
Vacation rentals in San Ruffino
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Top-rated vacation rentals in San Ruffino
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Tuscany Villa on the hill with pool
Located on a hill in Lari-Tuscany, Villa Calabrò is a 19th-century restored manor that offers a huge outdoor swimming pool with a diving board and a solarium, a park, a gazebo, a barbecue, free Wifi and private parking. 30 minutes from Pisa and the airport 35 minutes from the sea 45 minutes from Lucca 60 minutes from Florence 45 minutes from Volterra 60 minutes from San Gimignano 90 minutes from Siena 30 minutes from Livorno 5 minutes from vineyards and oil mills 8 minutes from supermarket
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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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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.
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Margherita
A un passo dalle città d'arte della Toscana e dal mare, siamo in una zona di grande interesse per la flora e la fauna selvatica e contornata da ville storiche, protetta dal vincolo paesaggistico; la strada che porta da noi, circa un Km, fa parte di questo patrimonio, non può essere asfaltata ed è un po' sconnessa. Per raggiungerci dovrete fare un un piccolo sforzo, affrontabile con una qualsiasi auto. Troverete in cambio silenzio, tranquillità e la nostra accoglienza.
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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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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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Glamping house "Il bosco" with whirlpool
Surrounded by greenery, our Il Bosco glamping tent is an intimate retreat where nature envelops every moment. Surrounded by trees, it offers an authentic experience of silence and light among the foliage. On the private terrace, there is a panoramic hot tub, perfect for relaxing between the sounds of the forest and the sky. The tent is insulated and equipped with air conditioning, to offer comfort in every season without sacrificing nature.
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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.
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Rosa: Tuscan Views & Pool, Walk to Town
Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.
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Luxury tent in the countryside
The splendid setting of this romantic place surrounded by nature will leave you speechless, you can immerse yourself in a Finnish tub with heatable water while enjoying a breathtaking view and sunset. In our tent you can also enjoy a private internal bathroom and an exclusive external patio If you are looking for relaxation this is the best location for you!
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Popular amenities for San Ruffino vacation rentals
Other great vacation rentals in San Ruffino

Luxury Medieval Tower - Penthouse
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Charming farmhouse - private pool & scenic views
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Villa Lina, Luxury Farmhouse with Pool and Amazing
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Authentic Tuscany Experience in our Country House
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The Cottage to relax and enjoy
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Herons Superior Apartment - Splendid view!
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"Il Magnifico" Medici apartment
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Luxury Villa "Le Rondini" – Peccioli
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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
- Mugello Circuit
- 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





