
Holiday rentals in Bobolino
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Top-rated holiday rentals in Bobolino
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Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
4.88 out of 5 average rating, 342 reviews
Villa la scuderia quiet luxury private garden pool
Once a 19th-century horse stable, this Tuscan home was discovered by my mother : a Dutch artist and traveller, she moved here in search of beauty, nature and light. She stayed for twenty years. My brother and my daughter grew up running barefoot on these ancient terracotta floors. Even today I still fall in love with the light that enters through the old arches and reflects into the house and the flower-filled private garden.its not an hotel is a lifetime experience, welcome to” La scuderia “.
5.0 out of 5 average rating, 28 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic 17th-century property located in the beautiful Chianti hills of Tuscany, with the option of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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.
5.0 out of 5 average rating, 352 reviews
the terrace at the tower
the apartment is located on the second floor and offers a breathtaking view of both the Arno River and the historic Medici Tower. Ideal for families ,groups of friends or couples, this accommodation is perfect for those looking for large spaces, tranquility and a connection with the history of the city. Surrounded by public parks, it’s the perfect place to relax immersed in nature. Furthermore it is located just 1.5 km from the train station, allowing you to easily explore surroundings.
5.0 out of 5 average rating, 22 reviews
Casa Federico overlooking the Tuscan hills.
Apartment with 3 double bedrooms and 2 bathrooms. Large well-equipped kitchen, living room for relaxation. Bed linen, towels and kitchen linen provided. Private parking for two cars . First-floor apartment with 25 steps and a further 15 steps to access the upper double bedroom. Panoramic terrace. A quiet place away from the traffic but not isolated. Montelupo is 20 minutes from Florence, 1 hour from Versilia, and 45 minutes from Pisa, Lucca and Siena. 1.6 km to the train station.
4.89 out of 5 average rating, 91 reviews
Aureva Tuscany, modern villa with private pool
Nestled in the hills above Montelupo Fiorentino, 25 km from Florence, Aureva Tuscany is an exclusive villa with breathtaking views and a private pool. Spacious, bright living room, fully equipped kitchen, 3 bedrooms (sleeps 6), 4 bathrooms, panoramic terrace. Garden with loggia, barbecue, and sun deck. Garage, laundry room, and 2 parking spaces. Strategically located between Florence, Pisa, and Livorno. Relax and recharge in this oasis of tranquility and elegance.
5.0 out of 5 average rating, 4 reviews
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.
4.98 out of 5 average rating, 107 reviews
Peaceful and Relaxing Tuscan Retreat with Views
An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a peaceful and relaxing holiday.
5.0 out of 5 average rating, 90 reviews
[SAN LORENZO-DUOMO] Prestigious Historic Residence
Make your stay a unique experience and give yourself an emotion that will last for life. Located in the heart of Florence, this magnificent historic residence is the ideal solution for those looking for an exclusive and prestigious location to combine with a central position, perfect for easily visiting the main sites of interest, reachable in less than 10 minutes on foot. The apartment enjoys exclusive views of the Medici Chapels, offering a unique view.
5.0 out of 5 average rating, 158 reviews
Tuscany Nest - guest house all gates of Florence
The flat is located in the municipality of Montelupo Fiorentino, in a residential area, but close to all amenities: supermarkets, the station and near the FI-PI-LI (SGC) to reach Florence, Pisa and Livorno. In 1 hour you can also reach Siena, San Gimignano and Volterra. Nearby are the Villa Medicea dell'Ambrogiana park and the Pesa river park, which offers opportunities for walking and cycling. You can park for free by the roadside.
5.0 out of 5 average rating, 11 reviews
Flat for 4 with garden & pool in agriturismo
We have created an intimate and exclusive environment, which can accommodate a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The 70 square meter Rasty apartment is located on the ground floor, it is spread over two independent bedrooms and can accommodate up to four people, with four-poster beds, garden view, bathroom, living area and kitchen with fully equipped kitchenette.
4.99 out of 5 average rating, 170 reviews
DA CLOE charming two-room apartment near Florence
Two-room apartment renovated in 2019, on the first floor of a historic building, with a flight of stairs, without an elevator, located in the center of Montelupo Fiorentino, close to all essential services (train station, bank, post office, supermarket, free parking). The main Tuscan cities of art are easily accessible both by train and car (Florence 20 min. Pisa 40 min. Siena 60 min).
4.94 out of 5 average rating, 112 reviewsPopular amenities for Bobolino holiday rentals
Other great holiday rentals in Bobolino

Church of the Vaioni
4.98 out of 5 average rating, 87 reviews
Magda house
4.89 out of 5 average rating, 99 reviews
Il Palagio
5.0 out of 5 average rating, 38 reviews
Historic Fresco Apartment
5.0 out of 5 average rating, 7 reviews
Villa Carla – Florence View, Tennis & Hot Tub
5.0 out of 5 average rating, 15 reviews
NEW [Home Gallery] Live Among Art · Gym & Parking
5.0 out of 5 average rating, 15 reviews
Guest House "Le Piagge", a romantic escape.
4.78 out of 5 average rating, 120 reviews
La Rosa, by Interhome
5.0 out of 5 average rating, 8 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco dell'Orecchiella
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden





