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  • Tuscany
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  • Maremma (6)
  • Province of Arezzo (1,079)
  • Province of Florence (1,475)
  • Province of Grosseto (571)
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  • Province of Massa Carrara (186)
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  • Province of Siena (1,233)

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6,891 Holiday homes

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Travellers going to Tuscany are booking October dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

1 / 38

`I Ruderi` estate, charming villas: Villa Wagner - Capalbio villa sleeps 6

Province of Grosseto / Capalbio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Child friendly ;
The estate `I Ruderi` is a charming complex of 3 villas with private swimming pool. Villa Wagner is one of them. Located in Capalbio Localita` Giardino, gives the opportunity to reach in a few miles the various beaches of the tuscan coast, the famous town of Orbetello,  …see more

from £171 / night

£1026 - £2565 / week

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from £171 / night

(4) Excellent 

1 / 12

Province of Grosseto / Scarlino

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Ask owner if suitable for children;
 …see more

from £43 / night

£300 - £419 / week

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from £43 / night

1 / 30

Villa al Pozzo - Pozzo della Chiana villa sleeps 12

Lucignano / Pozzo della Chiana

5 12 7 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 135 km; Swimming pool; Child friendly ;
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the ideal place to spend a holiday in complete relaxation and tranquility. Recently renovated, the villa will allow its guests to enjoy the experience of livi  …see more

from £229 / night

£1603 - £2522 / week

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from £229 / night

Featured properties

(2) Excellent 

1 / 14

Magnolia - Alberi apartment sleeps 5

Montaione / Alberi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Suitable for children age 5+;
1 double bedroom + 1 bedroom with 2 single beds or double bed (of your choice). Also an additional single bed can be added. 1 bathroom with shower and bathtub, large livingroom and well-equipped kitchen with beautiful fireplace, great in autumn. The apartment has also  …see more

from £65 / night

£590 - £838 / week

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from £65 / night

1 / 73

la nostra - Castelnuovo Berardenga villa sleeps 6

Province of Siena / Castelnuovo Berardenga

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 50 km; Swimming pool; Child friendly ;
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods  …see more

from £171 / night

£1018 - £1958 / week

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from £171 / night

1 / 30

Casa Turchesa !!!EARLY BOOKING DISCOUNT!!! - Greve in Chianti villa sleeps 6

Province of Florence / Greve in Chianti

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 135 km; Swimming pool; Child friendly ;
!!!EARLY BOOKING DISCOUNT!!! 2017 early booking: 10% discount for any reservation confirmed within 31 January 2017 for any weeks available except from 15 July to 18 August, 2017! Immersed in the Chianti countryside with its vineyards and olive groves, Casa Turchesa is  …see more

from £132 / night

£924 - £1872 / week

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from £132 / night

(1) Excellent 

1 / 27

Province of Grosseto / Scansano

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 30 km; Child friendly ; Car advised;
 …see more

from £82 / night

£573 - £599 / week

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from £82 / night

1 / 25

Province of Pisa / Pomarance

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Swimming pool;
 …see more

from £129 / night

£642 - £27590 / week

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from £129 / night

1 / 19

Amazing SPA Apartment in the wineyards_LA ROCCA - Trecento apartment sleeps 8

Montespertoli / Trecento

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Superior Apartment with3 double bedroom with ensuite bathroom, one additional bathroom at ground floor, dining room + living room, full equipped kitchen and direct access to a private garden with an amazing panoramic view where you can have relaxing time or breakfast, l  …see more

from £109 / night

£761 - £1317 / week

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from £109 / night

(3) Good 

1 / 15

Pisa / Central Pisa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £77 / night

£513 - £599 / week

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from £77 / night

(3) Excellent 

1 / 23

Il Nido - Buonconvento house sleeps 3

Province of Siena / Buonconvento

1 3 4 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Child friendly ; Car essential; Ask about pets;
With beautiful views surrounding, The Nest is in an ideal location to enjoy the beautiful and relaxing Tuscan countryside, or as a base for excursions to the many surrounding sites. The house consists of a large livingroom with kitchenette and sofa single bed, one bedro  …see more

from £56 / night

£385 - £556 / week

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from £56 / night

(1) Very Good 

1 / 37

Il Villino - Lucignano villa sleeps 12

Province of Arezzo / Lucignano

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 130 km; Swimming pool; Child friendly ;
This imposing Leopoldine villa, with its pale cream external walls and typical rooftop dovecot, commands an exceptional position on an elevated, walled-in terrace, surrounded by mature trees and enjoying magnificent countryside views. Its interiors, which boast original  …see more

from £385 / night

£2479 - £2736 / week

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from £385 / night

1 / 8

Province of Lucca / Forte Dei Marmi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
 …see more

from £74 / night

£513 - £770 / week

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from £74 / night

1 / 24

Beachside Villa Duna Grande - Maremma villa sleeps 10

Tuscany / Maremma

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
Duna Grande is a unique venue in Italy. In Tuscany you will rarely find a nearly isolated house with direct access to the beach, surrounded by romantic farmland, varied wildlife and unique mediterranean flora. All of this in the sought-after region of the Maremma on the  …see more

from £350 / night

£2445 - £5214 / week

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from £350 / night

(1) Very Good 

1 / 14

Province of Lucca / Massarosa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 15 km; Suitable for children age 5+; Car essential;
 …see more

from £98 / night

£684 / week

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from £98 / night

1 / 30

Fabulous 4BR villa w/ magnificent pool and views! - Florence villa sleeps 8

Province of Florence / Florence

4 8 3 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
This wonderful recently renovated 4BR/3.5BA villa sits on top of a hill and is part of a 20 hectares biological farm, immersed in the most beautiful typical Tuscan landscape. A luxury private swimming pool as well as a private lake and the most amazing direct views on  …see more

from £458 / night

£3201 / week

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from £458 / night

(1) Excellent 

1 / 15

Casale degli ulivi next to Florence - Reggello villa sleeps 10

Province of Florence / Reggello

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 160 km; Swimming pool; Child friendly ;
Villa in Tuscany for touristic rentals .An excellent accommodation in Tuscany as a starting point for FLORENCE, SIENA, AREZZO, CHIANTI.PRIVACY - PANORAMIC VIEW - SWIMMING POOL (inside a protected area for children safety) - INTERNETWIFI - MOSQUITO NETS - PRIVATE GARDEN  …see more

from £218 / night

£1526 - £2556 / week

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from £218 / night

1 / 24

Castiglione Della Pescaia / Roccamare

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £88 / night

£612 - £1223 / week

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from £88 / night

1 / 23

Province of Siena / Radicondoli

1 2 4 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £60 / night

£385 - £595 / week

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from £60 / night

1 / 18

Rosignano Marittimo / Castiglioncello

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
 …see more

from £64 / night

£365 - £513 / week

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from £64 / night

(1) Excellent 

1 / 10

La Pietra B&B Firenze - Florence b&b sleeps 4

Province of Florence / Florence

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
A few steps away from the town center, in one of the most elegant and prestigious areas, "La Pietra B&B" gives you the stillness and calm you need to make unforgettable your stay in the magnificent Florence.A comfortable space made of one bedroom with brea  …see more

from £48 / night

£330 / week

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from £48 / night

1 / 22

Tuscany, Private Villa with swimming pool - Radicondoli villa sleeps 10

Province of Siena / Radicondoli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The Casale is a very nice private villa, reachable through a dirt road easy to go also with a city car! The villa has a private swimming pool, outdoor BBQ and Jacuzzi, 5 bedrooms and 5 bathrooms (at least 10 people), it also has a big kitchen a big living room with fire  …see more

from £257 / night

£1795 - £2308 / week

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from £257 / night

(4) Excellent 

1 / 30

Province of Florence / San Casciano in Val di Pesa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 65 km; Child friendly ; Car advised;
 …see more

from £86 / night

£471 - £1005 / week

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from £86 / night

(5) Excellent 

1 / 22

Apartment "Casa Laura" - Monteriggioni apartment sleeps 5

Province of Siena / Monteriggioni

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vi  …see more

from £60 / night

£385 - £560 / week

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from £60 / night

(8) Excellent 

1 / 24

Available accomodation in impressive 18th century Tuscan villa with swimming pool, game room, gardens and tennis court - Vorno villa sleeps 34

Capannori / Vorno

18 34 1 night min stay

  • 18 bedrooms
  • Sleeps 34
  • 1 night min stay
Key info: Nearest beach 30 km; Swimming pool; Child friendly ;
Villa Michaela is a magnificent 18th century villa whose heritage, and raw beauty in the heart of Tuscany, is only ten minutes from the unique walled city of Lucca, 25 mins Pisa airport, 1 hour from Florence, Forte dei Marmi, Cinque Terre. Rhode School of Cuisine &  …see more

from £3077 / night

£21539 / week

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from £3077 / night

1 / 45

Province of Siena / Montepulciano

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
 …see more

from £616 / night

£2351 / week

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from £616 / night

1 / 16

Province of Grosseto / Follonica

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 0.3 km; Child friendly ; Car not necessary;
 …see more

from £43 / night

£599 / week

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from £43 / night

1 / 19

Farmhouse apartment "The Loft" w/pool & garden - Loro Ciuffenna apartment sleeps 3

Province of Arezzo / Loro Ciuffenna

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER **Beautiful, independent self-catering apartment in ancient Tuscan farmhouse with private swimming pool.The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arezzo (35 km fro  …see more

from £71 / night

£308 - £530 / week

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from £71 / night

1 / 25

Detached villa with private pool near Siena. - Siena villa sleeps 12

Province of Siena / Siena

5 12 7 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms f  …see more

from £180 / night

£1257 - £2906 / week

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from £180 / night

1 / 21

Tuscan Villa With Private Pool And Amazing Views - Lucignano villa sleeps 8

Province of Arezzo / Lucignano

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 15 km; Swimming pool; Child friendly ;
Casa Luisa is a completely refurbished 3 bedroom property. It is located between Lucignano and Sinalunga, about 10 mins from the A1 Betolle toll. The houses in the tiny hamlet are mainly farms and the sheep one can hear in the distance have bells around their necks and  …see more

from £108 / night

£750 - £2000 / week

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from £108 / night

1 / 14

Province of Florence / Grassina

23 46 Min stay varies

  • 23 bedrooms
  • Sleeps 46
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £1411 / night

£9402 - £15385 / week

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from £1411 / night

1 / 23

Villa Pedone: Luxury Tuscan Villa for Rent - Lucca villa sleeps 16

Province of Lucca / Lucca

8 16 7 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
Villa PedoneVilla Pedone: Luxury Tuscan Villa for RentVilla Pedone is a beautiful Tuscan villa of the 18th century, situated not far from the ancient city of Lucca. The Villa rental is positioned in the countryside around Lucca, on a beautiful hillside dominating ancien  …see more

from £641 / night

£4484 / week

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from £641 / night

1 / 20

Lucca Historic Palace in Tuscany - Lucca villa sleeps 10

Province of Lucca / Lucca

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
This luxury apartment for rent is situated in an important historical building in the very heart of Lucca. Featuring frescoed ceilings and sumptuous living rooms, this Lucca holiday accommodation has a strategic location, at a walking distance from the majestic Cathedra  …see more

from £518 / night

£3620 - £4223 / week

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from £518 / night

1 / 12

Elba Island / Capoliveri

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
 …see more

from £86 / night

£513 - £1197 / week

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from £86 / night

(1) Excellent 

1 / 7

Province of Siena / Monteriggioni

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £88 / night

£616 - £1026 / week

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from £88 / night

1 / 14

Province of Pisa / Volterra

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 45 km; Swimming pool; Child friendly ;
 …see more

from £60 / night

£419 - £471 / week

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from £60 / night

1 / 46

Province of Florence / Vinci

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £67 / night

£467 / week

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from £67 / night

1 / 13

Il Granaio - Castellina In Chianti house sleeps 6

Province of Siena / Castellina In Chianti

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Luxury interior designed 2 bedroom house in stunning position in Chianti countryside with a private garden (half acre) and 2 terccaces. Shared swimming pool and tennis courts within a medieval village setting. 12km from Castellina in Chianti, 7km from Poggibonsi. Stunn  …see more

from £83 / night

£575 - £940 / week

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from £83 / night

1 / 13

Province of Florence / San Casciano in Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
 …see more

from £77 / night

£445 / week

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from £77 / night

(1) Excellent 

1 / 16

Province of Pisa / Chianni

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £104 / night

£727 - £1453 / week

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from £104 / night

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