Book Luxury Airbnb Alternatives in San Gimignano

We selected the 3142 homes worth renting in this location

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Home spotlights in San Gimignano

A Touch of Tuscany

A Touch of Tuscany

  • 7 guests

  • 3 bedrooms

San Gimignano, Siena

Surrounded by vineyards and olive trees in the Tuscan countryside, this apartment ensures a restful stay for a family or a group of friends. We loved the traditional features, particularly the exposed stone walls and the timber beams.

A Flickering Candle

A Flickering Candle

  • 10 guests

  • 5 bedrooms

Volterra, Pisa

Set amid beautiful green countryside just outside the pretty medieval town of Volterra, this striking stone home – which was originally constructed to serve as a watchtower – is brimming with quintessential Tuscan charm and a host of handy amenities, making it the perfect base from which to set out and explore the highlights of the local area. Spend days unwinding within the tranquil environs of the home and its sprawling gardens filled with mature trees and boasting a lovely fenced swimming pool area.

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.

Verdant Valley

Verdant Valley

  • 15 guests

  • 8 bedrooms

Poggibonsi, Siena

This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in addition to mesmerising views.


We selected the top 3% holiday homes in San Gimignano Airbnb Alternatives

Explore the 3142 most perfect homes in our collection

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Most popular homes in San Gimignano

The Noble Hour

The Noble Hour

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

Envelope For A Love Letter

Envelope For A Love Letter

  • 6 guests

  • 3 bedrooms

Gambassi Terme, Florence

Chestnut & Stone

Chestnut & Stone

  • 16 guests

  • 8 bedrooms

Gambassi Terme, Florence

The Hillside Escape

The Hillside Escape

  • 13 guests

  • 5 bedrooms

Montespertoli, Florence

San Gimignano Views

San Gimignano Views

  • 4 guests

  • 2 bedrooms

San Gimignano, Siena

Ancient Hills

Ancient Hills

  • 6 guests

  • 3 bedrooms

San Gimignano, Siena

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

Hillside Vines

Hillside Vines

  • 18 guests

  • 9 bedrooms

Volterra, Pisa

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in San Gimignano to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury San Gimignano Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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