
Luxury rentals in San Gimignano
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Top-rated luxury vacation rentals in San Gimignano
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Villa Rinascimento
Perched atop the hills of Firenze, this villa acts more like your own boutique hotel with 1 large pool and space for 36 guests. The alfresco dining area on the terrace is perfect for large gatherings, and the sweeping view of the city below is an unbeatable backdrop. To truly relax, visit the brick-walled spa in the basement and slide into the rejuvenating whirlpool. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM The main villa • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 3: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower • Bedroom 4: King size bed, Ensuite bathroom with bathtub • Bedroom 5: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower The Fattoria • Bedroom 6: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower • Bedroom 7: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 8: Queen size bed, Ensuite bathroom with stand-alone shower • Bedroom 9: Twin size bed, Ensuite bathroom with stand-alone shower The Bottega • Bedroom 10: King size bed, Ensuite bathroom with stand-alone shower • Bedroom 11: King size bed, Ensuite bathroom with bathtub The Studio • Bedroom 12: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 13: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 14: Double size bed, Jack & Jill bathroom shared with Bedroom 15 • Bedroom 15: Twin size bed, Jack & Jill bathroom shared with Bedroom 14 The Frantoio • Bedroom 16: Twin size bed, Jack & Jill bathroom shared with Bedroom 17 • Bedroom 17: Twin size beds (can be converted to a king), Jack & Jill bathroom shared with Bedroom 16 • Bedroom 18: Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone shower • Bedroom 19: Double size bed, Ensuite bathroom with stand-alone shower • Bedroom 20: Double size bed, Ensuite bathroom with stand-alone shower OUTDOOR FEATURES • Whirl pool - unheated STAFF & SERVICES Included • Linen change - twice per week • Concierge service (9 AM – 7 PM) • Daily Breakfast

Florence City View Estate
NEW LISTING! Experience the absolute best of both worlds, the city & the countryside. O:live Villa Firenze is located in a protected area on the Florentine hills with views of the magnificent city of Florence. Nestled between 27 acres of rich landscape with a lovely olive grove that counts more than 1,200 olive trees with its own olive oil production. The villa is the perfect choice for friends and families who seek a contemporary design as well as the privacy & seclusion of the country setting.

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.

Villa Mandorla by My Villa Collection
Villa Mandorla, a beautifully restored estate dating back to around 1000 AD, offers a luxurious countryside escape in the heart of Tuscany. This historical property features a central farmhouse and two converted barns, with a total of 7 bedrooms and 7 bathrooms. The villa combines the charm of the past with modern comforts, making it an ideal retreat for families or groups. The expansive grounds include lush gardens and multiple outdoor lounges and dining areas.

Palazzo Angelico 257m² 3BR Luxury Arno Apartment
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.
Popular amenities for San Gimignano luxury vacation rentals
Other great luxury vacation rentals in San Gimignano

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Villa Bibbiani

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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
- Pisa Centrale Railway Station
- Cala Violina
- 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
- Spiagge Bianche
- Parco delle Cascine
- Gulf of Baratti
- Basilica of Santa Croce
- Medici Chapel
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