Book Luxury October Accommodation in Tuscany

We selected the 1248 homes worth renting in this location

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Age 13+

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Children

Age 1 to 12

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Home spotlights in Tuscany

The Tuscan Farm

The Tuscan Farm

  • 14 guests

  • 7 bedrooms

Sovicille, Tuscany

Whether you’re here for the famous landscapes, rich history, culture or cuisine, one thing’s for sure, if you want to experience Tuscany at its finest, this charming villa is the place to be. In an idyllic countryside location, this home is surrounded by luscious greenery, rolling hills and landscapes, making it the ideal spot for sunset views and stargazing.

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Head into the Tuscan hills just outside the charming village of Cellai and keep an eye out for an imposing villa with its own bell tower. Almost unbelievably, this stunning property will be your home from home for however long you decide to stay.

Rustic Honey

Rustic Honey

  • 4 guests

  • 2 bedrooms

Casciana Terme Lari, Tuscany

Set on a farm in Tuscany, this house blends rustic charms with a wealth of unforgettable experiences. Designed in classic Tuscan style, the stone walls house wooden beamed ceilings and terracotta floors.

Rosemary & Olive

Rosemary & Olive

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena. Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living.


We selected the top 3% holiday homes in Tuscany Vacation Rentals for October

Explore the 1248 most perfect homes in our collection

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Most popular homes in Tuscany

Artistic Grapes

Artistic Grapes

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

Tuscan Grove

Tuscan Grove

  • 10 guests

  • 5 bedrooms

Larciano, Pistoia

Thermae

Thermae

  • 4 guests

  • 2 bedrooms

San Miniato, Pisa

Tuscan Hills

Tuscan Hills

  • 4 guests

  • 2 bedrooms

Monte Sante Marie, Asciano

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

Escaping Time

Escaping Time

  • 7 guests

  • 3 bedrooms

Sovicille, Tuscany

Bellissima Casa

Bellissima Casa

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

Hazy Days of Summer

Hazy Days of Summer

  • 8 guests

  • 4 bedrooms

Marina di Pietrasanta, Pietrasanta

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Check upcoming rates & availability for Tuscany Vacation Rentals for October


Frequently asked questions

Book a stay in one of the finest Vacation Rentals for October that Tuscany, Italy has to offer. With every Plum Guide home having to pass 3 rounds of thorough testing, where everything from Wifi speed to a home's design is put under the microscope, there's no doubting the quality. Each of the luxury homes in our collection also comes fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and all linen included. Reserve a remarkable October Holiday Rental in Tuscany today, and mark the spookiest month of the year with something truly comfortable. Reach out to our team to find the ideal home for you. Our experts are on hand to guide you through the booking process.

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