Book Luxury Short Stay Rentals in Poggibonsi

We selected the 3588 homes worth renting in this location

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Home spotlights in Poggibonsi

The Tuscan Moon

The Tuscan Moon

  • 10 guests

  • 5 bedrooms

Castellina in Chianti, Tuscany

Nestled between the pretty hilltop towns of Chianti, this home offers a traditional Italian sanctuary. Enjoy breathtaking views across vineyards while relaxing on the terrace.

Castle in Green

Castle in Green

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

This traditional Italian farmhouse has been carefully restored to create a beautiful villa. Set on the edge of the small village of Tavarnelle in the hills surrounding Florence, there’s definitely a touch of old school romance to this home.

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

In a sleepy town in Tuscany, this breathtaking apartment is a unique find. Set in a former palazzo, it boasts classical Tuscan features like high ceilings, traditional archways, and a grand red brick exterior.

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.


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

Explore the 3588 most perfect homes in our collection

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Most popular homes in Poggibonsi

Vine & Blossom

Vine & Blossom

  • 8 guests

  • 4 bedrooms

Barberino Tavarnelle, Florence

Glass of Chianti

Glass of Chianti

  • 8 guests

  • 4 bedrooms

Marcialla, Barberino Tavarnelle

Over the Chianti Hills

Over the Chianti Hills

  • 4 guests

  • 1 bedrooms

Barberino Tavarnelle, Florence

Eternal Etruscan

Eternal Etruscan

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Tales of Sunsets

Tales of Sunsets

  • 4 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

The Sun Kingdom

The Sun Kingdom

  • 10 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Tower Of Vines

Tower Of Vines

  • 10 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Tuscan Iris

Tuscan Iris

  • 8 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Poggibonsi, 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 Poggibonsi 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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