Luxury rentals in San Gimignano

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.

Villa Simone

Villa Simone, a 15th-century stone villa near San Gimignano, has been beautifully restored, offering rustic Tuscan charm and 6 bedrooms for up to 12 guests. Surrounded by vineyards and olive groves, it features a spacious garden, a pool with Chianti hill views, and a tennis court. This estate produces exceptional olive oil and wines, including Vernaccia di San Gimignano, making it perfect for relaxation and exploring nearby medieval villages and iconic cities like Florence, Siena, and Pisa.

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.

Villa Iris Tenuta Melograni

The villa itself was once a brick workshop and dates back to 1737. Thanks to a careful restoration, it’s now comfortable and chic, with traditional details like cotto floors and beamed ceilings set off by casual modern furnishings in the living and dining rooms. The fully equipped kitchen expertly pairs rustic cabinetry with state-of-the-art appliances and Carrara marble surfaces to stunning effect.All six bedrooms have en-suite bathrooms and air conditioning.

Villa di Tizzano between Chianti and Florence

Surrounded by olive trees and vineyards in the Chianti Classico region, this stunning property is adorned with a tower, a romantic park, and French gardens that enjoy sweeping views of the rolling Italian hillside. When you’re not relaxing by the pool or enjoying alfresco meals on the terrace, venture out on day trips to Florence, Siena, Pisa, and other incredible Tuscan cities. Copyright © Luxury Retreats. All rights reserved.

Luxury Apartment 'Caterina da Siena'

Overlooking Duomo, Via del Corso, and Via dello Studio, this classic Florence apartment is a luxurious home base for your next exciting vacation. From the heart of Florence, you’ll have no trouble getting around to all of the city’s world-famous sites, many by foot. The apartment is decorated with custom furnishings, underfloor heating, and fine Florentine finishes. Copyright © Luxury Retreats. All rights reserved.

Sole del Chianti

Halfway between Florence and Siena, among the verdant hills and the vineyards of Tuscany, stands the resort “Sole del Chianti”, where the sound of nature prevails along with silence and privacy. Here it’s still possible to experience the country life of times gone by.

Villa Marcellina

Part of the Ville La Marcellina estate (20-acres estate), this villa is an expansive property with all modern amenities making it perfect for big group holidays.

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