Holiday rentals in Borgatello

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 al fresco dinners. A memorable getaway awaits you in this little slice of paradise!

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 ...

NonnAnnita Rooms

A stone's throw from Chianti, Monteriggioni and San Gimignano, and a few kilometres from Siena, Volterra and Florence, on the top floor of what was once a housekeeper, our historic residence in the heart of the castle of Colle di Val d 'Elsa, part of the ancient family home, opens with its arches to a splendid view of the lower city and the Senese Mountains on the one hand, on the ancient Canonica square, the original nucleus of the castle dating back to the 10th century, on the other.

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>

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.

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.”

The independent Cottage on the Tuscan hills

Relax with the whole family in this completely independent cottage, in the Tuscan countryside, overlooking the hills at the foot of the San Gimignano Towers up to the Apennine mountains. Thanks to its location, within an hour's drive you can reach Florence, Pisa and Lucca. in 15 minutes to San Gimignano and 20 minutes to Siena and Volterra. The Tyrrhenian coast is also easily accessible. The location is also ideal for those who love outdoor walks or bike excursions.

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.

Modern apartment near Siena and San Gimignano

Welcome to Casa Nonna Dina, a modern apartment in Colle di Val d'Elsa, in the heart of Tuscany. Ideal for families, couples, and groups of up to 6 guests, it offers 2 Bd, a large living room, an equipped kitchen, a modern BA, a laundry room, 2 terraces, free parking, and self check-in. Located in a quiet area, it is the perfect base for visiting San Gimignano, Siena, Volterra, Florence, and Chianti, enjoying comfort, relaxation, and Tuscan authenticity.

DorminColle - Tuscan-style apartment

Bright and spacious apartment, consisting of a comfortable double bedroom with TV, portable air conditioner, with bathroom complete with shower and toilet. Third bed located in a characteristic mezzanine area with wooden beams with a bed. Large kitchen equipped with dishwasher, coffee maker, microwave, filtered water dispenser, Living room with TV and sofa, dining room overlooking the Old Village. Free parking 150 meters away from the apartment.

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.

Il Castro Luxury San Gimignano. Michelangelo Suite

Il Castro is a group of apartments finely recovered from a careful renovation, which has left the signs of the past unchanged. The classic furnishings, meticulously decorated by local artisans, blend in perfect harmony with elements of fine design, giving a minimalist and refined effect. The finishes of the bathrooms are extraordinary, where the search for detail and the quality of the materials transform the environment into something unique.