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  • Italy
  • Tuscany
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  • Maremma (2)
  • Province of Arezzo (1,158)
  • Province of Florence (2,623)
  • Province of Grosseto (473)
  • Province of Livorno (372)
  • Province of Lucca (1,044)
  • Province of Massa Carrara (118)
  • Province of Pisa (611)
  • Province of Pistoia (232)
  • Province of Prato (27)
  • Province of Siena (1,519)

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8,311 Holiday homes

Filters applied: Pets allowed (8,311)

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

(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

(4) Very Good 

16

Elba Island / Rio Nell'Elba

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £95 / night

£647 / week

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from £95 / 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

Featured properties

14

Capoliveri / Lacona

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £72 / night

£500 - £759 / week

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from £72 / night

6

Province of Livorno / Marina di Bibbona

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets

 …see more

from £25 / night

£173 / week

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from £25 / 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

15

Massa / Ronchi

4 7 2 nights min

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

 …see more

from £156 / night

£1035 / week

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from £156 / night

(1) Very Good 

15

Province of Lucca / Massaciuccoli

2 7 7 nights min

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

 …see more

from £117 / night

£776 - £949 / week

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from £117 / night

(5) Very Good 

32

Tuscan country house close to Florence with pool, sleeps 3 - Greve in Chianti farmhouse sleeps 3

Province of Florence / Greve in Chianti

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil, extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDI  …see more

from £61 / night

£401 - £651 / week

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from £61 / night

30

Province of Lucca / Lucca

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £113 / night

£759 - £1147 / week

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from £113 / night

(11) Excellent 

21

charming cottage in peaceful country setting - Gracciano cottage sleeps 6

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £69 / night

£380 - £1776 / week

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from £69 / 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

(5) Excellent 

29

Rosignano Marittimo / Castiglioncello

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

 …see more

from £41 / night

£284 - £474 / week

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from £41 / night

(10) Very Good 

31

Le Fontanelle - rustic farm buildings with pool - San Gimignano farmhouse sleeps 5

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Nestled in a centuries-old complex of farm-house buildings, just 10 minutes drive from the medieval "skyscraper" fortress town of San Gimignano...Le Fontanelle is the perfect place to soak in Tuscany's sunshine, culture, food and fun.An easy drive from Pi  …see more

from £100 / night

£617 / week

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from £100 / night

(1) Excellent 

22

Greve in Chianti / Strada in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £82 / night

£574 / week

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from £82 / 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

(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

30

Pisa / Tirrenia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £138 / night

£388 - £1276 / week

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from £138 / night

(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

(4) Excellent 

27

Tuscan Farmhouse and Winery on olive farm (11/17) - Casalguidi farmhouse sleeps 17

Serravalle Pistoiese / Casalguidi

7 17 3 nights min

  • 7 bedrooms
  • Sleeps 17
  • 3 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Holiday accommodation available on a British owned olive farm in Tuscany. This is conveniently located in the Montalbano Hills south of Pistoia, about 30 minutes drive from Florence and her airport and a little less than an hour from Pisa and her airport. There is plent  …see more

from £240 / night

£1675 - £2100 / week

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from £240 / night

(5) Excellent 

24

Province of Pisa / Peccioli

3 6 2 nights min

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

 …see more

from £69 / night

£388 / week

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from £69 / 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

(4) Excellent 

29

Province of Lucca / Viareggio

1 4 1 night min

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

 …see more

from £48 / night

£242 - £432 / week

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from £48 / night

26

Podere Capanne Rigomagno - Rigomagno house sleeps 6

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o  …see more

from £81 / night

£561 - £1285 / week

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from £81 / night

28

Province of Grosseto / Follonica

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £31 / night

£212 - £302 / week

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from £31 / night

(3) Very Good 

30

Villa Stella di Mare on the Tuscan coast with pool - Ansedonia house sleeps 6

Orbetello / Ansedonia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Stella di Mare has a large comfortable terrace with a full sea view perfect for relaxing and outdoor dining. It is 500m from the glorious sandy expanse of the 7km long Feniglia beach and pine forest reserve. A free minibus takes people down to the beach every hour  …see more

from £75 / night

£518 - £1298 / week

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from £75 / night

(4) Very Good 

14

Province of Livorno / Piombino

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Air conditioning

 …see more

from £57 / night

£388 / week

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from £57 / night

24

Province of Grosseto / Scansano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 25 km
  • Child friendly
  • Ask about pets

 …see more

from £56 / night

£388 / week

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from £56 / night

(5) Excellent 

25

Charming, rural Tuscan cottage with terrace and stunning sea view, sleeps 4 - Casale Marittimo cottage sleeps 5

Province of Pisa / Casale Marittimo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
Lovely , elegant cottage in Casale Marittimo (Pisa),at only 10 Km from the beaches (Marina di Bibbona or Cecina Mare) and close to sites of historical, artistic and archeological interest (e.g. 25 minute drive to Volterra; 1 hour to Florence, Siena and Lucca, 40 minute  …see more

from £130 / night

£776 / week

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from £130 / night

(6) Very Good 

20

Secluded villa with private pool Chianciano Terme - Chianciano Terme villa sleeps 10

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The vill  …see more

from £216 / night

£1294 - £2285 / week

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from £216 / night

22

Canto Del Vento - Fonte Al Canale - Castiglioncello Bandini villa sleeps 10

Province of Grosseto / Castiglioncello Bandini

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
As you enter the driveway at Fonte Al Canale your eye is drawn to a row of wind chimes, the work of internationally renowned sculptor, Bruno Gasser. Fonte Al Canale is a beautifully restored Villa, set high upon a Tuscan hill, with a magnificent view of the valley belo  …see more

from £284 / night

£1983 - £3018 / week

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from £284 / night

(3) Very Good 

19

Stunning panorama - il Mulinaccio - Castiglione Della Pescaia house sleeps 4

Province of Grosseto / Castiglione Della Pescaia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Nice and quite apartment 75sqm , delightful outside terrace with splendid view on Orbetello lagoon and Giglio island. Car parking with sun shield. Two bedrooms, one with queen size bed and one with 2 single beds, shower/WC, kitchen and large living-room, Digital LCD TV.  …see more

from £62 / night

£432 - £604 / week

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from £62 / night

(1) Good 

4

House in Elba island - Porto Azzurro villa sleeps 2

Elba Island / Porto Azzurro

8 2 5 nights min

  • 8 bedrooms
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Characteristic villa from 1950, located in front of Mola beach, just 50 meters away from the sea, along the provincial road Porto Azzurro/Portoferraio.The villa is surronded by a private garden with the typical mediterranean vegetation as secular pines, olive trees, ole  …see more

from £130 / night

£776 / week

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from £130 / night

(20) Excellent 

49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool - Castel San Gimignano apartment sleeps 6

San Gimignano / Castel San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £87 / night

£475 - £604 / week

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from £87 / night

(4) Very Good 

46

Massa / Marina di Massa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £78 / night

£544 - £604 / week

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from £78 / 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

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

20

The Convent (v019) - Radicofani villa sleeps 12

Province of Siena / Radicofani

1 12 7 nights min

  • 1 bedroom
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
This was an old monastery during the first half of the sixteenth century and went on to become a summer residence for the friars of Monte Oliveto Maggiore. It enjoys beautiful views across a valley. Old farmhouse, well restored, divided into three apartments. Snowdrop (  …see more

from £180 / night

£1259 - £1544 / week

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from £180 / night

(16) Very Good 

19

Sunny, upper floor Chianti apartment with large terrace and astounding views, sleeps 5 - Poggio alla Croce apartment sleeps 5

Greve in Chianti / Poggio alla Croce

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
Apartments Il Castagno is a family-run holiday houses rentals s in the central part of Toscana near to Firenze on one of the most beautiful hills of Chianti in the quiet and beautiful village of Poggio alla Croce (a few km from Greve). Danilo Becattini, the owner, symp  …see more

from £78 / night

£397 - £432 / week

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from £78 / night

(1) Excellent 

14

Tipica dimora toscana - Monticiano apartment sleeps 4

Province of Siena / Monticiano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets
This apartment is in the historical center of a beautiful town near Siena. Its name is Monticiano. It's composed by 2 bedrooms (for 4 gests), 1 bathroom (with a shower box), 1 indipendent kitchen and a great dining room. The apartment is 75 mq. In the centre of this vi  …see more

from £52 / night

£345 - £388 / week

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from £52 / 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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