
House holiday rentals in Rocca San Casciano
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Top-rated house rentals in Rocca San Casciano
Guests agree: These houses are highly rated for location, cleanliness and more.

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, 248 reviews
Infinity view
Completely renovated location with breathtaking views of the Valdarno. The ground floor consists of a living room with two windows overlooking the patio, fireplace, sofa bed, bathroom with large shower and modern kitchen with steel island, with three French windows to access the outdoor dining area with BBQ. The second floor consists of two double bedrooms each with its own bathroom with shower. The garden is well-kept, there are various relaxation corners, a sundeck and an infinity pool with hydrolysis
4.88 out of 5 average rating, 204 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
Relax in the rustic comfort of a Tuscan farmhouse and experience authentic Italian living in the Florentine countryside, just a 15 minute drive from the city. Set in a quiet residential countryside area on the hills of Fiesole, the property offers a peaceful stay surrounded by olive trees, a garden and unforgettable sunsets. The farmhouse dates back to the 14th century and was part of a traditional Tuscan estate. Having a car is essential to reach the house and to move around during your stay
4.97 out of 5 average rating, 144 reviews
TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
4.88 out of 5 average rating, 821 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 dominant position with an amazing view, where you can enjoy breathtaking sunsets. The complete independence of the house, the welcoming garden and the large loggia allow you to enjoy your stay in total tranquillity. Our reviews are your best guarantee.
4.98 out of 5 average rating, 244 reviews
Country House w/ heated Pool near the City Centre
Nestled in a centuries-old park, this 16th-century house offers a serene retreat, just 15 minutes by tram from the city. The true gem is the underground heated pool at 31°C, complete with a jacuzzi and waterfall, providing moments of relaxation in total privacy. The 2 bright suites, 2 full bathrooms, kitchen, and living room welcome guests in an atmosphere of elegance. Upon request: Dinner with a private chef and free transfer to and from the airport and train station.
4.81 out of 5 average rating, 166 reviews
Ancient Tuscan Rural Residence
An elegant independent peaceful panoramic rustic residence nestled amidts the scenic and gently rolling hills in Tuscany . This beautiful property is the ideal destination for those who want to experience and enjoy true Italian country living, recommended for families. PRIVATE SWIMMING POOL (which is located a few tens of meters from the villa in its own land ) and JACUZZI (located in the garden of the villa ) are open for our guests from June until the end of October.
4.86 out of 5 average rating, 125 reviews
Country house with view (NO Jacuzzi)
The house has a private garden of 100 square meters with a tub usable with a depth of 60 cm. Two squares usable for your relaxing and fun, from admire the view, and space for eat outside. WI-FI free. The interior is distributed over two floors: on the first large living room with fireplace, SmartTV, eat area, kitchen and room with pizza oven (there are 2 sofa/bed). On the second floor there are 3 bedrooms, 2 of which are doubles and 1 with a bunk bed and 1 bathroom.
4.87 out of 5 average rating, 124 reviews
"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
4.99 out of 5 average rating, 321 reviews
Tuscany .Countryhouse on the Florence's hills
Recently renovated house in a 19th-century Tuscan farmhouse surrounded by hills, vineyards and olive groves, located in the Chianti area, 1 km from the village (Antella) and 20 minutes by car from the centre of Florence. The accommodation has air conditioning for the summer months, although the very thick stone walls ensure a pleasant temperature even in summer.
4.99 out of 5 average rating, 186 reviews
Country Rentals - La Canonica
CANONICA apartment is a portion of an ancient farmhouse located in the heart of the Chianti Classico area. It is surrounded by the vineyards of Villa Calcinaia, estate owned by Capponi Counts since 1524, grown from the four original poderi to an extension of 215 hectares of which 30 are vineyards. The apartment is situated next to the shared pool.
4.86 out of 5 average rating, 102 reviewsPopular amenities for Rocca San Casciano house rentals
House rentals with a pool

La Nepitella Old Barn House, Florence
4.84 out of 5 average rating, 290 reviews
Podere Solatio - Tuscany Hills next to Florence
4.97 out of 5 average rating, 146 reviews
Romantic cosy flat - Toscana Italy
4.99 out of 5 average rating, 102 reviews
Old Barn very close to Florence
4.96 out of 5 average rating, 157 reviews
Casetta Melograno – Cozy farmhouse in Chianti
4.95 out of 5 average rating, 183 reviews
Villa Zanzi - Rooms, B&B
4.93 out of 5 average rating, 200 reviews
Villa Agnese · Pool · Duomo View · Parking
5.0 out of 5 average rating, 19 reviews
Villa Podere Cerretino
5.0 out of 5 average rating, 67 reviewsWeekly house rentals

Oasi Fiorentina with garden near the city center
4.98 out of 5 average rating, 139 reviews
Casa del Gelsomosino
4.87 out of 5 average rating, 111 reviews
Sode del Mardello Farm
4.92 out of 5 average rating, 12 reviews
Nature Retreat | Peace & Relax in the Hills
4.95 out of 5 average rating, 66 reviews
beautiful villa in Chianti, panoramic garden
4.96 out of 5 average rating, 48 reviews
Authentic Stone Retreat: Hike & MTB
4.75 out of 5 average rating, 4 reviews
B&B Colle di Tagliavera
5.0 out of 5 average rating, 24 reviews
Podere Chiappasonno
4.94 out of 5 average rating, 93 reviewsPrivate house rentals

luxury villa in centre of tuscany
4.77 out of 5 average rating, 100 reviews
Independent cottage in the countryside
4.82 out of 5 average rating, 62 reviews
"Il Campanile" House
4.95 out of 5 average rating, 22 reviews
detached house ground floor
5.0 out of 5 average rating, 14 reviews
Private Villa "Forre 563 "
5.0 out of 5 average rating, 34 reviews
Casentino Villa Antonella
4.95 out of 5 average rating, 21 reviews
Tuscan vineyard house, near Florence
5.0 out of 5 average rating, 28 reviews
Casa Spiano
5.0 out of 5 average rating, 10 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Ponte Vecchio
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Bologna Fiere
- Misano World Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Fortezza da Basso
- Uffizi Gallery
- Piazza Maggiore
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Palacongressi Della Riviera Di Rimini





