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  • Maremma (5)
  • Province of Arezzo (1,323)
  • Province of Florence (3,817)
  • Province of Grosseto (716)
  • Province of Livorno (459)
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  • Province of Massa Carrara (242)
  • Province of Pisa (874)
  • Province of Pistoia (279)
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  • Province of Siena (2,031)

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11,414 Holiday homes

(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

17

Province of Siena / San Casciano dei Bagni

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Private garden

 …see more

from £69 / night

£345 / week

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from £69 / night

(1) Excellent 

10

Manciano / Saturnia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 49 km
  • Child friendly
  • Ask about pets

 …see more

from £74 / night

£432 / week

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from £74 / night

Featured properties

7

Province of Livorno / Piombino

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

 …see more

from £78 / night

£518 / week

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from £78 / 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

(3) Excellent 

23

Monte Argentario / Cala Piccola

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £81 / night

£561 - £1983 / week

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from £81 / night

(1) Excellent 

24

Casa Artista - Tereglio house sleeps 8

Coreglia Antelminelli / Tereglio

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 54 km
  • Child friendly
  • Private garden
The charming hilltop town Tereglio offers an excellent base from which to explore the unspoilt Garfagnana region of Northern Tuscany. With stunning views and a quiet location, this 16th century property is the perfect traditional retreat. Tereglio has easy access to Luc  …see more

from £60 / night

£420 / week

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from £60 / night

24

Castagneto Carducci / Marina di Castagneto Carducci

1 3 14 nights min

  • 1 bedroom
  • Sleeps 3
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Car not necessary

 …see more

from £24 / night

£164 - £250 / week

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from £24 / night

(16) Excellent 

16

Florence / Central Florence

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 89 km
  • Child friendly
  • Car not necessary

 …see more

from £199 / night

£1388 / week

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from £199 / night

(10) Very Good 

38

2 bedroom apartment in classic Tuscan villa, shared pool, private garden, wi-fi available - Ponte a Moriano apartment sleeps 4

Lucca / Ponte a Moriano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
La Dama is a simple, yet comfortable ground floor Tuscan villa located in a well restored farmhouse in a Tuscan village near Lucca. It has immediate access to the front garden and to a table with chairs for dining al fresco. In the communal back garden there is the awim  …see more

from £61 / night

£302 - £569 / week

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from £61 / night

(13) Excellent 

23

Casacorvo Maggiore: *Eroica Weekend Available* - Gaiole in Chianti apartment sleeps 8

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the  …see more

from £165 / night

£1000 - £1500 / week

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from £165 / night

(1) Very Good 

30

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £120 / night

£474 - £715 / week

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from £120 / night

15

In Bicciuccolo - Pietrabuona house sleeps 4

Pescia / Pietrabuona

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 40 km
  • Suitable for children age 5+
Beautiful stone and chestnut beamed, four storey home in picturesque mountain village. Dating from 1600's, this tuscan village house has been carefully restored by architect David Cullinan and wife Silvia which are also the hosts.You will be welcomed with a bottle  …see more

from £65 / night

£453 / week

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from £65 / night

7

Province of Pisa / Calcinaia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£604 / week

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from £87 / night

10

Elba Island / Portoferraio

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £35 / night

£242 / week

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from £35 / night

(3) Very Good 

20

Villa Calcinaia - POZZO - Montefioralle apartment sleeps 6

Greve in Chianti / Montefioralle

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
From the ancient rectory adjacent to the small church of San Piero al Pino (13th century), two apartments have been restructured. Pozzo apartment has a large kitchen (all appliances), sitting room and dining area in an open floorplan. On the ground floor is a twin bedde  …see more

from £78 / night

£535 - £3707 / week

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from £78 / night

(2) Very Good 

29

Elba Island / Rio Marina

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £57 / night

£302 / week

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from £57 / night

(11) Excellent 

24

Historic villa, private pool, gardens, great views - Bagnone villa sleeps 6

Province of Massa Carrara / Bagnone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Al Palazz is a stylish, spacious, architect-restored villa at the heart of a tiny centuries-old village. The private heated pool and poolside dining terrace are set in an acre of landscaped gardens which look across the valley to a medieval castle and the hills beyond.  …see more

from £142 / night

£990 - £2000 / week

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from £142 / night

(3) Excellent 

25

Province of Siena / Vivo d'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 70 km
  • Ski
  • Child friendly

 …see more

from £61 / night

£388 / week

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from £61 / 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

(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

(1) Excellent 

19

Farmhouse holiday rental with private pool and garden in San Gimignano - 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 £69 / night

£475 - £992 / week

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from £69 / night

(1) Excellent 

21

Isola Del Giglio / Giglio Castello

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £87 / night

£561 - £910 / week

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from £87 / night

(53) Excellent 

32

Villa Carda, luxury villa in Tuscany with private heated pool, jacuzzi, sauna and garden, sleeps up to 12 - Arezzo villa sleeps 12

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside.Now restored to perfectio  …see more

from £308 / night

£2156 - £4311 / week

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from £308 / night

(5) Excellent 

24

Province of Siena / Radda in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £82 / night

£574 - £694 / week

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from £82 / night

(1) Excellent 

27

Lucia, Lg apt, pool, wi-fi - Villa Collemandina farmhouse sleeps 6

Province of Lucca / Villa Collemandina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Apartment Lucia has 2 doubles and a twin bedroom, a living/dining room with sofa bed and beautiful arched windows, 2 bath/shower rooms and fully equipped modern kitchen.Renovated to a very high standard, the apartment has a private patio area for al fresco dining, BBQ a  …see more

from £99 / night

£695 - £895 / week

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from £99 / night

(16) Very Good 

18

Idyllic villa in Tuscan villa with 7 bedrooms, private swimming pool, garden, terrace and amazing views - Impruneta villa sleeps 13

Province of Florence / Impruneta

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
For those seeking a memorable holiday discovering the pleasures of Tuscany Ville le Dame has it all.Villa Le Dame is situated in a privileged position, immersed in total tranquillity of the countryside and at the same time is just a short distance (1.7km) from the town  …see more

from £201 / night

£1401 - £4483 / week

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from £201 / night

9

Province of Massa Carrara / Zeri

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £44 / night

£242 / week

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from £44 / night

(5) Excellent 

24

La Villa - Aulla villa sleeps 8

Province of Massa Carrara / Aulla

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
La Villa is an elegant house built in the early years of the last century as a country retreat for a prosperous Genoese seafarer and his family. The style of the house reflects its origin, with beautiful tiled floors, marble staircase & windowsills, and large rooms wit  …see more

from £258 / night

£1800 / week

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from £258 / night

(2) Very Good 

24

I5.155 - Spacious villa wi... - Montecatini Val di Cecina villa sleeps 18

Province of Pisa / Montecatini Val di Cecina

6 18 7 nights min

  • 6 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly
Villa with a stunning view over the Val di Cecina and within walking distance to the village of Montecatini Val di Cecina. The villa is thoroughly renovated using the best materials and with attention to the details. Large beautiful pool area with surrounding terraces f  …see more

from £218 / night

£1524 - £4865 / week

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from £218 / night

48

La Grancia Country Resort Apt4 - Montisi fort sleeps 3

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany coun  …see more

from £107 / night

£739 - £821 / week

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from £107 / night

5

La Libelula - Bagnone apartment sleeps 5

Province of Massa Carrara / Bagnone

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
This is a recently renovated, first floor 2 bedroom apartment (just 3 other apartments in the building), situated 5 minutes walk from the river's beautiful waterfalls, with its invitingly clear waters. The apartment is within walking distance of the apartment in Ie  …see more

from £35 / night

£220 / week

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from £35 / night

(15) Excellent 

22

Casacorvo Minore *Late Booking Discounts* - Gaiole in Chianti apartment sleeps 4

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships.The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with sol  …see more

from £85 / night

£525 - £725 / week

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from £85 / night

(1) Very Good 

10

Province of Grosseto / Follonica

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £130 / night

£906 / week

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from £130 / night

(9) Excellent 

31

Villa Alla Marginetta: 5 bedroom luxury villa with garden, gazebos and private pool - Pescaglia villa sleeps 11

Province of Lucca / Pescaglia

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
We just received a cancellation, so we reduced 2 weeks in August from 3500 to 1999! A one off as we have never had a cancellation so late int he season before. Villa Alla Marginetta is a luxury Villa set on 6 acres of land and forest and has recently been refurbished to  …see more

from £234 / night

£1638 - £3018 / week

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from £234 / night

(15) Very Good 

26

Golf Hotel Punta Ala Rta appartamento - Punta Ala apartment sleeps 5

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from £53 / night

£371 / week

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from £53 / night

18

Villa Rossa - Greve in Chianti - Greve in Chianti villa sleeps 6

Province of Florence / Greve in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Rossa is a beautiful indipendent Villa, suitable for 6 person, located in Greve in Chianti within walking distance from all facilities (restaurants, shopping, grocery, banks, church, bus stop etc.). It has an ideal position, between vineyards and olive groves, a  …see more

from £151 / night

£932 - £1888 / week

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from £151 / night

(1) Excellent 

4

Villa Sonia, Cortona Tuscany - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Villa Sonia is for sure, a really special property tucked away on the sleepy hillside of Cortona and, just a short distance form the enchanting franciscan monastery of Le Celle. Villa Sonia is perfect for four to 12 guests.This ancient stone farmhouse dates back to the  …see more

from £209 / night

£1457 - £1465 / week

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from £209 / night

(5) Excellent 

8

Province of Grosseto / Campagnatico

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden

 …see more

from £39 / night

£272 / week

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from £39 / night

5

Province of Grosseto / Grosseto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation

 …see more

from £44 / night

£302 / week

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from £44 / night

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