Luxury rentals in San Gimignano

Villa Quercia by Burghesius

Step outside each morning to feel the warm, fresh breeze as you stroll through fruit gardens and forests of oak at this traditional farmhouse estate in the heart of Tuscany. Embark on day trips to nearby villages, vineyards, and the famous Abbey of San Galgano. Return home for an afternoon swim, a delicious alfresco dinner, and a night of incredible Italian wine by the fireplace. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main House • Bedroom 1 - Primary: King size bed, Ensuite bathroom with shower/bathtub combo, Bidet • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Balcony • Bedroom 3: 2 Twin size beds (can be converted to a king), Day bed, Ensuite bathroom with stand-alone rain & steam shower, Bidet House 2 • Bedroom 4: King size bed, Ensuite bathroom with shower/bathtub combo, Bidet, Walk-in closet, Sofa, Desk • Bedroom 5: King size bed, Shared access to hallway bathroom, shower/bathtub combo, Dual vanity, Bidet, Desk • Bedroom 6: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain & steam shower, Bidet, Walk-in closet, Desk • Bedroom 7: 2 Twin size beds (can be converted to a king), Ensuite bathroom with stand-alone rain shower, Bidet, Walk-in closet OUTDOOR FEATURES • Outdoor living space STAFF & SERVICES Included: • Linen change - twice per week • Concierge service Extra Cost (advance notice may be required): • Activities and excursions • Additional housekeeping

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 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.

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.

La Tuscia - Tenuta di Toscana, Boutique Villa

Casa La Tuscia is a beautifully restored 1700s farmhouse blending original “Pietra” and “Travi” with modern, luxurious interiors. This exclusive-use Luxe Villa is ideal for families, couples, friends, or small business groups. Set in the Tuscan countryside, it’s surrounded by its own vineyards and orchards. Guests enjoy an elegant experience with a serene spa, panoramic heated pool, jacuzzi in the olive grove, daily housekeeping, and high-speed Wi-Fi throughout the estate.

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.

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.

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.

Duchessa Sofia -La Dimora degli Affreschi Florence

Our Florence palazzo restoration has finally reached fruition near the banks of the Arno in the thriving district of Santa Croce