Holiday houses in Quartaia

La Casetta

“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)

Location · Family · Sleep quality

Casa al Gianni - The Simignano Barn

Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

Location · Family · Check-in

Casa Lida [Garden+Parking]

Welcome to Casa Lida, your peaceful retreat in the heart of Tuscany. Independent two-storey apartment on Via Francigena, in Colle di Val d'Elsa: a base for exploring Siena, San Gimignano, Monteriggioni, Volterra and the Chianti vineyards. Two bedrooms and two bathrooms, a fully equipped kitchen, a fireplace and heating. Outside, there is a large private garden with a terrace for outdoor breakfasts and dinners, and parking. Fast Wi-Fi. Ideal for couples, families and those seeking peace and authenticity.

Family · Location · Breakfast

Exclusive Tuscan Villa with private pool

Amazing exclusive authentic big villa, real Tuscan style, air condition. 15 guests. 6 double bedrooms and 1 triple rooms. Bright dining room, fully equipped kitchen. Private pool (15x7mt). The area is really quiet and super relaxing. You will enjoy a stunning view over the characteristic tuscan countryside. About 15 minutes drive from San Gimignano, the most famous medieval village just between Florence and Siena. Wifi, private parking area!! The best place for trekking and outdoor sport lovers!

Family · Location · Bathroom

Casale del timignano, private villa with huge gard

A Story of Love, Family, and Tuscan Soul: Spread over two spacious levels, the villa comfortably hosts up to 14 guests — ideal for families and groups travelling together. Set along the historic Via Francigena, Villa Timignano offers privacy, nature, and a deep sense of place, all within easy reach of Tuscany’s most iconic towns. Surrounded by woodland near Colle di Val d’Elsa, the villa sits directly on the ancient pilgrimage route connecting Canterbury to Rome. Walking trails begin at ...

Family · Location · Kitchen

Villa of the 2 Olive Trees (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Family · Location · View

Private Courtyard | 3BR/3BA | Garage

Welcome to Casa Costarella.<br><br>Wake up in San Gimignano’s historic center and step into your own private courtyard — a rare feature within the city walls.<br><br>This 120 m² / 1,290 sqft residence spans two levels and blends preserved historic character with modern comfort.<br><br>☞ Enclosed private courtyard<br>☞ 3 bedrooms / 3 full bathrooms<br>☞ Free covered garage for 1 car (5-minute walk)<br>☞ Underfloor heating & cooling<br>☞ High-speed Wi-Fi<br>☞ Self check-in<br><br>

Family · Location · Walkability

Siena, House in the heart of Tuscany

Holiday home in the medieval village of Colle di Val d'Elsa, at 115 Via Gracco del Secco in Tuscan style on 2 floors, 3 bedrooms, 3 bathrooms, fireplace and wood-burning oven. Voucher from 5 euros per person per day for breakfast at Mario Barone bakery. Recently renovated and furnished with care and value. Wifi and air conditioning. Next to the Spa Hotel San Lorenzo. Ample nearby public parking. At 15 minutes from San Gimignano, 20 fm Volterra, 40 fm Florence, 25 fm Siena.

Family · Value · Hospitality

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise 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.

Value · Family · Pool

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Location · Value · Long stay

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.

Location · Family · Condition

Florence & Siena • Terrace • Private Parking • A/C

Imagine waking up to sunlight filling the apartment and enjoying breakfast overlooking the Tuscan hills. Bright top-floor apartment with elevator, panoramic terrace and 180° open views, between Florence and Siena, in a quiet private area with no through traffic. Perfect for families, with parking, air conditioning, fast Wi-Fi, fully equipped kitchen and all the comforts to explore Tuscany’s villages, wineries, art cities and iconic landscapes.

Location · Family · Walkability