchio
4.94 out of 5 average rating, 209 reviews
TOSCANELLA QUARTZ STUDIO
4.91 out of 5 average rating, 245 reviews
Chianti Panorama | House with 3 En-Suite Bathrooms
4.95 out of 5 average rating, 147 reviewsOther holiday home rentals

Breathtaking view from romantic nest in citycenter
4.95 out of 5 average rating, 485 reviews
Breathe in Tuscany: 180° view of the hills
4.98 out of 5 average rating, 165 reviews
Romantic stay at a bio-agritourism in Florence
4.93 out of 5 average rating, 400 reviews
Unique, views on Maze Garden, shared pool, parking
4.96 out of 5 average rating, 24 reviews
Casa Gabriella app. 1 Vacation Home in Chianti
4.96 out of 5 average rating, 46 reviews
Il Castellaccio Villa
4.9 out of 5 average rating, 30 reviews
"Soffitta" (Loft) 2/3p, pool, pvt garden, view
4.93 out of 5 average rating, 81 reviews
the Chianti tower
4.9 out of 5 average rating, 58 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





