Book Luxury Monthly Rentals in San Casciano in Val di Pesa

We selected the 2650 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 San Casciano in Val di Pesa

Vine & Blossom

Vine & Blossom

  • 8 guests

  • 4 bedrooms

Barberino Tavarnelle, Florence

Vineyards stretch as far as the eye can see at this Chianti villa. Settings rarely get more picturesque than this – we can already picture lazy afternoons by the private pool and alfresco drinks on the covered terrace, all while admiring the views.

Into the Groves

Into the Groves

  • 3 guests

  • 1 bedrooms

Montespertoli, Florence

Ground yourself in the extraordinary landscapes of Chianti at this elegant apartment set on a farm estate and yet just a fourteen-minute drive from the charming medieval town of Montespertoli. Belonging to a multi-generational family farm, this place brings all the Tuscan farmhouse charms you're chasing with cool terracotta floors, exposed stonework, and lofty wooden beams.

Fairytale in Fresco

Fairytale in Fresco

  • 2 guests

  • 1 bedrooms

Certaldo, Florence

In a sleepy town in Tuscany, this breathtaking apartment is a unique find. Set in a former palazzo, it boasts classical Tuscan features like high ceilings, traditional archways, and a grand red brick exterior.

Olive Vineyards

Olive Vineyards

  • 10 guests

  • 5 bedrooms

San Casciano in Val di Pesa, Florence

Surrounded by olive groves and vineyards, this dreamy abode is nestled right in the heart of the Chianti hills. It's coated with a sense of tranquility from morning til night, enhanced by the completely fenced 3 hectares of gardens which look out across the breathtaking scenery.


We selected the top 3% holiday homes in San Casciano in Val di Pesa Monthly Rentals

Explore the 2650 most perfect homes in our collection

View on map

Most popular homes in San Casciano in Val di Pesa

La Dolce Spiaggia

La Dolce Spiaggia

  • 16 guests

  • 8 bedrooms

San Casciano in Val di Pesa, Florence

Sprig & Stone

Sprig & Stone

  • 8 guests

  • 4 bedrooms

Greve in Chianti, Florence

Chianti Country

Chianti Country

  • 8 guests

  • 4 bedrooms

Montespertoli, Florence

Tuscan Harvest

Tuscan Harvest

  • 8 guests

  • 4 bedrooms

San Casciano In Val di Pesa, San Casciano in Val di Pesa

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

The Gem of Tuscany

The Gem of Tuscany

  • 16 guests

  • 11 bedrooms

Pergolato, Toscana

Umberto Hills

Umberto Hills

  • 8 guests

  • 4 bedrooms

San Casciano in Val di Pesa, Florence

An Ode To Wine

An Ode To Wine

  • 14 guests

  • 7 bedrooms

Bagnolo-Cantagallo, Impruneta

View all

Check upcoming rates & availability for San Casciano in Val di Pesa Monthly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in San Casciano in Val di Pesa, Florence, Tuscany, Italy, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect San Casciano in Val di Pesa Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

Search Our Collection