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4,808 Holiday homes in Tuscany

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Filters applied: Swimming pool (4,808)

4,808 Results  |  
19 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £47 /night

£326 - £588 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Independent self-catering apartment in ancient farmhouse: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes. We are #1 in our area on Trip Advisor! Search Podere Casarotta on TripAdvisor and the web to check out why!  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £47 /night

£326 - £633 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Independent self-catering apartment in ancient farmhouse: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes. We are #1 in our area on Trip Advisor! Search Podere Casarotta on TripAdvisor and the web to check out why!  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £72 /night

£498 - £760 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Independent self-catering apartment in ancient farmhouse: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes. We are #1 on TripAdvisor in our area! Want to check out why? Go tripadvisor.com and search Podere Casarotta!  …see more

Featured properties

18 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £78 /night

£543 - £1085 / week

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Late Deal: save up to €232 (approx. £192)

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Exclusive loft in the hayloft of a 18th century farmhouse: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £53 /night

£368 - £526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
This new apartment in Chianti is the perfect place to spend your vacation in total relaxation, taking advantage of all our facilities (swimming pool, etc.). You can easily plan gastronomic tours as well as excursions to some of the most beautiful cities in Tuscany!  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £46 /night

£317 - £543 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Independent self-catering apartment in ancient farmhouse: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes. We are #1 in our area on Trip Advisor! Search Podere Casarotta on TripAdvisor and the web to check out why!  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £76 /night

£526 - £684 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
This new apartment in Chianti is the perfect place to spend your vacation in total relaxation, taking advantage of all our facilities (swimming pool, etc.). You can easily plan gastronomic tours as well as excursions to some of the most beautiful cities in Tuscany!  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £53 /night

£368 - £535 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Apartments overlooking the Chianti country side and a pool surrounded of olives grove. With a double bedroom (canopy bed), a large living room with double sofà bed, a kichen corner, a bathroom ,private garden with a stunning view equipped with table and chair Massage on demande Baby sitting service Horse riding Walking in the nature  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 20

3 Nights min stay

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from £46 /night

£317 - £3496 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Farmhouse villa withIndependent self-catering apartments: swimming pool, stunning view, private garden, idylic country retreat. Halfway between Florence (40 min) and Arezzo (30 min), Valdarno & Chianti, perfect starting point for visiting Tuscany, wine and food routes. We are #1 in our area on Trip Advisor! Search Podere Casarotta on TripAdvisor and the web to check out why!  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £53 /night

£368 - £526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
This new apartment in Chianti is the perfect place to spend your vacation in total relaxation, taking advantage of all our facilities (swimming pool, etc.). You can easily plan gastronomic tours as well as excursions to some of the most beautiful cities in Tuscany!  …see more

13 Photos

Farmhouse | 5 Bedrooms | sleeps 11

Excellent 5/5 

Min stay varies

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from £113 /night

£790 - £1400 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
The Fattoria Il Petriccio is located on the hills of Valdelsa, 2 miles from Castelfiorentino (Florence), in an area rich of history near the medieval paths of the via Francigena and close to the villages where Leonardo and Boccaccio were born.  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Good 3/5 

Min stay varies

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from £55 /night

£380 - £670 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Ideal location in Tuscany for visiting all the tuscan art cities and for relaxing living the countryside life and tasting local products such as wine, vinsanto and olive oil  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 3

1 night min stay

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from £53 /night

£368 - £630 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
We are an organic little farm producing our own wine and extra virgin olive oil, jam, honey and Vin Santo. We also organize a little trip of the farm (one time per week, on request) to explain how we produce our wine, with a test wine.  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £106 /night

£736 - £1402 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Stunning apartment in the chianti, private terrace  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £188 /night

£1315 - £2015 / week

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Key info:

  • Nearest beach 32 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Stunning villa with swimming pool near Lucca  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £188 /night

£1315 - £2191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £101 /night

£701 - £1227 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £39 /night

£272 - £526 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

22 Photos

Tower | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £162 /night

£1131 - £2243 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • May take pets – please enquire
  • Private garden
Stunning medieval tower near San Gimignano for holiday rentals  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £169 /night

£1183 - £2410 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £225 /night

£1569 - £2453 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
This lovely villa for 8 people is located in Iano, a peaceful, little hamlet near Volterra and San Gimignano (at 20 km), right in the heart of Tuscany. The area has a picturesque landscape, full of fine views, with the typical colours of the Tuscan countryside  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 22

7 Nights min stay

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from £257 /night

£1796 - £3329 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Gorgeous large family villa in the Val Di Chiana, near Montepulciano, San Quirico, Pienza, Arezzo and Siena  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 7

Very Good 4/5 

3 Nights min stay

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from £84 /night

£587 - £1017 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Gorgeous holiday villa in Siena, just 5 minutes walking from the town. blloming garden, shared swimming pool, private car parking, internet (with flash drive), laundry room, chef for dinner or meal on request  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £106 /night

£736 - £1358 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Holiday Villa for 8 people 1 km from Siena, and 3.5 km from Piazza del Campo (sit of the Palio)  …see more

16 Photos

Farmhouse | 1 Bedroom | sleeps 3

7 Nights min stay

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from £34 /night

£237 - £469 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £188 /night

£1315 - £1884 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The villa near Pienza is elegantly furnished, in a perfect combination between comfort and tradition, with modern amenities such as internet Wi-Fi and Sat-TV. On two floors, the house can host up to 10 people.  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £111 /night

£771 - £1280 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
A luxury and comfortable apartment in a beautiful country house on the hills facing Lucca  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£325 - £658 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £44 /night

£307 - £614 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

3 Nights min stay

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from £326 /night

£2278 - £4381 / week

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Key info:

  • Nearest beach 9 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
This superb Villa on the coast of Versilia is located in the medieval town of Camaiore (just 24km from Lucca) renowned for its ancient churches and whose history is bound to the Via Francigena. This elegant country-seat was built in the 16th century following the model  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £89 /night

£622 - £1323 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Stunning apartment for 3 couples in castle in the Chianti. Wonderful location for a fantastic holiday in one of the most beautiful places of the world  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £261 /night

£1823 - £4643 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £464 /night

£3242 - £4600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This luxury villa is located on the outskirts of the medieval hamlet of Vico D'Elsa (food shop and restaurant in walking distance; next supermarket 3km), on the hills between Florence (40km) and Siena (35km), facing San Gimignano (10km).  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £37 /night

£259 - £500 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £41 /night

£281 - £526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £194 /night

£1358 - £2716 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Gorgeous Villa with swimming pool in the Chianti, near San Casciano Val di Pesa, a medieval hamlet between Florence and Siena  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 5

7 Nights min stay

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from £36 /night

£246 - £587 / week

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Key info:

  • Nearest beach 7 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Apartment with swimming pool near Cecina, Etruscan Coast  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £67 /night

£465 - £771 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Gorgeous accommodation on a hill with breathtaking view, just 20 km from Florence  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £426 /night

£2979 - £5870 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
stunning villa in Arezzo, the town of the gold in Tuscany. Air conditioning, swimming pool,Jacuzzi, sun terrace with wonderful view.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £388 /night

£2716 - £3855 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
An unforgettable vacation in Cortona, in a splendid luxury villa with all comforts and facilieties. Luxury villa with swimming pool and air conditioned in Corton  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £226 /night

£1577 - £2979 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This beautiful villa in Siena is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beautiful attractions of the Chianti  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £351 /night

£2453 - £3154 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £148 /night

£1034 - £1481 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
If you are a big group (6-11 persons), you can spent your holidays together. We offer you two attached apartments, so if you want to have meals and to spend your time together, you can. But, at the same time, everybody has its own place.  …see more

9 Photos

Villa | 5 Bedrooms | sleeps 7

5 Nights min stay

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from £235 /night

£1643 - £2862 / week

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Key info:

  • Nearest beach 54 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Private heated pool, south facing detached with terrace and gardens. Mountain views.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £44 /night

£303 - £745 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Perfect if you would like to visit San Gimignano by foot (15-30 minutes walk along the Francigena way)  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £81 /night

£561 - £1139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Stunning elegant villa near Lucca  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

7 Nights min stay

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from £44 /night

£303 - £570 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

22 Photos

Apartment | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £151 /night

£1052 - £2103 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Superb noble apartment in a castle in the chianti  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £57 /night

£395 - £785 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
In every room you can use air conditioning. The apartments are equipped with: microwave oven, toaster, american coffe machine, pots, pans, plates and cutlery.  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £86 /night

£596 - £1139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Stunning chianti lodging in a medieval castle.  …see more

Tuscany travel guide
Tuscany is widely regarded as the true birthplace of the Italian Renaissance. Florence, the legacy of a union between commerce and art, owes its existence to the Medici dynasty, who employed Leonardo and Michelangelo to lend artistic integrity to their business acumen. The sublime purity of marble in the Accademia stands testament to Michelangelo, while the masterpieces of Botticelli and Vasari are to be found in the Uffizi gallery. The great medieval city of Siena, lying in the rolling hills of the Chianti, is famed for its brief, but exhilarating Palio horse-race. Pisa basks in the shadow of its leaning tower, while Lucca and Arezzo typify the medieval spirit of the region. Viareggio’s Carnival is the most colourful in Italy and the island of Elba is a ferry-ride away. Tuscany’s diversity and cultural influence makes it an ideal self catering holiday villas, cottages or Luxury apartment get away.