Tuscany

NEW ADDITIONS

Perfectly suited for those looking to blend peaceful countryside living with picturesque coastal adventures, this stunning region is popular with families and friends wanting to bask in the warming glow of regional Italy.

The self-catering apartments and villas in our Handpicked in Tuscany collection are each unique in their sought after locations and rustic charm, and are located throughout this region of natural beauty.

We offer beautifully traditional self-catering holiday homes in some of the most popular areas of Tuscany including the provinces of Lucca, Pisa, Sienna and Florence, which are renowned for their eclectic mix of renaissance art, breath-taking national parks, hidden beaches and sublime regional cuisine.

Unfortunately, no retreats are available for your selected filters. Please reset the filters or browse one of our other amazing destinations.
Olivo 3
Sleeps 4 Starting from £87 / night

A 2 bedroom apartment - One of six located at Tenuta Olivo

Villa Rosmarino
Sleeps 12 Starting from £393 / night

Villa Rosmarino can sleep up to 12 guests, with private pool and BBQ and is perfect for friends and family to enjoy

NEW ADDITIONS
Villa Ianni
Sleeps 8 Starting from £243 / night

A spectacular, 4 bed detached farmhouse situated on a hillside and surrounded by a large garden

Fattoria - 1 Bedroom Apartment
Sleeps 2 Starting from £86 / night

Traditional Italian apartment set amongst spectacular rolling hills

Villa Lavanda
Sleeps 4 Starting from £385 / night

Stunning 2 bedroom villa with private pool nestled in one of the most breath-taking areas of Tuscany

NEW ADDITIONS
Ariana - Il Monticello
Sleeps 6 Starting from £103 / night

A 3 bed apartment within a beautifully restored farmhouse

Forno 1
Sleeps 6 Starting from £115 / night

A recently restored farmhouse divided into two apartments on a wine producing estate

Casa Zeni - Signorelli
Sleeps 4 Starting from £105 / night

NEW ADDITIONS
Suite Imperiale
Sleeps 2 Starting from £111 / night

Incredible one-bedroom apartment adorned with seventeenth-century frescos and steps away from Cortona town centre

NEW ADDITIONS
Beatrice - Il Monticello
Sleeps 4 Starting from £84 / night

A 2 bed apartment within a beautifully restored farmhouse

Olivo 2
Sleeps 4 Starting from £87 / night

A 2 bedroom apartment - One of six located at Tenuta Olivo

Olivo 1
Sleeps 4 Starting from £87 / night

A 2 bedroom apartment - One of six located at Tenuta Olivo

Suite Nazionale
Sleeps 2 Starting from £170 / night

Traditional Italian one-bedroom apartment in the heart of beautiful Cortona

NEW ADDITIONS
Casa Zeni - Berrettini
Sleeps 2 Starting from £80 / night

Stunning 1 bedroom apartment in the heart of Cortona

NEW ADDITIONS
Fattoria - 2 Bedroom Apartment
Sleeps 4 Starting from £93 / night

Traditional Italian apartment in the heart of breathtaking Tuscany

Casa Zeni - Severini
Sleeps 3 Starting from £70 / night

Beautiful 1-bedroom en-suite apartment, located in the heart of the breath-taking town of Cortona

NEW ADDITIONS
Cinzia - Il Monticello
Sleeps 4 Starting from £88 / night

A 2 bed apartment within a beautifully restored farmhouse

Villa Mandorlo
Sleeps 10 Starting from £243 / night

A delightful 5 bed detached property in a picturesque rural setting

Leopoldina
Sleeps 12 Starting from £356 / night

La Leopoldina is a beautiful, and very old 6-bedroom manor house dating back to the late 1800s.

Appartamento Maccari
Sleeps 6 Starting from £100 / night

Appartamento Maccari is located in one of the oldest medieval towns of Italy, and boasts 2 beautiful double bedrooms.

NEW ADDITIONS
Il Maniero
Sleeps 14 Starting from £291 / night

A beautiful 6 bed manor house situated in a picturesque hilltop village

La Selva
Sleeps 16 Starting from £349 / night

A lovely 8 bedroom villa situated on a wine growing estate with stunning views of the surrounding countryside

Villa Ginestra
Sleeps 6 Starting from £168 / night

Incredible three-bedroom villa on the hills of Cortona, with private swimming pool, BBQ and outdoor terrace

NEW ADDITIONS
Scuderia
Sleeps 2 Starting from £129 / night

Picturesque and romantic bolthole in the heart of the Tuscan countryside

Villa La Marchesa
Sleeps 22 Starting from £857 / night

Sprawling Tuscan estate that can sleep up to 22 guests, moments from the historical centre of Cortona

NEW ADDITIONS
Il Torrente
Sleeps 8 Starting from £209 / night

A beautiful 4 bed restored mill in a delightful area northwest of Arezzo

Olivo 4
Sleeps 2 Starting from £69 / night

A 1 bedroom apartment - One of six located at Tenuta Olivo

Villa Magnolia
Sleeps 12 Starting from £214 / night

Traditional Tuscan family villa with 5 bedrooms, private swimming pool and beautiful gardens

NEW ADDITIONS
Villa Il Borgo
Sleeps 12 Starting from £307 / night

Outstanding 6 bedroom villa in the heart of Tuscany, with private pool and seperate annex making it ideal for large families

NEW ADDITIONS
Luna
Sleeps 10 Starting from £171 / night

A detached 4 bed character farmhouse situated in the east of Tuscany

Casa Belvedere
Sleeps 5 Starting from £84 / night

A spacious restored portion of a Tuscan farmhouse in a rural location to the southeast of Pisa

Villa Giulio
Sleeps 12 Starting from £334 / night

A stunning detached 6 bed villa set in a peaceful area with wonderful views

Forno 2
Sleeps 4 Starting from £90 / night

A recently restored farmhouse divided into two apartments on a wine producing estate

Villa Lisa
Sleeps 14 Starting from £311 / night

A spacious 7 bed Tuscan farmhouse in a rural location to the south-east of Pisa

Suite Reale
Sleeps 2 Starting from £215 / night

Breath-taking one bedroom apartment in Cortona, with private walk-in closet and complimentary breakfast

NEW ADDITIONS
Daria - Il Monticello
Sleeps 2 Starting from £96 / night

A beautifully converted 1 bed barn set within a wine and olive estate

Villa Santa Maria
Sleeps 12 Starting from £451 / night

Exceptional 6 bedroom villa sleeping 12, with private pool and minutes from the breath-taking Tuscan town of Cortona

NEW ADDITIONS
Villa Grande
Sleeps 20 Starting from £386 / night

A Beautiful, 10 bedroomed detached villa set amid vineyards with outstanding views

Casina
Sleeps 4 Starting from £108 / night

Beautiful detached 2 bedroom cottage in the Tuscan countryside.

View More

Activities & Experiences

Top 5 Things To Do

  • Migliarino San Rossore Massaciuccoli Park

    Discover this incredible National Park on the Tuscan coast

  • Viareggio

    Stylish Victorian coastal resort that’s home to some of the finest yachts in The Mediterranean

  • Visit Siena

    Step back in time amongst the streets of Siena

  • Explore Florence

    Italy's capital of art

  • Dive into Pisa

    Leaning towers, gorgeous gardens and thermal spas

Call our Xplore team for more suggestions

Stacey T.

Tuscany Xplore Team Member

The hidden sanctuaries in the breath-taking Tuscan countryside are the perfect way to discover the traditional side of Italy.