
House vacation rentals in Rocca San Casciano
Find and book unique houses on Airbnb
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.

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 ❤️

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

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

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.

Maison Flora - Historic home in the Oltrarno area
Maison Flora is a historic residence, that was born in the heart of the Oltrarno, one of the most Bohemian and at the same time sought-after neighborhoods in the city. The home boasts views of the greenery, offering a relaxing and comfortable and central stay, reserved and quite. The uniqueness of Maison Flora is its sartorial workshop, located on the lower floor, where the creations of the lingerie company Flora Lastraioli, born in 1932, are born, a true example of the craftsmanship.

The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of Chianti Classico, 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 a breathtaking view, where you can enjoy stunning sunsets. The total independence of the house, the cozy garden, and the large loggia allow you to spend your stay in total peace of mind. Our reviews are your best guarantee.

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.

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 September.

Oasi Fiorentina with garden near the city center
Entire house just renovated, very bright, on the ground floor with garden, kitchen and two bedrooms with private bathroom within walking distance of the city's main attractions. At the gates of the historic center, Piazza della Libertà area, just outside the ZTL, 25 min walk to SMN station or 10 min by bus. A private garden perfect for those looking for a green oasis of tranquility after a day spent exploring the wonders of one of the world's most fascinating cities.

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.

[Lungarno] Prestigious apartment with a view
Make your stay in Florence unique by staying in one of the most prestigious apartments in the area and give yourself an experience that you will keep in your heart for a lifetime. Located in the heart of Florence, this magnificent apartment is the ideal solution for those looking for an exclusive and prestigious location to combine with a central location, which is perfect for easily visiting the main sites of interest, all within a 10-minute walk.
Popular amenities for Rocca San Casciano house rentals
House rentals with a pool

Villa Lolù with private heated swimming-pool

Romantic cosy flat - Toscana Italy

Old Barn very close to Florence

Country house with private pool

Casetta Melograno - Cozy farmhouse in Chianti

Old barn The Nepitella Firenze

Villa Agnese · Pool · Duomo View · Parking

Casetta Ginestra apartment
Weekly house rentals

Florence Duomo Portrait

Romantic House near the center of Florence

Cozy panoramic view on Chianti countryside escape

Gigallino, in the countryside, close to Firenze

Nature Retreat | Peace & Relax in the Hills

Sode del Mardello Farm

Dream farmhouse in Chianti, panoramic garden

I Palpiti - Dream Villa in the heart of Florence
Private house rentals

Podere Chiappasonno

Tuscan vineyard house, near Florence

Casa Spiano

Villa Piandarca - Tuscany - WIFI - private pool

Colle di Tagliavera B&B

The Little House in the Woods

Le Lucciole: relaxation and privacy in the hills

Lucia's Barn
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Pinarella Di Cervia
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Bologna Fiere
- Mirabilandia
- Mugello Circuit
- Fiera Di Rimini
- Stadio Renato Dall'Ara
- Misano World Circuit
- Mercato Centrale
- Stazione Santa Maria Novella
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Autodromo Enzo e Dino Ferrari
- Piazza Maggiore





