Walking holiday villas and apartments Tuscany | Holiday Lettings

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  • Tuscany

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  • Maremma (3)
  • Province of Arezzo (938)
  • Province of Florence (1,288)
  • Province of Grosseto (492)
  • Province of Livorno (342)
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  • Province of Massa Carrara (204)
  • Province of Pisa (608)
  • Province of Pistoia (225)
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  • Province of Siena (1,187)

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6,318 Holiday homes

Filters applied: Walking holidays (6,318)

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

1 / 17

Tuscany / Province of Pistoia / Serravalle Pistoiese

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Suitable for children age 5+;
 …see more

from £42 / night

£250 / week

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from £42 / night

(1) Excellent 

1 / 27

The flying house: 3 bedroom hilltop apartment wit

Tuscany / Province of Lucca / Camaiore

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Swimming pool;
The Flying House overlooks the Versilia in Camaiore, near Lucca in Tuscany. The building is located on top of a hill facing the sea from where you can enjoy a panorama stretching from the Gulf of La Spezia to the island of Elba. On particularly clear days you can see th  …see more

from £250 / night

£1750 - £1859 / week

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from £250 / night

(30) Excellent 

1 / 25

Tuscan apartment in rural setting with easy access to nearby cities, property has private garden and shared pool

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is located 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 oliv  …see more

from £84 / night

£459 - £709 / week

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from £84 / night

Featured properties

(32) Excellent 

1 / 24

1 bedroom luxury apartment with Private Garden, Gaiole in Chianti

Tuscany / Province of Siena / Gaiole in Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car advised;
Surrounded by the famous rolling hills covered with vineyards and olive groves, which give the name to some of the most prestigious Chianti wine is Borgo di Gaiole. The apartment is on the ground floor as you enter the Borgo, private and self contained around 60sq meter  …see more

from £90 / night

£630 - £770 / week

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from £90 / night

(1) Excellent 

1 / 11

Lovely 2 bedroom Tuscan cottage in the countryside with great views and pool access

Tuscany / Province of Lucca / Matraia

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 38 km; Swimming pool; Great for children of all ages ;
BIGOTTINO(sleeps up to 5 guests)A converted barn with its own garden and terrace.Small kitchen; living / dining room; 1 twin & 1 doublebedroom; 2 bathrooms (1 with shower).Access to shared swimming pool.(A sofa bed can be provided if a party of 5 wishesto stay at th  …see more

from £143 / night

£1000 - £1084 / week

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from £143 / night

(21) Excellent 

1 / 29

Tuscany / Province of Siena / San Gimignano / Pancole

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 90 km; Great for children of all ages ; Car essential;
 …see more

from £46 / night

£280 - £405 / week

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from £46 / night

1 / 22

Il Girasole - Licciana Nardi villa sleeps 8

Tuscany / Province of Massa Carrara / Licciana Nardi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Beautiful recently restored property with private swimming pool close to local amenities. The property has been interior designed to provide guests with comfortable and elegant accommodation. The house can sleep up to 8 guests with flexible sleeping arrangements availab  …see more

from £125 / night

£875 - £1400 / week

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from £125 / night

1 / 19

Villa Il Cavato - Il Capriolo - San Polo in Chianti farmhouse sleeps 4

Tuscany / Province of Florence / Greve in Chianti / San Polo in Chianti

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car essential;
Villa il Cavato is one of the most ancient building in the area.The property has been fully restored to ensure confort and privacy to ower guests.The distance to Florence , the well know Art City in Italy, is only 18 km.The location is very convenient been, Villa il C  …see more

from £100 / night

£625 / week

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from £100 / night

(11) Excellent 

1 / 24

Secluded, traditional Italian villa with private grounds, pool and terrace, sleeps 7

Tuscany / Province of Lucca / Bagni di Lucca

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
TOTALLY PRIVATE AND DETATCHED TRADITIONAL ITALIAN VILLA. PRIVATE POOL---- FREE WIFI Great for family fun, sharing with friends or as a romantic getaway. Good sized pool (7m x 4.5m), sun terrace and shaded dining area with BBQ. All rooms have stunning views. Vil  …see more

from £80 / night

£1000 - £1450 / week

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from £80 / night

1 / 24

Tuscany / Province of Grosseto / Porto Santo Stefano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £34 / night

£234 / week

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from £34 / night

1 / 19

Tuscany / Province of Livorno / Elba Island / San Giovanni

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £30 / night

£234 - £625 / week

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from £30 / night

(5) Excellent 

1 / 28

Tuscany / Province of Livorno / Elba Island / Portoferraio / Magazzini

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
 …see more

from £59 / night

£0 / week

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from £59 / night

(12) Excellent 

1 / 17

Borgo il Vepri - Ambra apartment sleeps 4

Tuscany / Province of Arezzo / Ambra

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Vepri is the perfect base for a tranquil holiday or home in the sun.It is for the discerning-a quiet and gated private luxury development comprising a small number of apartments and townhouses surrounding a communal piazza.The swimming pool is simply wonderful, set amid  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

(11) Excellent 

1 / 24

Le Volpaie: 2 bedroom apartment with balcony overlooking stunning Tuscan countryside, shared pool and garden

Tuscany / Province of Pisa / Volterra

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 35 km; Swimming pool;
Le Volpaie is a perfect location in so many ways , for couples wanting a romantic getaway , for relaxing or exploring the outstanding countryside and history or for families wanting a quiet safe holiday spent around the pool and exploring the many beautiful Tuscany fea  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

1 / 31

Panoramic traditional Tuscany farmhouse with pool

Tuscany / Province of Lucca / Pieve Fosciana

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
This is a traditional Tuscany country house located on top of a sunny and very panoramic hill near the medieval borough of Sillico. It rises on a terraced area surronded by grazing sheep and very ancient chestnust forests. The wonderful panorama, look the Garfagnana V  …see more

from £75 / night

£438 - £1167 / week

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from £75 / night

(12) Excellent 

1 / 25

Casa a Corte - Gugliano farmhouse sleeps 8

Tuscany / Province of Lucca / Gugliano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
A Corte is a beautiful, restored property near the hamlet of Gugliano, surrounded by lawns, olive groves, vineyards, fruit trees, chestnut woods, mountain streams offering the most unimaginable tranquillity to those seeking total relaxation. However, the lively town  …see more

from £215 / night

£1500 - £2917 / week

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from £215 / night

1 / 11

Tuscany / Province of Pisa / Montescudaio

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car essential;
 …see more

from £48 / night

£334 - £459 / week

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from £48 / night

(9) Excellent 

1 / 48

Glorious historic Tuscan villa , pool,WIFI,AC

Tuscany / Province of Siena / San Giovanni d'Asso

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
A beautiful old historic family house with a large hanging garden and swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming  …see more

from £527 / night

£3900 - £5084 / week

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from £527 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
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 £84 / night

£459 - £709 / week

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from £84 / night

(1) Excellent 

1 / 16

Tuscany / Province of Livorno / Elba Island / Portoferraio / Magazzini

1 bedroomSleeps 5Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.7 km; Great for children of all ages ;
 …see more

from £50 / night

£267 - £801 / week

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from £50 / night

1 / 18

Tuscany / Province of Grosseto / Castiglione Della Pescaia / Pian di Rocca

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Pets welcome;
 …see more

from £84 / night

£0 / week

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from £84 / night

(2) Excellent 

1 / 23

Beautifully restored villa near Lucca with private

Tuscany / Province of Lucca / Lucca / Ponte a Moriano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 25 km; Swimming pool;
Beautifully restored Liberty style villa in a village location near Lucca with 4 large bedrooms each of which can be configured as twin or double bedded rooms given prior notice 2 bathrooms with showers only, no bath. Each shower has an alarm to summon help in case assi  …see more

from £120 / night

£834 - £1459 / week

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from £120 / night

(1) Excellent 

1 / 15

Tuscany / Province of Livorno / Elba Island / Rio Nell'Elba

3 bedroomsSleeps 7Min stay varies

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

from £55 / night

£304 - £784 / week

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from £55 / night

(5) Very Good 

1 / 25

Apartment rental near the beach, perfect location for Tuscan summer holiday

Tuscany / Province of Livorno / Cecina

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
Three apartments in Cecina Mare (Tuscany) for summer vacation located right between the sea and the pinewood, 50 meters away from the beach with sea view balconies. Two or three rooms apartments for 4-6 people each. Perfect for outdoor activities: cycling, running, sur  …see more

from £55 / night

£350 - £775 / week

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from £55 / night

(3) Excellent 

1 / 20

Tuscany / Province of Grosseto / Sticciano Scalo

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Great for children of all ages ;
 …see more

from £42 / night

£292 / week

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from £42 / night

(3) Excellent 

1 / 19

Tuscany / Province of Livorno / Elba Island / Patresi

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £42 / night

£250 - £584 / week

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from £42 / night

1 / 20

Piandaccoli - Raffaello - Malmantile apartment sleeps 8

Tuscany / Province of Florence / Malmantile

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
Large apartment for 8 people located in the farmhouse. The apartment comes with: 2 charming kitchens, 2 living rooms with LCD TV - one living room with a a sofa bed with a double bed- two large bathrooms, two double bedrooms, two single bedrooms with a queen bed. Out  …see more

from £153 / night

£1068 - £1774 / week

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from £153 / night

(1) Excellent 

1 / 18

Tuscany / Province of Grosseto / Orbetello / Giannella

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £67 / night

£334 - £584 / week

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from £67 / night

(1) Very Good 

1 / 17

Tuscany / Province of Grosseto / Principina a Mare

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £63 / night

£359 - £1125 / week

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from £63 / night

1 / 23

B and B La Luna di Giulia, Green bedroom.

Tuscany / Province of Massa Carrara / Podenzana

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 25 km; Swimming pool; Great for children of all ages ;
The structure is situated in a semi-rural area very quiet with view onto castle Podenzana and the Apuan Alps. At 2 km the river Magra, this traditional Tuscan stone house is ideally located for exploring the nearby Cinque Terre and Lunigiana. It has a beautiful garden w  …see more

from £59 / night

£409 - £467 / week

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from £59 / night

(1) Excellent 

1 / 8

2 bedroom house with charming balcony on Elba Island, Tuscany

Tuscany / Province of Livorno / Elba Island / Porto Azzurro

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
Affitto nuovo e bellissimo appartamento nella meravigliosa Porto Azzurro, una delle perle dell'isola d'Elba. L'appartamento dispone di 2 camere, un grande soggiorno con cucina a vista ed un bagno. Fino a 5 posti letto comodi. Fuori un ampio terrazzo con v  …see more

from £60 / night

£417 - £792 / week

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from £60 / night

1 / 22

Tuscany / Province of Pistoia / Serravalle Pistoiese / Casalguidi

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 48 km; Swimming pool; Great for children of all ages ;
 …see more

from £41 / night

£286 - £520 / week

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from £41 / night

(22) Excellent 

1 / 24

3 bedroom Tuscan holiday home - Castelnuovo di Garfagnana house sleeps 6

Tuscany / Province of Lucca / Castelnuovo di Garfagnana

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 50 km; Swimming pool;
SPECIAL OFFERS AND PRICES for EARLY BOOKING “Holiday house Buggina” is placed in the beautiful and striking Tuscan countryside, in the heart of the famous green valley well known as Garfagnana. ----------------------------------------------------------------------  …see more

from £13 / night

£109 - £700 / week

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from £13 / night

(3) Excellent 

1 / 11

Acacia apartment in Tuscan holiday cottage

Tuscany / Province of Pisa / San Dalmazio

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So you  …see more

from £59 / night

£400 - £450 / week

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from £59 / night

(1) Excellent 

1 / 14

New Casa Titta apt 3 bedrooms , amazing view

Tuscany / Province of Siena / San Gimignano / Castel San Gimignano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 55 km; Great for children of all ages ; Car advised;
C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has  …see more

from £84 / night

£459 - £709 / week

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from £84 / night

(4) Excellent 

1 / 56

Charming villa surrounded by olive groves

Tuscany / Province of Lucca / Lucca / Nozzano

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 25 km; Swimming pool; Great for children of all ages ;
Have a look at the Villa on : https://youtu.be/vwqYL3DhZ-0 Beautiful villa surrounded by olive groves on the hills of Lucca. The villa is very spacious and comfortable and is the ideal place for a holiday with your family. You can relax into the nature or swim in the  …see more

from £108 / night

£750 - £1667 / week

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from £108 / night

(4) Excellent 

1 / 23

Tuscany / Province of Pistoia / Quarrata

9 bedroomsSleeps 5Min stay varies

  • 9 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £63 / night

£442 - £575 / week

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from £63 / night

(4) Excellent 

1 / 36

Grand, rustic Tuscan villa with stunning views and private swimming pool, sleeps 8

Tuscany / Province of Pistoia / Castelvecchio

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
The farm house: In the mountains between Pisa og Florence you will find the real Italy. The rustic stone farm house is situated in a picturesque olive grove where you can enjoy breathtaking views from the lovely pool and pool terrace. The house is ideal for vacation for  …see more

from £136 / night

£830 - £2070 / week

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from £136 / night

1 / 65

Tuscany / Province of Florence / Greve in Chianti

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Car advised;
 …see more

from £63 / night

£0 / week

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from £63 / night

1 / 5

Tuscany / Province of Grosseto / Grosseto

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

from £42 / night

£292 / week

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from £42 / night

Top Destination reviews

Agriturismo Sammonti
Perfect week in Tuscany

All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local area or enjoying the pool … see more
Dora on old rustic road Francigena
Lovely Property in Good Location

Rustico Dora is a lovely holiday house. An old property with character that has been tastefully modernised to be a nice practical holiday home that is perfect for a family. It has two modern bathrooms and a nice size kitchen with all the modern neces … see more
Le stanze del Boccaccio Certaldo Alto-medieval
excellent place

Dept. in the house of Boccaccio, what more do you want? Right in the old city of Certaldo, a good spot to explore Toscana by car on day trips.We loved it. Restaurants only a few steps away. But not recommended to people who look for a quite place, r … see more
Casa Dei Sogni, Tuscan Villa, Private Pool, A/C
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
casatraspo
Beautifully presented property in quiet relaxing location

Set up in the hills, along a steep narrow winding coutry lane this property is a true Tuscan escape. Nearby vilages make for rewarding walks, the well facilitated town of Pecia is only a short car journey away. Nearby Pisa and Lucca are a short drive … see more
Villa PetrAlexa, Tuscany cottage in Chianti area
Villa PetrAlexa - excellent leisure facility

This years stay was even better than our stay last year. Despite the fact we arrived late at night due to repeated traffic jams on the motorway because of terrible weather conditions, everything was perfectly prepared. The house was heated up and foo … see more

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