Book Luxury Holiday Rentals in Poggibonsi

Award-winning homes from £98

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Home spotlights in Poggibonsi

Tower Of Vines

Tower Of Vines

  • 10 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

This refurbished stone tower including wooden beam ceilings and terracotta details is in a gorgeously remote location close by to the hamlet of Tignano. The rustic interior makes you feel a million miles away from the hustle and bustle of your usual daily routine.

Kind Love

Kind Love

  • 14 guests

  • 7 bedrooms

Barberino Tavarnelle, Florence

Immersed in the natural beauty of Tuscany, this home sets the tone for an idyllic Italian escape. Outside, days can be spent lounging by the pool, swaying in the hammock and sipping drinks on the terrace.

Italian Serenity

Italian Serenity

  • 24 guests

  • 12 bedrooms

Poggibonsi, Siena

Dating back to the 14th-century, this former watchtower has since been restored into a rustic retreat offering stunning views across the hills of Tuscany. Consisting of three independent buildings (each with its own kitchen), you’ll find plenty of space along with an abundance of charm and character.

One of the Greats

One of the Greats

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

Nestled away in the countryside outside the idyllic hilltown of San Gimignano, this extraordinary villa combines exquisite interior design and a sprawling collection of amenities to make for an address that is sure to win over even the most discerning of guests. As you walk about the house for the first time, you might find it difficult to single out a favourite room.


We selected the top 3% holiday homes in Poggibonsi Holiday Rentals

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Most popular homes in Poggibonsi

A Dream of Tuscany

A Dream of Tuscany

  • 6 guests

  • 3 bedrooms

Poggibonsi, Siena

Tuscan Iris

Tuscan Iris

  • 8 guests

  • 5 bedrooms

Tignano, Barberino Tavarnelle

Tales of Sunsets

Tales of Sunsets

  • 4 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

Pulpa de Tomate

Pulpa de Tomate

  • 10 guests

  • 5 bedrooms

San Gimignano, Siena

Campi di Lavanda

Campi di Lavanda

  • 12 guests

  • 6 bedrooms

Barberino Tavarnelle, Florence

Medieval Lullabies

Medieval Lullabies

  • 8 guests

  • 3 bedrooms

Torri, Poggibonsi

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

The Magic Valley

The Magic Valley

  • 43 guests

  • 18 bedrooms

Poggibonsi, Siena

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Poggibonsi, Siena, Tuscany, Italy. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Poggibonsi, Siena, Tuscany, Italy has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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