Book Luxury Short Stay Rentals in Poggibonsi

We selected the 3592 homes worth renting in this location

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Home spotlights in Poggibonsi

First Of The Summer Wine

First Of The Summer Wine

  • 6 guests

  • 4 bedrooms

Castellina in Chianti, Tuscany

Surrounded by olive trees and vast swathes of vineyards, this Tuscan home in the heart of the Chianti wine region is a haven of rural relaxation. Its exposed stone exterior gives way to a bright interior, where farmhouse simplicity meets elegant design in the living room.

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.

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.

Tales of Sunsets

Tales of Sunsets

  • 4 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

This 19th-century Tuscan farmhouse that sits 450 metres above sea level has been brought into stylish 21st-century style, all while retaining its rustic charm and characterful Italian romance. Featuring its original windows and tall beamed ceilings alongside contemporary decor, it’s a space that’s been reimagined with rest and relaxation in mind, not to mention a showstopping outdoors that is certain to have you basking in its beauty from dawn till dusk.


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

Explore the 3592 most perfect homes in our collection

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Most popular homes in Poggibonsi

Il Nocino

Il Nocino

  • 8 guests

  • 4 bedrooms

Castellina in Chianti, Tuscany

The Magic Valley

The Magic Valley

  • 43 guests

  • 18 bedrooms

Poggibonsi, Siena

Pulpa de Tomate

Pulpa de Tomate

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

Toscana Sunset

Toscana Sunset

  • 4 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

Love in the Sun

Love in the Sun

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

Tuscan Trees

Tuscan Trees

  • 6 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

Tuscan Iris

Tuscan Iris

  • 8 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Sensory Overload

Sensory Overload

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

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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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