Tuscany   Tuscany2

Holiday Homes in Italy - Tuscany 2020

Tuscany offers a rich combination of culture, history, antiquities, agreeable climate and friendly locals it encapsulates everything that is beautiful about Italy. The combination of coastline, mountains, countryside and beautiful towns and cities is truly hard to match

With endless grand villas there is plenty to choose from. However with visitors coming from all over the world peak season of end of July beginning of August most properties are booked before Easter. Therefore to get the pick of the most popular villas we recommend booking before the end of December for the following year.

The most popular request from clients is a villa within walking distance of a local village with restaurants and amenities. These type of properties will be featured in our dedicated page coming soon. See also our highly recommended in Tuscany page

 

To check availability, either click in the properties below and view the calenders. Or alternatively use the search on the side of the screen (bottom if using mobile device).

If you don't wish to search and trust us to send a selection of recommendation to meet your requirements, email us at info@holidayhomesinitaly.co.uk 

Click here to return to the 2020 collection

 

Browse our properties in Tuscany where 2020 prices are confirmed

 

 

Villa in Tuscany with private pool
8
9
18

* Lying at the edge of Chianti in the village of Bucine * Surrounded by cypresses and centuries-old olive trees * Purpose built spa equipped with a a Jacuzzi for 6 people * Small putting green * Private 7m x 14m swimming-pool

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Luxury villas Tuscany
9
9
18

* Set in a good position for exploring the region * Luxury villa * Located on a hill dominating the enchanting village of Lucignano * Nice swimming pool with a gazebo furnished for dining outside

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Villa in Tuscany with pool
5
4
10

* Converted look out tower * Surrounded by splendid countryside full of vineyards, olive groves & woods * 2km from the nearest village * Lovely covered outdoor relaxation area next to the private swimming pool

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Lovely villa in the Chianti region with private pool in a peaceful position
6
6
12

* In a peaceful position * Situated 3km. from Gaiole in Chianti * Surrounded by a large garden interposed between vineyards * Private swimming pool

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Tuscany Villa with pool
4
3
8

* Farmhouse on the edge of the historic town of Montalcino * About 500 metres away you will find all kinds of shops. * Private swimming pool * Traditional furniture

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Large villa for 10 people with private pool near Cortona in Tuscany
5
5
10

* Split into 2 apartments, perfect for groups of families & friends * Private swimming pool * 5 double bedrooms * Chef & cooking classes available

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1
6
6
18

* Suitable for large groups and children * 6 double bedrooms * Private swimming pool * Traditional Tuscan interior * Maid & chef service available on request * Pets allowed

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Apartments in Tuscany
2
1
4

* Located between the hills of Lucca & the Versilian coast * 500m from the local grocery shops * Exclusive above ground swimming pool

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Villa in Chianti region suitable for 2 families
£1,360 - £3,075
4
4
10

* Private swimming pool * 4 double bedrooms * In a panoramic position overlooking the hills in the Chianti classico area * Private large fenced in garden

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Tuscany villas for rent
6
5
11

* Stone farmhouse located near Castellina in Chianti * Private swimming pool * Possible wine tasting & produce tasting of the local farm * Pets allowed

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Villa Gebbia
£1,185 - £2,635
5
5
10

* Suitable for groups of families & friends * Located in the valleys between Siena and Arezzo * Fenced in private swimming pool * Beautiful stone house with glorious views of the countryside * Shaded relaxation area

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Very large complex for groups of families and friends in Tuscany sleeping 48 people in total
28
23
48

* Sleeping 48 people in total in 12 apartments * Suitable for wedding & other celebration events * Large shared swimming pool * Possible catering services etc

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Tuscany villas for rent
4
3
8

* Set in a panoramic position of the rolling hills of the Chianti region * Shared swimming pool * Surrounded by vineyards & olive groves

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self catering Tuscany
2
2
4

with shared pool approximately 10km west of Cortona

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self catering Tuscany
2
2
4

with shared pool approximately 10km west of Cortona

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self catering Tuscany
2
2
4

with shared pool approximately 10km west of Cortona

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Quaint villa with private pool in the Chianti region
3
3
6

* Restored barn * Private swimming pool * Pets allowed on request

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Tuscany villa rentals
3
2
6

* Very peaceful location * Shaded outdoor dining area * Wood burning oven * Private swimming pool

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Apartment in north Tuscany
2
1
6

* Well priced accommodation for exploring the region * Shared swimming pool with jacuzzi * Traditional Tuscan features * Horse riding nearby

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Lovely family holiday home in the Chianti region
5
4
10

* Private swimming pool * Within walking distance of the local village * Fully enclosed property

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Large villa suitable for disabled people in north Tuscany
5
4
10

* On a hilltop overlooking Montecatini Termi * Private swimming pool * 5 double bedrooms * Small outdoor fitness area * Small pets allowed * Chef & cooking classes available on request

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Tuscany villa
3
3
6

* In the hills between Lucca & the Versilian coast * Stunning views of the countryside * Private swimming pool * Includes maid service

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Converted mill Tuscan holiday home
£1,275 - £2,545
5
4
9

* Converted mill house * With private swimming pool * Large private grounds & garden * Well located for Florence and surrounding Chianti region * 1.5km from the great Chianti golf course of Ugolino

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Large villa in Chianti region with private pool
8
5
16

* Sleeping upto 16 people in 8 double bedrooms * Fenced off private swimming pool * In a very quiet position with great views of the landscape * Lovely outdoor dining terraces

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Chianti villa with private pool
5
4
10

* Great views over the surrounding countryside * 5 double bedrooms * Private bean shaped swimming pool * Pets allowed * 200m walking distance from a restaurant

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Villa in Tuscany with view
£770 - £1,800
3
2
5

* Stunning views of the valley below and countryside * Surrounded by lush woods & olive groves * Outdoor wood burning oven * Pets allowed on request

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Villa in Tuscany
£2,730 - £3,580
6
3
12

* With private swimming pool that can be heated on request * 5 double bedrooms * Table tennis * Outdoor wood burning oven * Within a working olive oil & wine farm

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Converted Tuscan barn with private pool
4
4
8

* Large private swimming which can be covered & heated on request * 4 double bedrooms with ensuite * Large garden & views of the surrounding vineywards * Relaxing terraces for outside dining

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Villa in Tuscany
£1,890 - £3,000
4
3
8

* Located near Castellina in Chianti * Pets allowed on request * Spacious green garden * Private swimming pool * Traditional furniture

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Villa in Tuscany
4
3
7

* Located near Castellina in Chianti * Pets allowed * Swimming pool shared with 2 other apartments * Possible tasting tours of wine & olive oil

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Villa with private pool near Tuscan coast
4
5
8

* Suitable for families wishing to explore Tuscany but also be near the coast * Large beautiful private swimming pool * Traditional interior * Billiards table

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Tuscany villa with pool
4
2
8

* Converted farmhouse * Private swimming pool * Fenced in swimming pool for child safety * Located in the countryside around Pisa * Set within a nature reserve, where you will see fallow deer, roe deer and other animals

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Tuscany country house in the Chianti region with private pool & walking distance to local village
5
2
10

* With private swimming pool * Walking distance to local village * Rooftop terrace * Chef & maid service available on request

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Villa in Tuscany
5
6
10

* Located in the hills between Lucca & the Versilian coast * Suitable for groups with seperate sections of accommodation * Private swimming pool * Includes daily cleaning service

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Tuscany villa rentals
4
4
8

* Within walking distance of amenities in the local village just 400m away * Private swimming pool with waterfall * Surrounded by greenery * Pets allowed on request

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Tuscany apartments
2
1
4

* Set in the hills overlooking the village of Camaiore * Shared swimming pool

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Large villa near Lucca with private pool
£1,630 - £3,170
3
2
6

* Private swimming pool * Overlooking the plains of Lucca * Lovely traditional Tuscan stone house * 40km from the beaches of Versailles

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Typical stone built farmhouse in Tuscany suitable for disabled people
5
5
10

* Typical stone-built farmhouse * Private swimming pool * Outdoor shaded dining area * Adorable countryside views

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Tuscany villa with pool
5
5
10

* In the hills between Lucca & the Versilian coast * Stunning views of the countryside * Private swimming pool with laser for child safety * Includes maid service

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A traditional Tuscany villa with panoramic views and private pool sleeping 20 people in 10 bedrooms
10
10
20

* Sleeping 20 people in 10 bedrooms * Stunning panorama, we can see the Etruscan city of Volterra * San Gimignano with its towers within extremely easy reach * Private swimming pool

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Large countryside villa near San Gimignano in Tuscany sleeping 14 people
6
4
14

* Private swimming pool * 6 double bedrooms * Sunny panoramic position * Part of a large farm producing great wine * Near San Gimignano

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Large villa for 24 people in Tuscany with private swimming pool
12
8
24

* Sleeping upto 24 people in 12 double bedrooms * Private swimming pool * Tennis courts * Ping pong table * Extensive private grounds & lush garden

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Villa in Tuscany with pool
7
5
14

* Positioned in the hills of Mugello in the Florence countryside * Fenced in property * Private swimming pool with childrens area * Traditional furniture

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Villa in Tuscany
5
4
10

* Located near Castellina in Chianti in a peaceful and panoramic position * Covered outdoor dining terrace * Private swimming pool with great views * Possible wine & produce tasting from local farm * Includes daily cleaning service

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Tuscany villa
4
2
8

* Located in the Lucca countryside * Traditional 3 storey farmhouse * Private swimming pool

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Villa in Tuscany
4
3
8

* Located approximately 7km from Castellina in Chianti * Restored farmhouse * Set within beautiful vineyards * Peaceful position

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Converted Tuscan farmhouse with private pool sleeping 20 people
9
9
20

* Sleeping 20 people * Lovely large restored farmhouse * Private swimming pool * Large private garden * Small pets allowed on request * Includes 4 hours per day of cleaning

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Tuscany villa
5
3
10

* 5 double bedrooms * Pets allowed on request * Private swimming pool * Tennis court & ping pong table * Barbeque & wood fired oven

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Villa in Tuscany
5
3
9

* Set in a panoramic position of the rolling hills of the Chianti region * Shared swimming pool * Surrounded by vineyards & olive groves

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Villa for 8 people near Vinci with private pool in Tuscany
4
3
8

* Pets allowed on request * Private swimming with childrens area * Tourist guide, food & wine tours on request

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Villa in north Tuscany near Pisa and Florence with private pool sleeping upto 20 people
10
10
20

* Sleeping upto 20 people * Located in the hills around Pisa & Florence * Set on a working farm producing local wines * Possible maid & chef service on request

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Villa in the coast of the Etruscans
6
6
12

* Suitable for families and friends who wish to holiday together but also have their private accommodation * Panoramic position overlooking the surrounding countryside * 15 minutes from the coast * Vineyards & olive groves with views of the sea

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Villa in Tuscany
£5,000 - £8,520
9
9
22

* Set on top of a hill for great views of the surrounding countryside * Small pets allowed on request * 20km from San Gimignano * Stunning outdoor dining area

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Villas in Tuscany
4
3
8

* Suitable for horse lovers there is an equestrian centre nearby * Located in the hills west of Florence * Fenced in garden with private swimming pool * Small pets allowed on request

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Villa in Tuscany
6
5
13

* Large garden with a private swimming pool * On the outskirts of a small town in the planes between the seaside town of Forte dei Marmi and the Apuan Alps

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1
8
7
18

* Situated in the hills from the city of Florence towards Chianti * Countryside all around with woods, olive groves and vineyards * Infinity edge private swimming pool * The rent always includes a daily maid service * Domestic help, cook, cookery courses available on request

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Large villa in Tuscany
£4,920 - £8,950
17
14
29

with private pool, located in the countryside between Siena and Florence

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Villa in Tuscany
6
4
13

* Private swimming pool with views of the Apennines east of Florence * Fenced in garden * Jacuzzi

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Large villa in Tuscany with great views, private pool, sleeping 20 people
£4,400 - £8,300
10
10
20

* Private pool with great views of the countryside * Sleeping upto 20 people * Located within a private wildlife reserve * Pets allowed on request

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Villa with great view over the Tuscany countryside
3
3
12

* Suitable for groups of families & friends looking to holiday together * Private swimming pool with spacious hydromassage tub * Part of a large property overlooking the hills around Pisa * Peaceful area and have a splendid view of the surrounding countryside.

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Tuscany villa
£2,865 - £4,135
4
4
12

* Private swimming pool * Peaceful position approximately 18km from Florence * Surrounded by olive groves * Great base for exploring the region

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Villas to rent in Tuscany
4
4
10

* Close to places like Forte dei Marmi, Viareggio, Pietrasanta and famous Liguria attractions like Porto Venere, Cinque Terre, Levanto. * Large garden with a private swimming pool and a stone barbecue * Entirely fenced with a beautiful lawn * Set at the bottom of the Versilia hills which rise up to the Apuan Alps

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Tuscany villa with private pool
6
7
10

* Near Castellina in Chianti in a peaceful and panoramic position * Daily cleaning service * Large private swimming pool * Possible guided tours & tasting produce events * Pets allowed on request

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Tuscany holiday villas
£1,460 - £1,820
4
3
8

* 5km from the medieval hamlet of Massa Marittima * Shared swimming pool

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Holiday villas Tuscany
3
2
6

* Only 13km from the beaches of Follonica * In the heart of the unspoilt green countryside of the Tuscan Maremma * Garden surrounding the house complete with swimming pool

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Large villa with pool in the Maremma countryside
6
4
11

* Within easy reach of the coast of the Etruscans * Private swimming pool and gym * Furnished with exquisite antique furniture * Wood oven perfect for cooking pizza * Panoramic view of the Maremma countryside

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Villa in Tuscany
7
7
19

* Situated in the center of 18 acres of woods and olive groves * Just a short distance from Montecatini and Monsummano Terme * Spectacular 360° views from the garden over the surrounding hills * Very peaceful position * Private swimming pool with spill-over edge, counter-current swimming & hydromassage

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Tuscany villa
6
4
12

* With private swimming pool * Just a few km from Vicchio north of Florence * 6 double bedrooms

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Large villa in Tuscany
9
6
20

* Suitable for large groups with outbuilding & located between the hills of Lucca & Pistola * 6 double bedrooms * Private swimming pool * Pets allowed * Wonderful outside dining area

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Tuscany self catering
5
5
10

* In a quiet position in the area of Mugello * Surrounded by a park of 5,000sqm * equipped with a gazebo, swing and table-tennis table * Private swimming pool

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Tuscany villa
10
10
22

* Ideal for families with children or groups of friends * Located within easy reach of the famous Tuscan towns * Only 45km from the beaches * 10 double bedrooms sleeping 20 people * Pets allowed * Private swimming pool

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Villa in Tuscany
£1,520 - £3,020
7
4
13

* Situated in a peaceful position on the outskirts of a small hamlet in the hills outside of Pisa * Great view of the surrounding fields, olive groves and woods * The villa has a large park with old trees and a private swimming pool

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Tuscany apartments
7
6
16

* Medieval farmhouse in the Grosseto Mareema area * Perfect for groups of families & friends * Wellness room with Turkish bath, sauna, small gym and whirlpool bath * Possible to purchase the local typical food and wine products * Beautiful private swimming pool with changing rooms

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Large villa in Tuscany
10
11
20

* With private swimming pool & in a tranquil position * 15 minutes drive from Florence * Possibility to buy produce from the farms * Bathroom suitable for disabled * 2km from the nearest village

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Chianti villas
£1,400 - £2,670
6
5
11

* Beautiful stone house just 20km from Sienna * Stone-built farmhouse located inside a vast property that extends for 460 hectares * Within an estate of vineyards, olive tree groves and wheat fields * Large private swimming pool * Villa + annex

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Tuscany apartments
11
8
21

* Set in a panoramic position of the rolling hills of the Chianti region * Perfect for large families or groups of friends * 4 seperate apartments * Private swimming pool * Surrounded by vineyards & olive groves

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self catering Tuscany
5
3
9

* Set in a panoramic position of the rolling hills of the Chianti region * Shared swimming pool * Surrounded by vineyards & olive groves

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self catering Tuscany
3
2
6

* Set in a panoramic position of the rolling hills of the Chianti region * Shared swimming pool * Surrounded by vineyards & olive groves

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Tuscany villas with pool
4
3
7

* Panoramic views over the Chianti region * Large private swimming pool * Characteristic farmhouse * Traditional Tuscan funishings

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Luxury villas Tuscany
7
9
15

* Sleeping upto 15 people * Good choice in the Chianti region * 4km from Castellina in Chianti * Private swimming with hydromassage & waterfall * Luxury furnishings

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Tuscany villas
5
6
10

* Part of the old Lilliano estate, close to Castellina in Chianti * Beautiful panorama of Chianti near Siena * Tasting of wines in the medieval wine-cellars and of olive-oil produced on the farm

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Tuscany villa on the coast with pool
6
6
10

* Private swimming pool with direct access to the beach * Located near a delightful coastal village * Ideal base for sailing, wind-surfing, kite surfers and sailing boats

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Tuscany Villa with pool
£3,090 - £3,350
3
3
6

* Immersed in gardens & trees for a peaceful & private holiday * Within easy reach of the famous cities & the Versilian coast * Outdoor wood burning oven * Very relaxing holiday villa

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Villa in Tuscany with pool
£4,120 - £5,250
6
6
11

* Stunning views over the surrounding valleys & hills of the Siena countryside * Reduced rates for lower capacity * Lovely private colourful garden * Traditional interior * Private swimming pool

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Self catering in Tuscany
7
5
14

* With farmhouse & hayloft separately making it perfect for 2 families, * Approximately 30 minutes drive from Florence * Traditional furniture * Private swimming pool

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Traditional Tuscan villa with private pool
4
5
8

* Located between Florence and Pisa * 8km from the charming medieval village of Peccioli * Huge private swimming pool with whirlpool and childrens areas * Shaded annex cooking area perfect for dining outside

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Historic villa in Tuscany with pool
£2,520 - £5,630
7
5
15

* Located just 6km from the beautiful town of Lucca, * With private tennis courts * Listed amongst the historic Italian gardens * Has been used as a venue for historical operas * Private swimming pool

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Tuscany villas
4
3
7

* Private swimming pool located in the countryside around Florence * Set in peaceful valley, surrounded by fields and vineyards * Chef service & cooking classes on request * Excellent base for exploring the Chianti region

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Large luxury villa in Tuscany for 18 people with private pool
9
9
18

* Located on top of hill with stunning views of the surrounding countryside * Large private pool in sunny position * Outdoor dining area with wood burning oven * Pool table

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Classic villa in Tuscany Chianti region with private pool
4
4
8

* Sleeping 8 people in 4 bedrooms and 4 bathrooms * Located in one of the most beautiful parts of the Chianti Classico area * Wellness center with sauna, Turkish bath and Jacuzzi * easy to reach numerous award-winning wineries in the area * Private swimming pool

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Authentic large villa in Tuscany with private pool
7
5
14

* Stunning views of the local village only 1.5km away * Sleeping 14 people * Suitable for groups as there's seperate accommodation * Very nice and well-equipped outdoor areas * Private swimming pool

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Luxury villas Tuscany
14
14
25

* Suitable for weddings or large gatherings * Location in the Chianti countryside, just 9km from Siena * Inside a large farm producing excellent extra virgin olive oil and Chianti wine * Elegant villa, grounds and private swimming pool

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Villa in Tuscany with great panoramic views
5
3
10

* Private pool and tastefully decorated * Swimming pool with lounge area and whirlpool bath * Located near Peccioli, a charming medieval village * Ping pong table * Within easy reach of San Gimignano, Volterra, Pisa, Siena and Florence

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Large villa in the Chianti region for 12 people with private pool
6
4
12

* Set in over 600 hectacres in the heart of the chianti classico region * In a panoramic position with a wonderful view of the chianti countryside * Enclosed garden, besides the private swimming-pool * Near the village of Fabbrica with its wine-cellars and the olive oil-press

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Villa with private pool near Siena
6
4
10

* With jacuzzi & sauna * Walking distance to local village * An old farmhouse, 4km from the center of Siena * Completely fenced garden * Private swimming pool surrounded by a sun terrace and a gazebo

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Tuscany villa rentals
4
3
8

* Ideal for a relaxing holiday and for a cultural stay in Florence * Private swimming pool * Not far from the local village with it's amenities * Pool table * Traditional Tuscan features

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Tuscany holiday villas
2
2
6

* Shared swimming pool * Spectacular panoramic countryside views

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Tuscany villa with pool
3
2
6

* Suitable for families with children * Located just a few km from the famous village of Pitigliano * Fenced in private swimming pool * Pets allowed

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Villas to rent in Tuscany
4
2
8

* Positioned well for fantastic views * At the foothill of Cortona * Mini football pitch & volleyball court * Pets allowed * 3km from shops & restaurants

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Beautiful country house in Tuscany with private pool sleeping 10 people
5
4
10

* Located near Arezzo, Siena, Perugia, Cortona & Montepulciano * Consists of three self-contained apartments * Beautiful private swimming pool * Table tennis * Pets allowed on request

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Villa in Tuscany with pool
2
2
5

* Cclose to the Chianti region * Approximately 60km from Florence * Peaceful position * Private swimming pool

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Tuscany villa
2
1
4

* Lovely stone holiday home with private pool * Fascinating panorama over the green Mugello valley * Private outdoor area and a private swimming pool

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Large villa in north Tuscany for 20 people with private pool
8
6
20

* Perfect for groups of families & friends * Private swimming pool

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Large villa for 12 people in north Tuscany with private indoor and outdoor pool
5
3
12

* Spectacular views of the Apuan National Park * 1 hour from the Cinque Terre

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Tuscany villa
2
1
4

* Located in the hills of the Chianti region * Spectacular views of the surrounding countryside * Converted medieval chapel * Shared swimming pool * Pets allowed

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Historic villa in Tuscany with pool
6
5
12

* Located in the region perfect for exploring Florence & the surrounding * 360 degree ivew of the Olive groves & vineyards * Unique private swimming pool being built partly inside the house * Pool table * Winetasting & cheese events available

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Traditional Tuscany villa near Cortona
6
3
12

* Stunning private infinity swimming pool * 4km from Cortona * 10 minutes drive to Lake Trasimeno * 30 minutes drive to Montepulciano * Fenced in pool for childrens safety

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Dsc 0140
7
7
14

* Lower price for reduced capacity upto 10 people * Spacious garden & private swimming pool * Surrounded by olive trees & vineyards * Fenced in swimming pool for childrens safety * Lovely outside relaxation areas * 9km from Cortona

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Villa suitable for 18 people in Tuscany with private swimming pool
9
6
18

* Chef and housekeeping service available * Private swimming pool * Separate sleeping sections * 55km from Florence

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Luxury villa for 10 people with private pool in Tuscany
5
6
10

* Luxury furnishings * Private swimming pool * 5 double bedrooms * Well located for exploring Florence, Siena & Pisa

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