Book Luxury Vacation Rentals with a Private Chef in San Gimignano

We selected the 3434 homes worth renting in this location

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Home spotlights in San Gimignano

Envelope For A Love Letter

Envelope For A Love Letter

  • 6 guests

  • 3 bedrooms

Gambassi Terme, Florence

The small Tuscan village of Gambassi was once a famous spa destination, where the highest of Florentine nobility came for their rest and recuperation. You may not share a last name with 13th-century popes, but we think you’ll find blissful peace here all the same.

Into the Olive Grove

Into the Olive Grove

  • 10 guests

  • 5 bedrooms

San Filippo a Ponzano, Barberino Tavarnelle

Conveniently located in San Filippo a Ponzano, a rural village on a hill in Chianti, from here you'll be within easy reach of Florence (a forty-five-minute drive away) and Siena (a thirty-minute drive away). Prepare to be blown away by the never-ending landscapes amidst fields of oak woods, vineyards, and olive groves upon arrival.

The Noble Hour

The Noble Hour

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

This stunning Tuscan villa is perfect for groups of family or friends looking to unwind in style. The villa is tucked away in the beautiful Tuscan countryside, surrounded by trees and greenery so it feels a million miles from the hustle and bustle.

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

This charming apartment is in the old town of Colle di Val d'Elsa, a typically medieval region of Tuscany famous for crystal glass production. It’s a ten-minute stroll into the centre where you’ll find restaurants, cafés and archaeological museums beyond the ancient town walls.


We selected the top 3% holiday homes in San Gimignano Vacation Rentals with a Private Chef

Explore the 3434 most perfect homes in our collection

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Most popular homes in San Gimignano

A Tuscan Soul

A Tuscan Soul

  • 4 guests

  • 3 bedrooms

San Gimignano, Siena

Chestnut & Stone

Chestnut & Stone

  • 16 guests

  • 5 bedrooms

Gambassi Terme, Florence

Lavender & Sunshine

Lavender & Sunshine

  • 10 guests

  • 5 bedrooms

Fiano, Certaldo

Campi di Lavanda

Campi di Lavanda

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

Groves & Vines

Groves & Vines

  • 8 guests

  • 4 bedrooms

Gambassi Terme, Florence

Stone & Vine

Stone & Vine

  • 2 guests

  • 1 bedrooms

San Gimignano, Siena

The Magic Valley

The Magic Valley

  • 43 guests

  • 18 bedrooms

Poggibonsi, Siena

Italian Serenity

Italian Serenity

  • 24 guests

  • 12 bedrooms

Poggibonsi, Siena

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Frequently asked questions

Explore our unbeatable collection of luxury Vacation Rentals with a Personal Chef in San Gimignano, Siena, Tuscany, Italy. Each and every home in our range comes fully furnished with excellently-equipped kitchens, essential bathroom toiletries, and all necessary linens included. Tested aspects of any home range from Wifi speed and shower pressure to a space's feel and design, so there really is nothing left to chance on our mission to discover the greatest properties on offer. Enjoy a stay in one of the Holiday Rentals in San Gimignano with a Private Chef today, and remember your trip for all the right reasons. And don't hesitate to contact our team of experts if you require any assistance, as it is their pleasure to help make the process easy.

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