
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, 113 reviews
Villa Zanzi - Rooms, B&B
Villa Zanzi is a cozy property with bed and breakfasts nestled in the countryside of Faenza, 4km from the A14 motorway (exit Faenza). The accommodations (3 double bedrooms + 1 bedroom with 2 beds) are inside an eighteenth-century villa and furnished with furniture of the time forming part of the existing furniture. The rooms are located on the first floor, served by a large staircase. The villa is surrounded by a large garden with park equipped with sunbeds and umbrellas dedicated to the relaxation of guests.
4.93 out of 5 average rating, 198 reviews
House "Independent" close to the Historic Center
This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome
4.98 out of 5 average rating, 196 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.
4.98 out of 5 average rating, 242 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.
4.85 out of 5 average rating, 122 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, 122 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
Relax in the rustic comfort of a charming portion of a Tuscan farmhouse, discovering authentic Italian lifestyle in the beautiful Florentine countryside, just a 15-minute drive from the city. An exclusive experience marked by unforgettable sunsets over the main hill of Fiesole. The farmhouse was built in the 14th century as part of a Tuscan estate surrounded by olive groves and a beautiful garden. Having a car is compulsory to reach the house and moving around.
4.97 out of 5 average rating, 136 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, 317 reviews
Casa Macchia /Florence charming villa private Pool
Casa Macchia (over 200 m²): Historic Tuscan country house in nature with magical views and tranquility. Ideal for families & groups: 9 beds plus 3 children's beds and 1 toddler bed offer plenty of space and opportunities for privacy. Highlights: Large pool, very well equipped kitchen & outdoor kitchen (table for 10). Remodeled by designer Willy Fleckhaus and used by the family. 12 acres of private land guarantee complete privacy.
4.96 out of 5 average rating, 101 reviewsGorgeous Villa with Postcard Views in Historical Florence
Share a bottle of Chianti on a flagstone terrace with a view of cypresses on rolling hills. This classic private villa is steeped in Old World charm—and inside it's a showpiece of contemporary design with an ultramodern kitchen and marble-tiled bathrooms. Enjoy the best of both worlds in Florence, close enough to walk to everything, far enough away to have solitude.
4.98 out of 5 average rating, 167 reviews
Tuscany .Countryhouse on the Florence's hills
Recently renovated house in 19th century Tuscan farmhouse surrounded by hills, vineyards and olive groves located in the Chianti area and 1 km from the village (Antella) and 20 minutes by car from Florence center. The property is equipped with cooling for the summer months, although the very thick stone walls ensure a pleasant temperature even in summer.
4.99 out of 5 average rating, 185 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, 101 reviewsPopular amenities for Rocca San Casciano house rentals
House rentals with a pool

TREEhouse / casaBARTHEL
4.88 out of 5 average rating, 820 reviews
Infinity view
4.88 out of 5 average rating, 201 reviews
Romantic cosy flat - Toscana Italy
4.99 out of 5 average rating, 100 reviews
Country house with private pool
4.94 out of 5 average rating, 124 reviews
Country House w/ heated Pool near the City Centre
4.82 out of 5 average rating, 158 reviews
La Nipitella Old Barn House, Florence
4.84 out of 5 average rating, 289 reviews
Old Barn very close to Florence
4.95 out of 5 average rating, 153 reviews
Casa Nespolo – Cozy farmhouse in Chianti
4.95 out of 5 average rating, 136 reviewsWeekly house rentals

Podere Solatio - Tuscany Hills next to Florence
4.97 out of 5 average rating, 145 reviews
Casa Al Poggio in Chianti Shire
4.96 out of 5 average rating, 330 reviews
Country House "Il Sabatino" on Florence's hills.
4.87 out of 5 average rating, 257 reviews
Maison Flora - Historic home in the Oltrarno area
4.95 out of 5 average rating, 198 reviews
Sode del Mardello Farm
4.91 out of 5 average rating, 11 reviews
Nature Retreat | Peace & Relax in the Hills
4.95 out of 5 average rating, 64 reviews
B&B Colle di Tagliavera
5.0 out of 5 average rating, 21 reviews
Authentic Stone Retreat: Hike & MTB
4.75 out of 5 average rating, 4 reviewsPrivate house rentals

Casentino Villa Antonella
4.95 out of 5 average rating, 19 reviews
Villa with a swimming pool in the heart of Chianti | Florence
5.0 out of 5 average rating, 3 reviews
Casa Spiano
5.0 out of 5 average rating, 8 reviews
Felciolina Medieval Countryfarm close to Florence
5.0 out of 5 average rating, 86 reviews
Villa Beatrice with Exclusive Garden
5.0 out of 5 average rating, 9 reviews
The Little House in the Woods
5.0 out of 5 average rating, 11 reviews
Private Villa "Forre 563 "
5.0 out of 5 average rating, 32 reviews
Villa "Othello's House"
4.91 out of 5 average rating, 35 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Bologna Center Town
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Bologna Fiere
- Stazione Santa Maria Novella
- Mugello Circuit
- Misano World Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Stadio Renato Dall'Ara
- Piazza della Repubblica
- Piazza Maggiore
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Palacongressi Della Riviera Di Rimini





