Siena Five Bedroom Homes

We selected the 1344 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Siena

Chianti Glow

Chianti Glow

  • 10 guests

  • 5 bedrooms

Gaiole in Chianti, Siena

Nestled amidst vineyards and olive groves, this villa offers an unforgettable retreat in the heart of Chianti Classico. Set on a winery, it’s no surprise that there are plenty of outdoor spots just made for sipping a glass of wine at the end of a busy day.

The Tuscan Moon

The Tuscan Moon

  • 10 guests

  • 5 bedrooms

Castellina in Chianti, Tuscany

Nestled between the pretty hilltop towns of Chianti, this home offers a traditional Italian sanctuary. Enjoy breathtaking views across vineyards while relaxing on the terrace.

Tuscany on My Mind

Tuscany on My Mind

  • 10 guests

  • 5 bedrooms

Castelnuovo Berardenga, Siena

In the heart of Tuscany, surrounded by vineyards and olive groves, this home is a true haven. Contemporary and calming, you can’t help but relax here, while the flexible bedroom setup makes it an ideal choice for larger groups.

Siena on My Mind

Siena on My Mind

  • 12 guests

  • 6 bedrooms

Sovicille, Tuscany

Families will love this stone villa. Featuring a main house, a studio apartment, and a separate cottage, you'll have plenty of space to chill out together or enjoy some quiet time alone.

We selected the top 3% holiday homes in Siena Five Bedroom Homes

Explore the 1344 most perfect homes in our collection

View on map

Most popular homes in Siena

Antipasti on the Patio

Antipasti on the Patio

  • 14 guests

  • 6 bedrooms

Monteriggioni, Siena

The Olive House

The Olive House

  • 10 guests

  • 5 bedrooms

Murlo, Siena

The Vine Vineyard

The Vine Vineyard

  • 18 guests

  • 11 bedrooms

Castelnuovo Berardenga, Siena

Peaceful Love

Peaceful Love

  • 10 guests

  • 5 bedrooms

Bucine, Arezzo

Pearl Romance

Pearl Romance

  • 8 guests

  • 5 bedrooms

Capo d'Arco, Rio

Tuscan Cypresses

Tuscan Cypresses

  • 10 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

Super Tuscan

Super Tuscan

  • 14 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

The Sweetest Life

The Sweetest Life

  • 32 guests

  • 16 bedrooms

Monteriggioni, Siena

View all

Check upcoming rates & availability for Siena Five Bedroom Homes

Frequently asked questions

Spacious 5 bedroom homes in Siena, Tuscany, Italy. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best 5 bedroom homes that Siena, Tuscany, Italy has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

Search Our Collection

  1. Plum Guide

  2. Italy

  3. Tuscany

  4. Siena

  5. Five Bedroom Homes