Book Luxury Holiday Rentals in Tuscany

Award-winning homes from £98

Home spotlights in Tuscany

Sunset in the Hills

Sunset in the Hills

  • 4 guests

  • 2 bedrooms

San Gimignano, Siena

Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas and apartments, you can enjoy the communal swimming pool and gardens here – but, as a bonus, this home also has a private terrace.

Life in Sepia

Life in Sepia

  • 4 guests

  • 2 bedrooms

Casole d'Elsa, Siena

Surrounded by acres of lush gardens, walls cloaked in traditional, touches of mahogany – this charming home is perfect for a Tuscan getaway. Not to mention the glittering pool in the garden, the ideal spot to lounge all day while listening to the chirps of birds in the trees.

Marble & Olives

Marble & Olives

  • 4 guests

  • 2 bedrooms

San Gimignano, Siena

Tucked away in the countryside, surrounded by vineyards and olive trees, this apartment is the rural retreat you’ve been searching for. Sure, its traditional style may not suit everyone.

Wild Onion

Wild Onion

  • 4 guests

  • 2 bedrooms

Fonterutoli, Castellina in Chianti

This cosy apartment is located in the heart of historic Fonterutoli, surrounded by beautiful Tuscan countryside. Spend your time visiting local vineyards and wineries, or take a day-trip to Siena.


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

Explore the 1027 most perfect homes in our collection

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Most popular homes in Tuscany

A Tuscan Soul

A Tuscan Soul

  • 4 guests

  • 3 bedrooms

San Gimignano, Siena

Once Upon a Chianti

Once Upon a Chianti

  • 4 guests

  • 1 bedrooms

Greve in Chianti, Florence

The Olive Book

The Olive Book

  • 6 guests

  • 3 bedrooms

Foiano della Chiana, Tuscany

Artistic Grapes

Artistic Grapes

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

Pink Citron

Pink Citron

  • 14 guests

  • 7 bedrooms

Suvereto, Livorno

The Last Tranquility

The Last Tranquility

  • 12 guests

  • 4 bedrooms

Dicomano, Florence

The Tuscan Farm

The Tuscan Farm

  • 14 guests

  • 7 bedrooms

Sovicille, Tuscany

Tranquil Days

Tranquil Days

  • 6 guests

  • 3 bedrooms

Carpineta, Monteriggioni

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in 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 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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