Apartments and villas with tennis courts in Tuscany | Holiday Lettings UK

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  • Tuscany

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  • Maremma (1)
  • Province of Arezzo (17)
  • Province of Florence (27)
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109 Holiday homes

Filters applied: Private tennis court (109)

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

(7) Excellent 

1 / 41

Villa Seccarille - Anghiari villa sleeps 12

Tuscany / Province of Arezzo / Anghiari

7 bedroomsSleeps 127 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 - £3250 / week

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from £358 / night

(1) Excellent 

1 / 35

Tuscany / Province of Grosseto / Isola Del Giglio

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £73 / night

£500 - £1250 / week

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from £73 / night

(54) Excellent 

1 / 52

Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence

Tuscany / Province of Siena / Sinalunga

12 bedroomsSleeps 26Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
Key info: Nearest beach 170 km; Swimming pool; Great for children of all ages ;
Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedro  …see more

from £331 / night

£2318 - £7500 / week

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from £331 / night

Featured properties

1 / 17

Typical Tuscan holiday Farmhouse - Olivo

Tuscany / Province of Florence / Lastra a Signa

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
A very typical tuscan farmhouse in Florence from the 16th century the farmhouse boasts the architecture of the time of wooden beams, terracotta floors, original wooden doors and stonework. andnbsp;Outdoor dining, walks, the farmhouse is surrounded by olive groves, viney  …see more

from £167 / night

£792 / week

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from £167 / night

1 / 100

Cavriglia 17160 - Cavriglia villa sleeps 12

Tuscany / Province of Arezzo / Cavriglia

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
In the heart of Tuscany, at the doors of Chianti, rises this wonderful country-house, recently restored with all comforts and furnished with taste and practicity. The property is located in the green, at the top of a hill from where great part of Valdarno can be viewed,  …see more

from £285 / night

£1666 - £2773 / week

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from £285 / night

1 / 100

Elisabetta - Gavorrano villa sleeps 14

Tuscany / Province of Grosseto / Gavorrano

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 34 km; Swimming pool; Great for children of all ages ;
ExteriorThis grand villa lies in Maremma in an area of 1200 acres of protected nature reserve, enjoyed exclusively by the owner and their guests in absolute peace and tranquillity. Lounging by your glorious private swimming pool is true bliss and one of course must not  …see more

from £1000 / night

£6667 - £8334 / week

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from £1000 / night

(2) Very Good 

1 / 16

Tuscany / Province of Livorno / Elba Island / Rio Marina

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £120 / night

£834 - £1075 / week

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from £120 / night

(5) Very Good 

1 / 32

Tuscan country house close to Florence with pool, sleeps 3

Tuscany / Province of Florence / Greve in Chianti

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £59 / night

£388 - £613 / week

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from £59 / night

(3) Excellent 

1 / 22

SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO

Tuscany / Province of Siena / Siena

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna cir  …see more

from £246 / night

£959 - £1792 / week

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from £246 / night

1 / 100

Villa Gardenia - 4 pax - Siena apartment sleeps 4

Tuscany / Province of Siena / Siena

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
These two comfortable apartments can accommodate up to 4 people each. One of them affords a double bed and two single beds, and the second one has two double beds. They both boast their own living area and kitchenette and a private and fully equipped bathroom.They are b  …see more

from £120 / night

£840 - £1132 / week

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from £120 / night

1 / 100

Grassina 71069 - Impruneta villa sleeps 8

Tuscany / Province of Florence / Impruneta

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Ancient and welcoming restored farmhouse situated in panoramic location, only 7 km from Florence. This villa, surrounded by beautiful olive groves, vineyards, peach, cherry and apricot-trees, offer a large, well-kept terraced garden with private pool, Jacuzzi tub and te  …see more

from £292 / night

£2041 - £2723 / week

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from £292 / night

1 / 16

Tuscany / Province of Livorno / Elba Island / Marciana / Procchio

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £63 / night

£525 - £1150 / week

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from £63 / night

1 / 100

Villa Gardenia - 3 pax - Siena apartment sleeps 4

Tuscany / Province of Siena / Siena

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Each of these three apartments for 3 affords comfortable beds, a living area and kitchenette, and bathroom; two of them feature a balcony and there is the possibility to add extra beds.Two of them are located on the first floor, and the third one is on the second f  …see more

from £104 / night

£724 - £1027 / week

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from £104 / night

(11) Excellent 

1 / 27

Villa LisiDor, luxury Tuscany cottage in Chianti

Tuscany / Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
VILLA LISIDOR: FULLY RENOVATED WITH ALL NEW AMENITIES. The habitable area is doubled: from 150 square meters to 300 square meters. On GROUND FLOOR, which is at garden level, is a large sitting room with Tv Sat area, a dining room in front of the pool, a professional  …see more

from £395 / night

£2763 - £4250 / week

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from £395 / night

1 / 100

Alice - Bucine villa sleeps 12

Tuscany / Province of Arezzo / Bucine

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 150 km; Swimming pool; Great for children of all ages ;
ExteriorVilla Alice is an authentic Tuscan house, originally owned by the famous De Medici family in the early 15th century. It is situated in a rural location at a small village between Siena, Arezzo and Florence, on the borders of the Chianti Classico wine-producing r  …see more

from £800 / night

£5600 - £8000 / week

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from £800 / night

1 / 100

Primavera - Bilo Gladiolo - Montaione apartment sleeps 2

Tuscany / Province of Florence / Montaione

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
This apartment for 4 in Montaione is located on the ground floor. It offers a cooking area, a bathroom with shower, a double bedroom and a sitting room with dining area with a sofa-bed. It is equipped with independent heating, satellite TV, telephone, dishwasher an  …see more

from £61 / night

£425 - £1109 / week

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from £61 / night

1 / 35

Tuscany / Maremma

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
 …see more

from £475 / night

£1667 - £5000 / week

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from £475 / night

1 / 21

Tuscany / Province of Livorno / Elba Island / Marciana / Procchio

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £67 / night

£525 - £875 / week

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from £67 / night

1 / 24

Villa Le Colline - Capraia e Limite villa sleeps 11

Tuscany / Province of Florence / Capraia e Limite

6 bedroomsSleeps 117 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
Built in 1855, this large, imposing, two-storey villa, surrounded by magnificent gardens and extensive lawns, offers its guests a taste of luxury on a grand, antique scale. Its secluded setting on a sunny hilltop ensures utmost privacy and tranquillity, while its interi  …see more

from £324 / night

£2267 - £3559 / week

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from £324 / night

1 / 30

Villa Tuscany-near Lucca with Pool only for you!!

Tuscany / Province of Lucca / San Martino in Freddana

3 bedroomsSleeps 97 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
(The house, the garden and the swimming pool is just for your private use). you will not have to share with other guests !! Villa of 1830 completely renovated with tastefully, it situated in the hills between Lucca. View of the countryside and the surrounding hills. Pe  …see more

from £168 / night

£1175 - £1767 / week

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from £168 / night

1 / 100

Villa Gardenia - Classic Room - Siena apartment sleeps 3

Tuscany / Province of Siena / Siena

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
These 4 classic rooms boast the typical Tuscan décor. They can accommodate up to 2 people each and they all afford comfortable beds, private and fully equipped bathrooms, television and telephone, among other amenities. Some of them offer an extra bed upon request.They  …see more

from £75 / night

£520 - £928 / week

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from £75 / night

1 / 100

Sonnino - Gaiole in Chianti villa sleeps 13

Tuscany / Province of Siena / Gaiole in Chianti

7 bedroomsSleeps 133 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 Exterior Up a winding road through the trees you will find this exclusive villa atop a hill amidst 250 acres of farmland- cultivated fields, forests, olive groves and extensive vineyards. The main road to reach all landmarks of cultural and historical interest is  …see more

from £1000 / night

£7000 / week

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from £1000 / night

(2) Very Good 

1 / 23

Tuscany / Province of Livorno / Elba Island / Marciana / Procchio

1 bedroomSleeps 51 night min stay

  • 1 bedroom
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £100 / night

£542 / week

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from £100 / night

1 / 100

Villa Gardenia - 2 pax - Siena apartment sleeps 2

Tuscany / Province of Siena / Siena

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
This apartment for two affords a bedroom, a kitchenette and a fully equipped bathroom.It is located on the second floor; and its wooden beams on the ceiling and the soft colours create a very lovely and cozy atmosphere. This apartment for two is perfect for a romantic s  …see more

from £79 / night

£549 - £870 / week

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from £79 / night

1 / 100

Primavera - Quadrilocale - Montaione apartment sleeps 6

Tuscany / Province of Florence / Montaione

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
This apartment for 6+2 in Montaione is divided into ground and first floor. The living room with dining and cooking area is on the ground floor, and 2 double bedrooms and one twin bedroom with a private bathroom upstairs. It is equ  …see more

from £86 / night

£596 - £1838 / week

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from £86 / night

(1) Excellent 

1 / 100

Primavera - Standard Trilo - Montaione apartment sleeps 6

Tuscany / Province of Florence / Montaione

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
These four Tuscan apartments for 6 in Montaione are distributed between the ground and the first floors. They all boast a living room with dining area with a sofa-bed and a cooking area, a bathroom with shower and two bedrooms: one of them with a double bed and the  …see more

from £75 / night

£525 - £1342 / week

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from £75 / night

1 / 100

Giunco - Monteroni d'Arbia villa sleeps 18

Tuscany / Province of Siena / Monteroni d'Arbia

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 NOTE: THE VILLA IS PRICED FOR UP TO 18 PEOPLE IF YOU ARE A SMALLER GROUP THE RATE WILL BE REDUCED   ExteriorsThis splendid villa near Siena consists of a main house and an annex. The entire property offers stunning views over the surroundings, and it als  …see more

from £1190 / night

£8330 - £10413 / week

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from £1190 / night

(1) Excellent 

1 / 12

Villa Masseto - Castellina In Chianti villa sleeps 10

Tuscany / Province of Siena / Castellina In Chianti

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Beautiful independent restored villa (400 sqm) sleeping 10 with private pool, astro turf tennis court, daily maid service, gardens. Located in panoramic position on a Chianti Hillside only 5km from Castellini in Chianti. The private swimming pool (6/10m) is situated on  …see more

from £393 / night

£2750 - £3167 / week

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from £393 / night

1 / 100

DOro - Bucine villa sleeps 19

Tuscany / Province of Arezzo / Bucine

10 bedroomsSleeps 194 nights min stay

  • 10 bedrooms
  • Sleeps 19
  • 4 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
ExteriorThis Villa is a splendid manor house, the main building on an extensive wine and olive oil estate. It position on the hills on the edge of Chianti afford guests particularly spectacular views of the rolling countryside, the valley, olive groves, vineyards, oak w  …see more

from £1000 / night

£6834 - £7834 / week

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from £1000 / night

(5) Very Good 

1 / 23

Tuscany / Province of Pisa / Santa Luce / Pomaia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
 …see more

from £59 / night

£625 / week

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from £59 / night

(2) Very Good 

1 / 7

Tuscany / Province of Florence / Lastra a Signa

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 64 km; Great for children of all ages ; Car essential;
 …see more

from £50 / night

£334 / week

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from £50 / night

1 / 100

Villa Gardenia - Siena apartment sleeps 3

Tuscany / Province of Siena / Siena

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
These 7 superior rooms in Tuscany are very spacious and boast the typical Tuscan décor. They can accommodate up to 2 people each and they all afford comfortable beds, private and large bathrooms, television and telephone, among other amenities. Some of them offer an ex  …see more

from £83 / night

£578 - £986 / week

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from £83 / night

1 / 100

Villa Gardenia - 6+1 pax - Siena apartment sleeps 7

Tuscany / Province of Siena / Siena

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
This large two-storey apartment can accommodate up to 7 people. It affords a living area and kitchenette, and a double room with en-suite bathroom on the ground floor; and two rooms with two bathrooms on the first floor.This large apartment is just perfect to accommodat  …see more

from £154 / night

£1074 - £1336 / week

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from £154 / night

1 / 22

Villa Buriano - Castiglione Della Pescaia villa sleeps 6

Tuscany / Province of Grosseto / Castiglione Della Pescaia

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 7 km; Swimming pool;
Set on a hill surrounded by vineyards, the villa belongs to a huge wine-producing estate with its own tennis court and riding stables (for your own horse). The crystal blue sea of Castiglione della Pescaia is at only 7km and the Elba island can even be seen from the pat  …see more

from £500 / night

£3500 - £4667 / week

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from £500 / night

1 / 101

Villa Gardenia - Suite Room - Siena apartment sleeps 4

Tuscany / Province of Siena / Siena

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
This suite in Tuscany accommodates up to 4 people and it affords two bedrooms (one double and one twin), two private and fully equipped bathrooms and a spacious living room. It also features air conditioning and heating, telephone, LCD television, among m  …see more

from £158 / night

£1103 - £1511 / week

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from £158 / night

1 / 100

Villa Gardenia - Family Room - Siena apartment sleeps 5

Tuscany / Province of Siena / Siena

1 bedroomSleeps 5Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
This family room accommodates up to 5 people and it affords a private and fully equipped bathroom. There are two bedrooms, one with a double bed and the other one with twin beds. It also features telephone, LCD television, among many other amenities.It preserv  …see more

from £141 / night

£986 - £1395 / week

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from £141 / night

1 / 100

Villa Gardenia - Monolocale - Siena apartment sleeps 3

Tuscany / Province of Siena / Siena

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Each of these one-room apartments can accommodate up to 2 people. They both afford a comfortable bed, a private and fully equipped bathroom, a kitchenette and all the comforts. In one of them it is possible to add an extra bed upon request.The wooden beams on the ceilin  …see more

from £75 / night

£520 - £840 / week

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from £75 / night

(32) Excellent 

1 / 35

Tuscany / Province of Arezzo / Poppi

6 bedroomsSleeps 142 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
 …see more

from £42 / night

£0 / week

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from £42 / night

1 / 24

10143 - Villa Rossino - Montaione cottage sleeps 4

Tuscany / Province of Florence / Montaione

3 bedroomsSleeps 43 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
The Rossino`s apartment has a double bedroom , one bathroom with shower and a big living room with kitchen. here there are also two chair-beds for 2 people.andnbsp;andnbsp; note : city tax - 1 euro per person, per night - children under 14 y.o excluded andnbsp; pri  …see more

from £125 / night

£817 / week

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from £125 / night

(3) Excellent 

1 / 24

Tuscan villa-pool+tennis 4br 3ba fullly renovated

Tuscany / Province of Pisa / Casciana Terme Lari

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 20 km; Swimming pool; Great for children of all ages ;
Beautiful historic 130 year old 2 level Tuscan villa/farmhouse of 225 sq. meters, completely renovated to the highest standard, situated about 2 km from the medieval hamlet of Lari. Centrally located in Tuscany. The ground floor is an open space consisting of: a large  …see more

from £143 / night

£1000 - £1692 / week

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from £143 / night

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