
Holiday houses in Castell'Anselmo
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Top-rated holiday rentals in Castell'Anselmo
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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!
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. 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, hills and vineyards with unique sunsets.
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"La Torre al 7 - Leaning Tower View, Pisa"
Private terrace with direct views of the Leaning Tower — just 80 metres away. Wake up, step outside, and find one of the world's most iconic monuments waiting in silence. While other visitors photograph it from below, you take in the view from above, coffee in hand. Original paintings and sculptures by your Tuscan host fill every corner in a dialogue between ancient and contemporary. Not just a place to stay — an experience you carry with you. Pisa is not just a stop. From here, it becomes home.
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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 Magnifico" Medici apartment
Luxurious apartment built from a portion of the Medici villa dating back to the early 15th century, located in the historic center of the small town of Collesalvetti, nestled in the Livorno hills a few kilometers from the sea and the most important art cities of Tuscany. Pisa is 19 km away, Livorno 20 km, Florence 77 km, the sea 19 km The apartment is located in the colorful town square where you can find a restaurant, bar, ice cream shop and groceries, Lidl and Conad 1 km away.
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I Sassi di Wally: country, art & sea!
At the end of a very typical Tuscan hills’ dirt road lined with cypress trees, I Sassi di Wally is a nice stone cottage with a turret. Once it was the agricultural annex of an 18th-century farmhouse, which has been now restored. The house, which was internally renovated in July 2022, is detached with a private, fenced garden, a working area, an internal parking and an 'under the stars' hot tub. Animals are welcome. The ideal location for a relaxing break from the daily routine.
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Chalet i Poggetti,
If you want to surprise the person you love, or experience a relaxing stay, our chalet is an ideal solution allowing you to connect with nature in an elegant and comfortable environment, in total privacy in a unique natural setting, equipped with all comforts, at your disposal a solar greenhouse equipped with a hot tub and sauna... with a forest view. Outside, there is a terrace where you can dine or have breakfast adjacent to the solarium area with deck chairs, etc.
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Podere del Bagnolino - L'Arco Apartment
The Podere del Bagnolino is an oasis between the sea and the countryside in Tuscany, nestled in the hills of Santa Luce in the beautiful Colli Pisani. A few kilometers from places like Castiglioncello and Baratti, it offers comfort and relaxation, with easy access to the A12 highway and Pisa airport. The property has 5 apartments, including the Arco, characterized by double volume and large arches, with outdoor spaces, swimming pool, barbecue and relaxation areas.
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House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.
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Relaxing Country Home in Tuscany with View
An incredible experience between flavor, nature 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 olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.
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Casa Rivanella
Cozy ground-floor apartment, perfect for those looking for tranquility and contact with nature. It has a private garden surrounded by greenery, surrounded by the rolling hills of the countryside. An ideal place to relax, read in the shade of the trees or have a slow breakfast overlooking nature. Around the house you will find paths for pleasant walks, breathtaking landscapes that make the experience even more authentic.
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Countryside Dream farm in Tuscany
Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.
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Popular amenities for Castell'Anselmo holiday rentals
Other great holiday rentals in Castell'Anselmo

Luxury Medieval Tower - Penthouse
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AnticaVista, Luxury Apartment with Tower Views
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Open Space Piscina e Giardino
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Casa Billi
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Podere Riparossa elegant house with tennis court
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Venere's Paradise Cabine - Le Fraine Glamping
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Frontemare house with exclusive sea access
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Casa Ruben, relaxation and comfort in the Tuscan hills
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Destinations 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)
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Capraia
- Basilica of Santa Croce





