
Luxury rentals in San Gimignano
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Top-rated luxury vacation rentals in San Gimignano
Guests agree: these stays are highly rated for location, cleanliness, and more.

Villa Montemaggio
This booking is a chance to stay in a real Tuscan Farmhouse that is situated inside an actual vineyard. Its a private property of the owners of the estate, completely refurbished to give every possible comfort but still live in the middle of nature. The setting is absolutely breathtaking amongst the rolling tuscan hills, far away from the noise of the concrete jungle and busy streets. Here the only noise you will hear is the chirping of the birds or faraway hum of the tractor in the fields.

Umamma - The Ex-Brothel - The Unexpected Place
UMAMMA, e’ un open space del 1500. Ti troverai in un mondo inaspettato abbracciato dalle colline Fiorentine, da dove potrai osservare la casa di Leonardo Da Vinci. UMAMMA e’ stato pensato per chi ha voglia di ritrovare un’energia naturale. In una piazza meravigliosa abitata da persone locali, UMAMMA e’ il punto di partenza per visitare la Toscana da uno dei punti più suggestivi. La piscina privata riscaldata e' accessibile solo dagli ospiti della casa, tramite un passaggio segreto. Enjoy.

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.

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.

Piazza di Santa Croce il Magnifico
Nel silenzio prezioso di Palazzo Barberini, nobile dimora fiorentina menzionata già nel 1531, si apre un enorme appartamento che racconta secoli di arte e bellezza. Affacciato su Piazza Santa Croce, cuore pulsante di Firenze, prende vita uno spazio di oltre 400 m2 dove l'eleganza rinascimentale dialoga con il design contemporaneo. Un tempo studio d’artista del maestro Pietro Annigoni (1933-1952), oggi è il luogo perfetto per vivere la magia di Firenze con intensità e bellezza.

Palazzo Angelico Luxury Residence on the Lungarno
Palazzo Angelico is a designer-restored ground-floor residence on Florence's Lungarno, just steps from the Ponte Vecchio. Three master suites with en-suite bathrooms, generous reception spaces and a rare private garden offer one of the most exclusive private stays in the historic centre. Renovated by an award-winning Florentine designer, Palazzo Angelico blends aristocratic charm, contemporary art and modern comfort. Selected for Airbnb Luxe.

Villa Iris Tenuta Melograni
Villa Iris, the result of a meticulous restoration of an ancient brick kiln dating back to 1737, stands in a privileged position on the hill, overlooking the famous towers of San Gimignano. The villa is spread over two elegant floors and is surrounded by a vast, lush garden. It features six luxurious bedrooms, each with a private bathroom, and can accommodate up to twelve guests. The 6 bedrooms en suite all have air conditioning and WiFi.

Villa Finesterra
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.

4BR • Deluxe Palazzo • Private Patio • Santa Croce
💎Palazzo Tintori Garden is a breathtaking four-bedroom residence, a true work of art nestled within a magnificent noble building dating back to the 17th century. Located in the heart of Florence’s storied Santa Croce district with private courtyard and two spacious living rooms this exquisite home offers a rare blend of historical charm and refined sophistication.

Cinque Cipressi 8, Emma Villas
Hidden amongst the woods and just a few minutes from the medieval borgo of Montecatini Val di Cecina, Cinque Cipressi, an elegant house dating back 7 century and fruit of refined renovation, is a special refuge in which to immerse yourself in relaxing tranquillity and discover secrets of Tuscany off the beaten path-known.

Villa Centia 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.

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.
Popular amenities for San Gimignano luxury vacation rentals
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Villa Castellare de' Sernigi for rent in Tuscany
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Piazza del Duomo (Pisa)
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Pisa Centrale Railway Station
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Del Chianti
- Mugello Circuit
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Spiagge Bianche
- Gulf of Baratti
- Basilica of Santa Croce
- Medici Chapel
- Things to do San Gimignano
- Food and drink San Gimignano
- Nature and outdoors San Gimignano
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- Tours Siena
- Sports activities Siena
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- Nature and outdoors Siena
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