
Vacation rentals in Collemontanino
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Top-rated vacation rentals in Collemontanino
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Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility 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 incomparable sunsets.
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Il Frantoio (Hot Tub + Pool)
✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫
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Cozy Italian stone cottage central Tuscany
Casa Michelangelo is a beautifully restored stone cottage, in a small gated cluster of houses in the heart of the picturesque town of Chianni. The casa has a lovely view of the neighbouring vineyard and every amenity to feel comfortable during your stay, including AC throughout. Enjoy your evenings either dining on the terrace or out at one of the award winning restaurants near by. Chianni is perfectly situated as a great central base to explore Tuscany's greatest Cities, towns and the coast.
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Panoramic Views + Pool | Historic Tuscan Palazzo
Wake up above the Tuscan hills with panoramic views directly from your private balcony – perfect for couples, wine lovers and cultural explorers. Surrounded by the rolling Tuscan hills, this charming apartment combines timeless elegance with modern comfort and two bathrooms. Only 40 min from Pisa, close to vineyards, in a cozy hilltop authentic village in a historic Italian palazzo. Take a dip in the pool, unwind on the solarium, and embrace the tranquility and beauty of the countryside.
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Giglio Blu Charming Loft + Air Conditioning
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...
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Villa Le Rocche with pool, breathtaking view
Le Rocche, on the top of a hill offers a breathtaking view, the Villa all on one floor, finished renovating in 2021 by the architect. Gianni Benincasa, has 5 bedrooms, one of which is in the mezzanine and 3 bathrooms. Furnishings, all brand new, of great charm. Another highlight is the 100 m2 terrace. and the BBQ, where you can have lunch and relax. The villa is completely independent and out of sight of prying eyes. The park with olive, cherry and apricot trees is approximately 7,000 m2.
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Church of the Vaioni
An ancient deconsecrated church dating back to the early 1900s, originally built as a private chapel of Villa Philipson. Chiesino Dei Vaioni has a loft structure with two double bedrooms on two separate mezzanines. Outside, there is a kitchen with a wood-burning oven, private gardens with a tree-lined avenue and an olive grove. The gates and internal stairs were built by the Antica Fonderia Michelucci. Chiesino Dei Vaioni is immersed in the Tuscan countryside just minutes from the city.
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The Green Cottage via Fonte Vecchia
Welcome to the Green Cottage, a cozy retreat on the ground floor of a historic building in the heart of Casciana Terme. Perfectly situated, you're just a short stroll from the famous thermal waters and all the village's amenities. This traditional cottage offers a peaceful escape where you can relax and immerse yourself in classic Tuscan style. The cottage is also a great base for exploring the region, with easy connections to famous cities like Pisa, Lucca, San Gimignano, and Florence
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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.
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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.”
LocationFamilyLong stay

Breathtaking Views in Our Chianti Country House
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 vineyards and olive groves 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 relaxing and peaceful holiday.
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Villino Isotta (exclusive private villa)
Located in the “wine city” (so named for its numerous vineyards and wineries), VILLINO ISOTTA (the name of the house) is perfect for COUPLES, FRIENDS, FAMILIES, OR GROUPS (SLEEPS 16) WITH AN EXCLUSIVE OUTDOOR POOL AND HOT TUB! Relax and enjoy the colors and scents of Tuscany in this quiet home where time seems to have stopped! VIEW OF RARE BEAUTY! We are located in a strategic position, in the center between Florence and Pisa, between Siena and Lucca!
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Popular amenities for Collemontanino vacation rentals
Other great vacation rentals in Collemontanino

Luxury Medieval Tower - Penthouse
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Romantic stone house with panoramic views - Tuscany
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Villa la scuderia quiet luxury private garden pool
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Villa Castiglioncello - access to the private sea
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Rosa: Tuscan Views & Pool, Walk to Town
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Casa al Colle
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Herons Superior Apartment - Splendid view!
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Chalet i Poggetti,
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Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Spiaggia di Capo Bianco





