
Luxury rentals in San Gimignano
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Top-rated luxury vacation rentals in San Gimignano
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Palazzo Poggi - Luxury Apartment in Florence
Immerse yourself in Florentine luxury with our 3 bedroom apartment in a historic building designed by the illustrious Giuseppe Poggi. Located in one of the most elite neighbourhoods of the city center, the space combines timeless elegance with modern comforts. Features include a Carrara marble fireplace, an original 16th century mirror, and a 17th century Murano chandelier. The balcony offers sweeping views of Piazza della Libertà and the Fiesole hills—perfect for soaking in the city’s beauty.
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Piazza di Santa Croce the Magnificent
In the precious silence of Palazzo Barberini, a noble Florentine residence already mentioned in 1531, a huge apartment opens up that tells of centuries of art and beauty. Overlooking Piazza Santa Croce, the beating heart of Florence, a space of over 400 m2 comes to life where Renaissance elegance dialogues with contemporary design. Once the artist's studio of the master Pietro Annigoni (1933-1952), today it is the perfect place to experience the magic of Florence with intensity and beauty.
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Cavour 83 Prestige House by 360 Rentals
In the historic and residential center of Florence, prestigious 210m2 apartment on the 1st floor with lift located in a beautiful Florentine palace dating from 1880 on the former site of a monastery. The apartment is located in the historic center in a quieter residential area. You can reach the main attractions of the city in 10-15 minutes on foot and 20 of the SMN train station. It is now also possible to reach us directly from Peretola Airport with the T2 tram line in 20/30 minutes.
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Villa Sublimis by Villas in Med
This is not just any former stone farmhouse, it’s a unique and elegant villa, that stands as a testament to timeless charm fused with modern luxury. Originally built in the 19th century, this magnificent holiday destination has been expertly transformed to preserve its historical allure while offering an array of contemporary comforts. Nestled amidst the rolling, green Tuscan hills west of Siena, it serves as a serene oasis, perfect for those seeking a one-of-a-kind vacation experience.
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Villa Sarah Tenuta Melograni
The villa is spread over two floors and is immersed in a lush garden that perfectly embodies the beauty of the Tuscan countryside. It features five elegant bedrooms en suite, and can accommodate up to 10 guests in maximum comfort. Outside, there is a dépendance equipped with a designer outdoor kitchen, an exclusive relax area, and a special dining table, perfect for convivial moments under the sky. The 5 bedrooms all have their own private bathroom, air conditioning, WiFi and smart tv.
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Umamma - The Ex-Brothel - The Unexpected Place
UMAMMA is a 16th century open space. You will find yourself in an unexpected world embraced by the Florentine hills, from where you can see Leonardo Da Vinci's house. UMAMMA is designed for those who want to rediscover natural energy. In a wonderful square inhabited by local people, UMAMMA is the starting point for visiting Tuscany from one of the most picturesque points. The private heated pool is accessible only to guests of the house, through a secret passage. Enjoy.
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Villa Montemaggio
Stay in an authentic Tuscan farmhouse set within a working vineyard, surrounded by breathtaking rolling hills. A private property of the estate owners, fully refurbished for modern comfort while preserving its country charm. Far from busy streets, here you’ll hear birdsong and the distant hum of tractors in the fields. Please note: to get to the property you have to drive for about 6 km of unpaved road, part of its secluded countryside setting.
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NEW - Modern, luxuries Villa (close to Florence)
The entire house is exclusively yours. Perfect for large groups of friends, colleagues, or families with children, parents, and grandparents who want to stay together in peace. From here you can explore Florence for shopping, art, and culture, or enjoy Tuscany’s wine regions. The pool sits close to the house for easy relaxation. Cooking evenings or guided tours can be arranged and we’re happy to help with events or wine tastings.
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Velari
Preserving the historical character of the structure through an innovative approach: the design of Villa Volterra has been curated with the intention of creating the right balance between rustic and modern, tradition and design. The beating heart of the property is the living area, which is adorned by a panoramic glass wall with a spectacular view of the swimming pool that creates a seamless bridge to the garden.
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2BR • Luxury Florence Penthouse • 360° Panorama
🍷 Savor the Local Flavor: enjoy a complimentary gourmet food and wine tasting when you stay for 3 nights or more. Valid for stays until 31st July 2026 🍷 ⚠️ Review mentioning "noise" ⚠️ Please note that there is no construction work taking place in the building or local area. The review is specific to the summer of 2023 when we first rented the property.
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Villa Centia in San Gimignano
A contemporary villa in the heart of Tuscany, with stunning views over the iconic towers of San Gimignano. From the lush surrounding hills to the understated charm of its rooms, every corner of Villa Centia reveals a timeless beauty that will captivate you from the moment you set foot here.
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Por Santa Maria terrace
Exclusive apartment in the heart of Florence with a view of Ponte Vecchio. Prestigious large apartment located in Borgo SS Apostoli, on the corner of Via Por Santa Maria, in an absolutely exceptional and prestigious position in the heart of the historic center of Florence.
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Popular amenities for San Gimignano luxury vacation rentals
Other great luxury vacation rentals in San Gimignano

Villa Chianti Fornace
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The Casina
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Florence City View Estate
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Villa Simone
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Luxury Apartment 'Caterina da Siena'
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Le Pratola
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Sole del Chianti
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Leonardo
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- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Things to do San Gimignano
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- Things to do Siena
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- Things to do Tuscany
- Water sports Tuscany
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- Food and drink Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Sightseeing Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food and drink Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Art and culture Italy
- Wellness Italy
- Nature and outdoors Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Sports activities Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Sightseeing Italy
- Galleries Italy
- Tours Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
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