Vacation Rentals in Tuscany Region, Italy

Villa Elsa di Bibbiano Pool, Sauna and View

Villa Elsa di Bibbiano Pool, Sauna and View: Autumn, Living Room, Spring, Summer

Villa Elsa di Bibbiano Pool, Sauna and View: Autumn, Bathroom, Spring, Summer

Sleeps 12
Bedrooms 6
Bathrooms 6
Word_Label_Floor_Area 400 m²

Special Offer

Villa Elsa di Bibbiano Pool, Sauna and View

#1

from €640per night

Private Villa

Overlooking the rolling vineyards of Colle di Val d’Elsa from a panoramic promontory, Villa d’Elsa brings together a deep ...

Garden
Near Village
Internet
Baby Bed
Parking
Swimming Pool

Dimora Chianti Shire: Stunning Tuscan Villa on Vineyards with Private Pool

Sleeps 8
Bedrooms 4
Bathrooms 5
Word_Label_Floor_Area 200 m²

Dimora Chianti Shire: Stunning Tuscan Villa on Vineyards with Private Pool

#13

from €598per night

Private Villa

Set among rolling vineyards and olive groves, this restored stone villa offers complete privacy in one of the most iconic ...

Garden
Baby Bed
Parking
Swimming Pool
Our Suggestion
Internet Wifi

Poggiarelllo Apartments in Medieval Castle: Rustic Tuscan Charm

Sleeps 12
Bedrooms 6
Bathrooms 6
Word_Label_Floor_Area 900 m²

Poggiarelllo Apartments in Medieval Castle: Rustic Tuscan Charm

#38

from €1160per night

Private Castle Apartment

Step back in time and live the "Castle's Life" at our family’s private estate. Enclosed by ancient medieval walls just 15 ...

Garden
Internet
Parking
Bike
Swimming Pool
Weddings

San Sano Retreat, Chianti Vineyard Views & Diving

Sleeps 6
Bedrooms 3
Bathrooms 3
Word_Label_Floor_Area 200 m²

San Sano Retreat, Chianti Vineyard Views & Diving

#40

from €287per night

Private Villa

Tucked away on the edge of the postcard-worthy village of San Sano, you'll get ultimate peace and quiet alongside jaw-dropping ...

Garden
Near Village
Internet
Parking
Swimming Pool
Weddings

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Autumn, Dining Room, Living Room, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Amenities, Autumn, Facilities, Living Room, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Autumn, Living Room, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Autumn, Balcony / Terrace / Patio, Building Exterior, Outdoor, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Autumn, Balcony / Terrace / Patio, Dining Room, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Amenities, Autumn, Living Room, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Amenities, Autumn, Dining Room, Facilities, Spring, Summer, Winter

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br: Autumn, Dining Room, Spring, Summer, Winter

Sleeps 8
Bedrooms 4
Bathrooms 3
Word_Label_Floor_Area 200 m²

Casamia Sky-High Panoramic Retreat: Penthouse with Easy Parking, 4Br

#3

from €189per night

City / Village Apartment

Experience a family legacy! Reimagined by the owner Francesca (an architect), this 200sqm sky-high retreat was originally ...

Near Village
Internet
Baby Bed
Parking
In Village
Next Year Available

Capanna al Lago, Chianti Heritage with Vineyards View: Autumn, Balcony / Terrace / Patio, Building Exterior, Garden, Scenic View, Spring, Summer, Winter

Capanna al Lago, Chianti Heritage with Vineyards View: Autumn, Garden, Pool, Scenic View, Spring, Summer, Winter

Capanna al Lago, Chianti Heritage with Vineyards View

Sleeps 6
Bedrooms 3
Bathrooms 3
Word_Label_Floor_Area 200 m²

Capanna al Lago, Chianti Heritage with Vineyards View

#5

from €320per night

Private Villa

Capanna al Lago is a charming private villa set on a gentle hillside overlooking the rolling landscapes of Chianti. Surrounded ...

Garden
Near Village
Internet
Baby Bed
Parking
Swimming Pool

Casale del Timignano, Private Villa with Huge Garden and Pool

Sleeps 14
Bedrooms 7
Bathrooms 6
Word_Label_Floor_Area 450 m²

Casale del Timignano, Private Villa with Huge Garden and Pool

#10

from €580per night

Private Villa

A Story of Love, Family, and Tuscan Soul: Spread over two spacious levels, the villa comfortably hosts up to 14 guests — ideal ...

Garden
Near Village
Baby Bed
Parking
Swimming Pool
Weddings

Villa del Mangia - Luxury Villa with Infinity Pool & Breathtaking Views of Siena

Sleeps 11
Bedrooms 6
Bathrooms 6
Word_Label_Floor_Area 400 m²

Special Offer

Villa del Mangia - Luxury Villa with Infinity Pool & Breathtaking Views of Siena

#14

from €1949per night

Private Villa

Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly ...

Garden
Near Village
Baby Bed
Parking
Swimming Pool
Weddings

Sleeps 12
Bedrooms 6
Bathrooms 7
Word_Label_Floor_Area 650 m²

Luxury Villa Ripa di Galgano in Frosini

#37

from €2228per night

Private Villa

Settled in a strategic position, yet conveniently located—just a 10-minute drive from everything (with the charming village of ...

Garden
Near Village
Internet
Maid Service
Parking
Bike

Capanna di Elfo: Autumn, Building Exterior, Garden, Outdoor, Scenic View, Spring, Summer

Capanna di Elfo: Autumn, Garden, Hot Tub, Outdoor, Scenic View, Spring, Summer

Capanna di Elfo: Autumn, Living Room, Spring, Summer

Capanna di Elfo: Autumn, Building Exterior, Garden, Outdoor, Spring, Summer

Capanna di Elfo: Autumn, Dining Room, Spring, Summer

Capanna di Elfo: Autumn, Balcony / Terrace / Patio, Garden, Spring, Summer

Capanna di Elfo: Autumn, Garden, Main Entrance, Outdoor, Scenic View, Spring, Summer

Capanna di Elfo: Autumn, Hot Tub, Outdoor, Spring, Summer

Capanna di Elfo: Autumn, Balcony / Terrace / Patio, Building Exterior, Garden, Outdoor, Spring, Summer

Capanna di Elfo: Autumn, Building Exterior, Outdoor, Spring, Summer

Capanna di Elfo: Autumn, Dining Room, Kitchen, Spring, Summer

Sleeps 8
Bedrooms 4
Bathrooms 4
Word_Label_Floor_Area 180 m²

Special Offer

Capanna di Elfo

#4

from €448per night

Private Villa

Capanna di Elfo is a beautifully restored former Tuscan barn, carefully renovated by its owners Claudio and Angelica to create a ...

Garden
Internet
Baby Bed
Parking
Next Year Available
Our Suggestion

Sleeps 20
Bedrooms 10
Bathrooms 11
Word_Label_Floor_Area 900 m²

Tuscan Hamlet Relais Piettorri

#43

from €1392per night

Private Country Resort

Nestled in the rolling hills near Siena, San Gimignano, Volterra, and Florence, Tenuta Piettorri is a beautifully restored ...

Garden
Near Village
Internet
Parking
Swimming Pool
Weddings

Villa Marielena Chianti Farmhouse with Hot Tub

Sleeps 8
Bedrooms 4
Bathrooms 4
Word_Label_Floor_Area 250 m²

Villa Marielena Chianti Farmhouse with Hot Tub

#22

from €267per night

Private Villa

Nestled in the prestigious "Castel in Villa" area of Gaiole in Chianti, Villa Marielena is a beautifully luxury restored ...

Garden
Near Village
Baby Bed
Parking
Our Suggestion
Internet Wifi

Accommodation 2
Sleeps 4
Bedrooms 2
Bathrooms 2

La Piazza Grand Vista Apartments

#41

from €400per night

City / Village Apartment

In the heart of Siena, above the world’s most beautiful square, sits a fully renovated luxury historic home. Two independent or ...

Internet
Next Year Available
Chef
Our Suggestion
Internet Wifi
Business

La Piazza Il Campo Apartment

#1

2 1 1 120 m²

from €400per night

Grand Terrace Apartment

#2

2 1 1 120 m²

from €400per night

Sleeps 4
Bedrooms 2
Bathrooms 2

La Piazza Grand Terrace Villa

#42

from €760per night

Private City / Village Apartment

In the heart of Siena, above the world’s most beautiful square, sits a fully renovated luxury historic home. Two independent ...

Internet
In Village
Internet Wifi
Business
Stone Building
Panoramic View City

Sleeps 12
Bedrooms 6
Bathrooms 4
Word_Label_Floor_Area 300 m²

Dimora Di Castroncello

#6

from €535per night

Private Villa

A private, indipendent villa in the Val di Chiana, shaped by genuine Tuscan hospitality Set in the green landscape of the Val di ...

Garden
Near Village
Baby Bed
Parking
Swimming Pool
Weddings

Sleeps 15
Bedrooms 7
Bathrooms 7
Word_Label_Floor_Area 700 m²

Villa San Biagio

#21

from €620per night

Private Villa

Welcome to your classic Tuscan sanctuary in the heart of idyllic Montepulciano. Comprising both a spacious Main Villa and a ...

Garden
Near Village
Baby Bed
Parking
Bike
Swimming Pool

Podere Lorena, 13Th-Century Farmhouse in the Montagnola Senese

Sleeps 12
Bedrooms 6
Bathrooms 6
Word_Label_Floor_Area 300 m²

Special Offer

Podere Lorena, 13Th-Century Farmhouse in the Montagnola Senese

#7

from €325per night

Private Country House / Farm House

Set within the protected woodland of the Montagnola Senese, this restored 13th-century farmhouse offers a stay immersed in ...

Garden
Internet
Baby Bed
Parking
Swimming Pool
Chef

Elegant Suite: Exclusive Florence Apartment with View on Medici Chapels

Sleeps 4
Bedrooms 2
Bathrooms 3
Word_Label_Floor_Area 300 m²

Elegant Suite: Exclusive Florence Apartment with View on Medici Chapels

#26

from €705per night

Private City / Village Apartment

Magnificent historic residence 300 sqm, situated in the heart of Florence, just behind the Basilica of San Lorenzo, with ...

Internet
In Village
Internet Wifi
Business
Panoramic View City
Baby Crib

All our Vacation Rentals in Tuscany Region