Book Luxury Holiday Rentals in Grosseto

Award-winning homes from £98

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

Groves & Vines

Groves & Vines

  • 8 guests

  • 4 bedrooms

Gambassi Terme, Florence

This Tuscan farmhouse is in a peaceful spot, nestled among olive groves and vineyards. The home consists of two apartments, each with its own entrance, garden, and patio, so is a great choice for a group – you can holiday together and still enjoy your own space.

The Rosso

The Rosso

  • 8 guests

  • 4 bedrooms

Radda in Chianti, Tuscany

Perched on the slopes of the Chianti hills, this stone villa effortlessly blends traditional Tuscan farmhouse charm with modern comforts. Since children under six aren’t permitted here, this villa is a perfect spot for a group seeking a retreat amongst sprawling gardens.

Tuscan Rose

Tuscan Rose

  • 10 guests

  • 3 bedrooms

Terranuova Bracciolini, Arezzo

Tucked away in vineyards and verdant pastures as far as the eye can see, this home promises tranquillity with breathtaking views to boot. You'll find it tucked away in Terranuova Bracciolini, surrounded by natural beauty and just a thirty-minute drive from Arezzo.

Upon the Pathway

Upon the Pathway

  • 4 guests

  • 1 bedrooms

Lucca, Tuscany

This charming apartment is located in perfect tranquillity inside a converted ancient palace, where the environment has been impeccably refurbished whilst respecting the original structure. We love how much greenery surrounds this home, and how it can make you appreciate the simple things in life as you take a long walk through the flora, breathing in the fresh air and listening to the bird's chirp.


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

Explore the 0 most perfect homes in our collection

View on map

Most popular homes

Rosemary & Olive

Rosemary & Olive

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

A Visit from Siena

A Visit from Siena

  • 3 guests

  • 1 bedrooms

Bucine, Arezzo

Thermae

Thermae

  • 4 guests

  • 2 bedrooms

San Miniato, Pisa

View From The Evening

View From The Evening

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Tuscan Mirage

Tuscan Mirage

  • 4 guests

  • 1 bedrooms

Gambassi Terme, Florence

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

View all

Check upcoming rates & availability for Grosseto Holiday Rentals


Frequently asked questions

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

Search Our Collection