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Book Luxury Short Stay Rentals in San Gimignano

We selected the 2798 homes worth renting in this location

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Adults

Age 13+

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Age 1 to 12

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Home spotlights in San Gimignano

Sage and Rosemary

Sage and Rosemary

  • 10 guests

  • 5 bedrooms

Poggibonsi, Siena

Surrounded by 10 hectares of land, featuring olive groves, lush woods and picturesque vineyards, this home is the perfect introduction to the Tuscan countryside. From the terrace, you can take in the view of the region’s rolling hills, with the hilltown of Poggibonsi rising up in the distance.

A Glass Of Chianti

A Glass Of Chianti

  • 2 guests

  • 1 bedrooms

Montespertoli, Florence

This apartment shares its location with a family-run farm in pretty Montespertoli. The family produces wine and olive oil from a picturesque spot amid the gentle Chianti hills, surrounded by vineyards, olive groves and woods – it’s delightfully rustic.

Gateway to Tuscany

Gateway to Tuscany

  • 6 guests

  • 2 bedrooms

Gambassi Terme, Florence

Set in the rolling Tuscan hillsides, with the towers of nearby San Gimignano in full view, the setting of this hilltop farmhouse is one-of-a-kind. Inside, the quietly elegant interiors allow the window's vistas to sing, and the mezzanine desk space will be handy for anyone planning to work.

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.


We selected the top 3% holiday homes in San Gimignano Short Stay Rentals

Explore the 2798 most perfect homes in our collection

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Most popular homes in San Gimignano

Ravenna

Ravenna

  • 4 guests

  • 2 bedrooms

Colle di Val d'Elsa, Siena

Pulpa de Tomate

Pulpa de Tomate

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

The Bishop's Garden

The Bishop's Garden

  • 6 guests

  • 3 bedrooms

San Gimignano, Siena

Mambo Beats

Mambo Beats

  • 4 guests

  • 3 bedrooms

Certaldo, Florence

Tempo Giusto

Tempo Giusto

  • 6 guests

  • 3 bedrooms

San Gimignano, Siena

Heart of Tuscany

Heart of Tuscany

  • 2 guests

  • 1 bedrooms

San Gimignano, Siena

Groves & Vines

Groves & Vines

  • 8 guests

  • 4 bedrooms

Gambassi Terme, Florence

Into the Olive Grove

Into the Olive Grove

  • 10 guests

  • 5 bedrooms

San Filippo a Ponzano, Barberino Tavarnelle

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in San Gimignano, Siena, Tuscany, Italy. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the San Gimignano luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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