
Holiday houses in Bolgheri
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Top-rated holiday rentals in Bolgheri
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Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
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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
LocationFamilyLong stay

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
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Design loft with private SPA in Tuscany
Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.
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Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
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Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.
ValueLocationLong stay

Villa Siloral a jewel in the Etruscan Coast
Our cozy and elegant Villa Siloral Blu is nestled among the vineyards overlooking Bolgheri, a village well known to lovers of wine and literature. The park where the villa is located is bordered by a line of olive trees Under the large outdoor patio there is a lounge area and veranda for unforgettable summer dinners. Given the thick walls and its position, the temperature is always pleasantly cool even during the hot summer months. It comfortably accommodates 8 persons.
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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.”
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Medieval Tower in the Tuscan Countryside
On request, a delicious sweet and/or savory breakfast, a rich dinner with seasonal products and cooking class Have you ever lived like a King and Queen among armor, frescoed ceilings and four-poster beds? From the top of the wonderful panoramic terrace, Torre Sassa will show you all of Tuscany up to the sea. Discover the history of this small but wonderful village just a stone's throw from the most iconic areas of the region
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Green Dome @ The Land Before Time Retreats
Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.
LocationFamilyCheck-in

La Casina. Two-room apartment in the historic center of Bibbona
Goditi una vacanza all'insegna dello stile in questo spazio in centro. Potrai vivere la realtà di un piccolo borgo toscano, caratterizzato dalla pace in un bilocale completamente ristrutturato. Su richiesta, è possibile organizzare una cena nel piccolo patio della casa completamente preparata dal ristorante Io Cucino. È possibile avere, servizi extra come pulizie aggiuntive e servizi di lavanderia a richiesta.
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La Bandita Dependance
Annex immersed in the garden of a typical Tuscan farm, we are in the countryside of Marina di Castagneto Carducci close to the sea, which can be reached on foot or by bike along the adjacent cycle path for about 2 km. A spacious room with an en-suite bathroom and a double bed, a separate entrance and a large garden available. Perfect retreat for travelers looking for a quiet, romantic and relaxing space.
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Popular amenities for Bolgheri holiday rentals
Other great holiday rentals in Bolgheri

Luxury Medieval Tower - Penthouse
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L’Incanto Cozy Studio in Medieval Borgo with Patio
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Casa Giorgiana in Bolgheri, Tuscany
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Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
LocationFamilyAir conditioning

Hostly-Casa Gabry - Countryside & near to the Sea
LocationFamilyOutdoor spaces

La Torre-Luxury attic - BEACH FRONT - Tuscany
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Enjoy Amazing View in Tuscany in Our Country House
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Beachfront Tuscany
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Destinations to explore
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Parco Regionale Della Maremma
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Capraia
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria





