Rent Luxury Self-Catering Apartments in Siena

We selected the 3030 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

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Home spotlights in Siena

Chianti Blush

Chianti Blush

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

This cottage overlooks Chianti's vine-covered hills, providing an idyllic background for a romantic Tuscan stay. We love the private terrace – there's no better spot to savour a glass of locally-made wine and soak up the views.

Rolling In Olives

Rolling In Olives

  • 14 guests

  • 7 bedrooms

Stellino, Castelnuovo Berardenga

This traditional farmhouse, buried deep in the Tuscan hills, offers guests a taste of everything this area is known for – picturesque mountain views, pretty vineyards and lush olive groves. Sat in the heart of 'Chiantishire', you’re surrounded by idyllic villages like Castellina and Radda, and perfectly placed to explore this world-renowned wine region.

Tuscan Flow

Tuscan Flow

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Nestled in the heart of the Tuscan countryside, this charming cottage offers a tranquil retreat for families or small groups. Set on a resort, if you’re not enjoying the privacy of the cottage garden or hot tub, you can take a refreshing dip in the shared pool, just a short stroll away, or challenge your friends to a game on the tennis court.

The Sweetest Life

The Sweetest Life

  • 32 guests

  • 16 bedrooms

Monteriggioni, Siena

Staying at this sprawling Tuscan estate is like having your own ancient borgo (small village). Hectares of grounds are dotted with cypress trees, dense woodland, ancient olive groves and gardens blossoming with flowers.


We selected the top 3% holiday homes in Siena Self-Catering Apartments

Explore the 3030 most perfect homes in our collection

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Most popular homes in Siena

My Chianti Heart

My Chianti Heart

  • 12 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Chianti Chic

Chianti Chic

  • 6 guests

  • 3 bedrooms

Castelnuovo Berardenga, Siena

The Vine Song

The Vine Song

  • 8 guests

  • 4 bedrooms

Castelnuovo Berardenga, Siena

Being of Beauty

Being of Beauty

  • 18 guests

  • 9 bedrooms

Lilliano, Castellina in Chianti

Sangiovesece Scenery

Sangiovesece Scenery

  • 6 guests

  • 3 bedrooms

Gaiole in Chianti, Siena

Chianti Glow

Chianti Glow

  • 10 guests

  • 5 bedrooms

Gaiole in Chianti, Siena

Sweet Tuscany

Sweet Tuscany

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

A Tuscan Escape

A Tuscan Escape

  • 6 guests

  • 4 bedrooms

Siena, Tuscany

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Frequently asked questions

Book luxury Self-Catering Apartments in Siena, Tuscany, Italy, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Siena Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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