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  • Italy
  • Tuscany
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  • Maremma (5)
  • Province of Arezzo (1,323)
  • Province of Florence (3,815)
  • Province of Grosseto (718)
  • Province of Livorno (457)
  • Province of Lucca (1,584)
  • Province of Massa Carrara (241)
  • Province of Pisa (875)
  • Province of Pistoia (279)
  • Province of Prato (44)
  • Province of Siena (2,026)

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11,405 Holiday homes

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

45

Province of Florence / Sesto Fiorentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 96 km
  • Car not necessary
  • Air conditioning

 …see more

from £39 / night

£272 - £302 / week

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from £39 / night

9

Grosseto / Rispescia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £52 / night

£363 / week

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from £52 / night

(43) Excellent 

25

Lovingly restored stone-built Tuscan barn - San Gimignano house sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully r  …see more

from £90 / night

£625 - £900 / week

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from £90 / night

Featured properties

(9) Excellent 

18

3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 6 - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £85 / night

£569 - £1078 / week

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from £85 / night

(3) Excellent 

25

Beautiful, historic 9 bedroom Tuscan villa on stunning grounds - Greve in Chianti villa sleeps 18

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Benedetta is a beautiful historic residence that has been for many years the pulsating heart of the Folonari family, a renowned name in the Italian wine business. Dating back to the early 1800, the villa is located at the center of the family's agricultural  …see more

from £677 / night

£4742 - £8621 / week

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from £677 / night

(22) Excellent 

19

Casa Boccina - 19th century Tuscan Farmhouse - Piana di Lucca farmhouse sleeps 10

Lucca / Piana di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
Casa Boccina is an early 19th century Tuscan farmhouse set in fourteen acres of gardens and forest by Monte San Quirico, a village just outside of Lucca. It is only a five minutedrive/ 35 minute walk from the beautiful walled city of Lucca. It is 14 acres of mostly fla  …see more

from £270 / night

£1850 - £3400 / week

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from £270 / night

19

Province of Pistoia / Abetone

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly

 …see more

from £8621 / night

£60345 / week

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from £8621 / night

(18) Excellent 

30

Florence / Duomo Fl

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £78 / night

£492 / week

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from £78 / night

12

Certaldo / Il Pino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £138 / night

£966 - £1087 / week

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from £138 / night

(3) Excellent 

13

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £65 / night

£423 - £483 / week

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from £65 / night

(24) Excellent 

16

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £61 / night

£363 - £690 / week

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from £61 / night

10

Province of Pisa / Soiana

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £52 / night

£319 / week

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from £52 / night

(3) Very Good 

20

Elba Island / Rio Nell'Elba

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £31 / night

£216 - £259 / week

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from £31 / night

(22) Excellent 

18

Elegant 2 bedroom apt. in historic Siena residence - Siena apartment sleeps 5

Province of Siena / Siena

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Car not necessary
Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the c  …see more

from £134 / night

£871 - £1962 / week

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from £134 / night

(11) Very Good 

24

Province of Lucca / Viareggio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £41 / night

£285 - £466 / week

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from £41 / night

(2) Excellent 

39

Lavish 8BR Villa w pool only 10 Miles to Florence! - San Casciano in Val di Pesa villa sleeps 16

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1121 / night

£7845 / week

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from £1121 / night

11

Province of Lucca / Viareggio

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Car not necessary

 …see more

from £87 / night

£604 / week

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from £87 / night

(5) Excellent 

10

Province of Pisa / Lustignano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Car not necessary

 …see more

from £44 / night

£285 / week

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from £44 / night

(8) Excellent 

24

Peaceful 6 bedroom Tuscan villa with private outdoor pool and amazing views - Monte San Savino villa sleeps 11

Province of Arezzo / Monte San Savino

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa al Monte is uniquely situated on the edge of the medieval hamlet Monte San Savino, in a peaceful panoramic position with views of 180° of the surrounding countryside. This ancient home has been finely and elegantly restored with every modern comfort and lies in a  …see more

from £137 / night

£953 - £2802 / week

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from £137 / night

(3) Excellent 

22

Province of Massa Carrara / Marina di Carrara

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£345 / week

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from £52 / night

20

Peacock Manor (v020) - Foiano Della Chiana manor house sleeps 26

Province of Arezzo / Foiano Della Chiana

12 26 7 nights min

  • 12 bedrooms
  • Sleeps 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
An independent residence (sleeps 24+2) divided into 6 apartments and on the ground floor a large communal lounge with a fireplace, kitchenette with oven and dishwasher, washing machine.Peony (sleeps 4) on the ground floor, there is a living room with a kitchenette with  …see more

from £518 / night

£3621 - £4138 / week

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from £518 / night

17

Oak Villa (v047) - Volterra villa sleeps 18

Province of Pisa / Volterra

6 18 7 nights min

  • 6 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 32 km
  • Swimming pool
  • Child friendly
Beautiful villa divided into 4 apartments:Quail on the ground floor: (sleeps 2 +2) there is a veranda, living room with sofa bed, a double bedroom, bathroom with shower suitable for those with restricted mobility. Private outdoor area. Pets allowed.Hare on the ground fl  …see more

from £180 / night

£1259 - £1828 / week

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from £180 / night

4

San Casciano dei Bagni / Celle sul Rigo

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool

 …see more

from £62 / night

£432 / week

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from £62 / night

16

Small villa on Castiglioncello's reef - Quercianella villa sleeps 2

Province of Livorno / Quercianella

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
Located just off the elegant town of Castiglioncello, the House is located in a privileged location on the most beautiful Tuscany's cliff. On clear days, you can enjoy breakfast outside while admiring the Tuscan archipelago Islands dotting the horizon of the Etrusc  …see more

from £61 / night

£423 / week

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from £61 / night

20

Agriturismo Podere Torricella- Rosa e ginepro- - Montagnana Val di Pesa apartment sleeps 6

Montespertoli / Montagnana Val di Pesa

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Romantic and cosy apartment with wooden beams and terracotta floors within a farm with pool and green area, can accommodate up to 6 people using the sofa bed in the living-room/kitchen. The apartment has a large kitchen equipped with outdoor patio where you can eat, dou  …see more

from £121 / night

£690 / week

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from £121 / night

(8) Excellent 

41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Exceptional views. Sleeps 12. Pool, gardens, tennis court and basketballOriginally a 16th century farmhouse, Villa Seccarille is situated in 57 hectares of fields and woodlands, on the lower slopes of the Appennine Mountains. The villa offers breathtaking views of the s  …see more

from £358 / night

£2500 - £3750 / week

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from £358 / night

18

Il Geraneo - Comano house sleeps 6

Province of Massa Carrara / Comano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
The property is a spacious house perfect for a family (sleeps 6 or 7). Holidaying in this beautiful old village has the convenience of being close to all local amenities, and having views out across the hills. Enjoy the short walk from the piazza (100m) where you par  …see more

from £180 / night

£1050 / week

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from £180 / night

(16) Excellent 

16

Santa Luce / Orciano Pisano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £51 / night

£354 - £509 / week

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from £51 / night

(2) Very Good 

17

Tuscan hillside farmhouse with private pool, terrace and garden, great for family holidays - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £57 / night

£345 - £949 / week

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from £57 / night

(4) Very Good 

10

Rio Nell'Elba / Nisportino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £50 / night

£345 / week

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from £50 / night

16

Province of Lucca / Colle di Compito

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £52 / night

£302 / week

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from £52 / night

(1) Very Good 

17

Province of Grosseto / Principina a Mare

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £65 / night

£371 - £1121 / week

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from £65 / night

14

La Piccionaia - Cortona apartment sleeps 5

Province of Arezzo / Cortona

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.The materials, the colours and the spaces were studied to satisfy the esthetical pleasure along with the natural need for comfort. Th  …see more

from £173 / night

£1207 / week

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from £173 / night

(16) Excellent 

24

Villa Colombai: elegant with luxury pool & park - Orentano villa sleeps 12

Province of Pisa / Orentano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Colombai is a great location for a family or group of friends who want to visit the main attractions of Tuscany, thanks to its strategical position only 5 km away from the highway connecting Florence, Pisa, Lucca and other important cities. It is the perfect locat  …see more

from £369 / night

£2578 - £4302 / week

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from £369 / night

(1) Excellent 

5

Province of Pisa / Lustignano

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly

 …see more

from £35 / night

£242 / week

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from £35 / night

5

Marliana / Avaglio

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Private garden

 …see more

from £44 / night

£259 / week

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from £44 / night

(5) Excellent 

20

Province of Arezzo / Cortona

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £44 / night

£259 - £414 / week

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from £44 / night

(5) Excellent 

28

Portoferraio / Magazzini

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £61 / night

£423 / week

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from £61 / night

20

Orchard Manor (V056) - Chiusi manor house sleeps 20

Province of Siena / Chiusi

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
An independent farmhouse built in stone and bricks with oak beams and terracotta floors, in the heart of a 35 hectare farming estate. The farmhouse is divided into 4 apartments and sleeps 17 + 3.Cypress (sleeps 7) on the first floor there is a living room with a firepla  …see more

from £263 / night

£1837 - £3121 / week

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from £263 / night

(9) Excellent 

24

Villa Gourmet: pool, park, food & wine - Orentano villa sleeps 14

Province of Pisa / Orentano

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
Villa Gourmet is a 1700 renovated Tuscan Villa with salt water swimming pool, park and unique outdoor lounge and eating area by the pool. The villa for 14 guests is modern and fully-equipped with all comforts. Gourmet meals are offered on request. During your stay we wi  …see more

from £369 / night

£2578 - £4738 / week

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from £369 / night

Top Destination reviews

Mengarino 
Outstanding view and fabulous infinity pool.

Marco and Simonetta were the most helpful hosts we have ever met. Nothing was too much trouble, and we had a fantastic holiday. … see more
Caprignana, private pool, WIFI, wood oven, views!
Lovely stay for 2 families with teenagers

We were 2 families - totally 11 peoples - with children from 12 to 18 years. We rented the entire house, and had all the teenagers staying at the upper floor. The house is really nice - big kitchen area, nice big rooms, and good bathrooms - and we … see more
La Capanna 2 - Upper
Beautifully situated

Fabulous views, lovely garden, very comfortable accommodation. Great for exploring garfagnana. Would recommend … see more
La Lecciatina - La Rosa
Fantistica Holidays in an amazing nature

It awas the second time we enjoyed the peace and tranquillity of la Lecciatina every day. It was a perfect stay with beautiful surroundings, absolute quiet and a charming authentic Tuscan accommodation. The views of Tuscany from the apartment and th … see more
Ponte Vecchio accomodation, Florence Oltrarno area
Best Location

Great location to explore the key areas of Florence. Everything you will need in an apartment. Very helpful input from the owner. As a family with teenagers we found the space tight but we were never there except to sleep so it was not an is … see more
Montecarlo 
Very relaxing with wonderful views

We had a great time at the villa with our hosts looking after us really well without us noticing they were even there. There were wonderful views from the garden down the Lucca valley with plenty of different seating options outside to suit or needs … see more

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