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45 Results   |  

Excellent 5/5 

4 Photos

Province of Florence / Montespertoli

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £49 / night

£342 - £684 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed

2-room apartment 88 m2, on the ground floor, nice and tasteful furnishings: large living/dining room with 1 double sofa bed and open fireplace. 1 large double bedroom. Exit to the patio. Kitchen-/living room (4 hotplates, oven, dishwasher, freezer) with dining table.  …see more

4 Photos

Montespertoli / Trecento

Villa / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £199 / night

£1391 - £2171 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

5-room house 160 m2 on 3 levels, on the ground floor, very tasteful and stylish furnishings: large living/dining room with open fireplace and satellite-TV. Exit to the terrace. Large, open kitchen (5 hotplates, oven, dishwasher, micro wave, electric coffee machine).  …see more

20 Photos

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £101 / night

£703 - £1135 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Private pool in exclusive use. Private fenced park with private gate and car-parking. Terrace with spectacular views and sunsets on valley. 2 bedrooms and 3 baths (with shower).  …see more

Featured properties

20 Photos

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £91 / night

£632 - £1064 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Private pool in exclusive use. Private fenced park with private car-parking. Furnished patio on private garden. 2 bedrooms and 2 baths (with shower).  …see more

Excellent 5/5 

20 Photos

Province of Florence / Montespertoli

Villa / 1 Bedroom / sleeps 2

Excellent 5/5 

3 Nights min stay

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from £41 / night

£286 - £540 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
13th Medieval Villa apartments holiday rentals heart of Tuscany in the Chianti hills area. The Villa is located in the heart of Tuscany: 25km to Florence, 50km Siena, 60Km Pisa, 30Km San Gimignano. Free wi-fi and welcome buffet Saturday Family business, Free welcome buf  …see more

23 Photos

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £53 / night

£366 - £692 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
13th Medieval Villa aparments holiday rental in the heart of the Tuscany in the Chianti hills area, 25 km to Florence. The Villa is located in the heart of Tuscany: 25km to Florence, 50km Siena, 60Km Pisa, 30Km San Gimignano. Le Torri video presentations are available o  …see more

42 Photos

Province of Florence / Montespertoli

House / 43 Bedrooms / sleeps 120

4 Nights min stay

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from £2594 / night

£18158 - £28420 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
If you have ever had a hankering to stay in a historic Castle in Tuscany amidst vineyards and Chianti towns, this fits the bill. Owned by a Florentine family, this castle estate is well located for day trips throughout the region. There is a restaurant onsite open six d  …see more

21 Photos

Montespertoli / Polvereto

Villa / 13 Bedrooms / sleeps 29

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Florence, chianti villa, Tuscan villa, Florence Villa, wedding villa, wine tours, chianti farm, villa with swimming pool chianti, villa with swimming-pool, Horse Riding & Life in Tuscany, Chianti: TYPICAL TUSCAN DINNERS or BUFFETS (cooked upon request).  …see more

Very Good 4.5/5 

24 Photos

Province of Florence / Montespertoli

Farmhouse / 8 Bedrooms / sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £561 / night

£3922 - £4965 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Exclusive and elegant Farm House. The location couldn't be better. 4 double bedrooms with private bathrooms Salt water pool Gym/fitness center Mountain Bikes Free Wi-Fi Fully Equipped Kitchen Daily cleaning included Extra Virgin Olive Oil estate 35 km from Florence 58  …see more

8 Photos

Province of Florence / Montespertoli

Farmhouse / 2 Bedrooms / sleeps 5

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome
  • Private garden
Zona silenziosa per godere di completo relax ma vicina alle più importanti città d'arte Toscane. nei dintorni numerose iniziative con sagre paesane ed eventi artistici.  …see more

23 Photos

Montespertoli / Polvereto

Villa / 7 Bedrooms / sleeps 13

7 Nights min stay

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from £142 / night

£993 - £1774 / week

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Key info:

  • Nearest beach 88 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with 7 bedrooms, 5000sqm private garden & pool in the heart of Chianti, Florence 40', Siena 48', Montespertoli 13', ideal starting point for visiting Tuscany. Free WI-FI, dining room with fireplace. Private property, very peaceful place for a relaxing holiday. Cas  …see more

20 Photos

Montespertoli / Trecento

Apartment / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £91 / night

£632 - £1064 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment in Chianti Florence LA ROCCA DI MONTALBINO Part of the property of LA ROCCA DI MONTALBINO  …see more

37 Photos

Montespertoli / Montagnana Val di Pesa

Villa / 10 Bedrooms / sleeps 21

1 night min stay

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from £318 / night

£2224 - £3540 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The villa, overlooking an ancient castle, stands in a panoramic position offering a magnificent view of the Tuscan countryside stretching as far as the eye can see. It's located in a strategic position at the centre of The triangle Florence Pisa and Sienna.  …see more

24 Photos

Montespertoli / Polvereto

Townhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £60 / night

£419 - £561 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casanova 1: Appartamento in struttura immersa nel verde con Piscina, a Montespertoli (Firenze), vicina a città importanti come Firenze e Siena per un sano e tranquillo relax. Appartamento primo piano  …see more

24 Photos

Province of Florence / Montespertoli

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £60 / night

£419 - £561 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casanova 1: Apartment on building surrounded by greenery with swimming pool, in Montespertoli (Florence), near to major cities such as Florence and Siena for a healthy and peaceful relax.  …see more

24 Photos

Province of Florence / Montespertoli

Villa / 6 Bedrooms / sleeps 12

2 Nights min stay

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from £340 / night

£2376 - £2922 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
villa in chianti, chianti villa, private swimming-pool, private pool, catering available, wine farm, farm holidays, Tuscan farm holiday, Tuscan villa, Tuscan villa with swimmingpool, Chianti Villa with swimmingpool, wine tastings, Chianti wine, Chianti wine farm, wines  …see more

14 Photos

Province of Florence / Montespertoli

Villa / 3 Bedrooms / sleeps 5

2 Nights min stay

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from £36 / night

£249 - £532 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome
  • Private garden
Casa vacanza con Giardino e piscina esclusivi per gli ospiti, immersa nel verde delle colline in posizione tranquilla e panoramica, giardino interamente recintato con possibilità di ospitare animali domestici. Nel periodo estivo numerosi eventi e sagre con mercati rion  …see more

13 Photos

Province of Florence / Montespertoli

House / 1 Bedroom / sleeps 3

2 Nights min stay

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from £13 / night

£86 - £142 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome
  • Private garden
Casa vacanze nel chianti a Firenze, Piscina e giardino in esclusiva  …see more

21 Photos

Province of Florence / Montespertoli

Farmhouse / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £142 / night

£993 - £2057 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
3 piani per un totale di 240 mq,sala relax con camino,ampia sala da pranzo  …see more

4 Photos

Province of Florence / Montespertoli

Villa / 3 Bedrooms / sleeps 9

2 Nights min stay

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from £82 / night

£568 - £710 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Casa con piscina privata e giardino nelle colline de Chianti, Possibile portare animali domestici.  …see more

43 Photos

Province of Florence / Montespertoli

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £791 / night

£5531 - £8088 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Dimora del Castello Villa for rent with swimming pool in Castelfiorentino  …see more

16 Photos

Montespertoli / Lucardo

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £305 / night

£2130 - £3903 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Virginia Villa for rent with swimming pool in Montespertoli  …see more

16 Photos

Province of Florence / Montespertoli

Villa / 4 Bedrooms / sleeps 10

3 Nights min stay

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from £36 / night

£249 - £720 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

22 Photos

Province of Florence / Montespertoli

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £155 / night

£1079 - £1940 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The villa is situated in a small and charming village called Renai, 3 km from Castelfiorentino, surrounded by vineyards and olive groves. In the small village of Castelfiorentino you will find: railway station, supermarket, banks, post office, pharmacies, hosp...  …see more

24 Photos

Province of Florence / Montespertoli

Villa / 4 Bedrooms / sleeps 10

3 Nights min stay

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from £179 / night

£1247 - £2164 / week

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Key info:

  • Nearest beach 67 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Elegant modern villa in central Tuscany, at the centre of the triangle formed by Siena, Florence and Pisa. Two swimming pools (one for children), Internet connection, children's playground. Tennis club, riding stable and golf club nearby.  …see more

17 Photos

Montespertoli / Polvereto

Villa / 5 Bedrooms / sleeps 14

3 Nights min stay

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from £178 / night

£1242 - £1685 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self-catering holiday villa divided into three apartments with swimming pool, Internet connection, Jacuzzi and possibility of tasting the fruit and vegetables produced in the orchard and vegetable garden in the property.  …see more

24 Photos

Province of Florence / Montespertoli

Villa / 6 Bedrooms / sleeps 12

3 Nights min stay

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from £234 / night

£1632 - £2944 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa with swimming pool for relaxing in the Tuscan countryside. Equipped with air conditioning and Internet connection. Golf club, tennis club and thermal baths nearby.  …see more

24 Photos

Province of Florence / Montespertoli

Farmhouse / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £237 / night

£1657 - £2808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Montagnana with 5 bedrooms sleeps 10  …see more

24 Photos

Province of Florence / Montespertoli

Farmhouse / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £80 / night

£559 - £1182 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 4 bedrooms sleeps 8  …see more

12 Photos

Province of Florence / Montespertoli

Farmhouse / 5 Bedrooms / sleeps 10

5 Nights min stay

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from £215 / night

£1505 - £2686 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Montespertoli with 5 bedrooms sleeps 10  …see more

24 Photos

Province of Florence / Montespertoli

Villa / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £65 / night

£452 - £791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This property is a vacation accommodation set in Tuscany Italy. It has 2 bedrooms and 2 bathrooms, and it is perfect for those who are looking for a relaxing holiday. This property features: a swimming Pool .  …see more

28 Photos

Province of Florence / Montespertoli

Villa / 5 Bedrooms / sleeps 10

5 Nights min stay

Add to shortlist

from £215 / night

£1505 - £2686 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This vacation accommodation, with 5 bedrooms and 4 bathrooms can host 10 people, so it is ideal for a large group of friends. Located in Tuscany Italy, this accommodation offers a swimming Pool, air Conditioning, an internet Connection .  …see more

24 Photos

Montespertoli / Trecento

Farmhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £71 / night

£494 - £827 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Certaldo with 2 bedrooms sleeps 6  …see more

24 Photos

Province of Florence / Montespertoli

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £77 / night

£537 - £1147 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 3 bedrooms sleeps 6  …see more

28 Photos

Province of Florence / Montespertoli

Villa / 6 Bedrooms / sleeps 14

7 Nights min stay

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from £608 / night

£4256 - £6029 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan Villa can host up to 12+2 people, swimmingpool.  …see more

12 Photos

Montespertoli / Polvereto

Farmhouse / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £148 / night

£1032 - £1720 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Montespertoli with 3 bedrooms sleeps 8  …see more

Excellent 5/5 

16 Photos

Province of Florence / Montespertoli

House / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

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from £353 / night

£2470 - £3850 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
With its location in the hills of the Chianti wine zone, this Tuscany villa is a great destination for the wine lover! Just three kilometers away from this Tuscany vacation rental is the renowned Wine Culture Center in Montespertoli, along with plenty of opportunities t  …see more

36 Photos

Province of Florence / Montespertoli

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £238 / night

£1664 - £2089 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Questa villa splendida è indipendente e circondata da cipressi e pini secolari che adornano un grande parco/giardino parzialmente disposto a terrazze. Villa Casa Serena gode di una meravigliosa vista illimitata sulle colline su cui insistono vigne e olivi.  …see more

50 Photos

Province of Florence / Montespertoli

Villa / 6 Bedrooms / sleeps 14

7 Nights min stay

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from £472 / night

£3298 - £5057 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Pets welcome
Villa Mima is a splendid 18th century stone farmhouse that lies roughly equal distance between Florence, Siena, Pisa and the seaside. Gatherings of friends and family love this villa for its ideal location and dominant position with expansive views over the beautiful Ch  …see more

17 Photos

Montespertoli / Lucardo

House / 9 Bedrooms / sleeps 18

2 Nights min stay

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from £456 / night

£3188 - £3815 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Farmhouse Villa Sticci allows guests to spend valuable time indulging and sharing special moments with loved ones. Enjoy the birdsong, the marvellous sunsets and the excellent wines of this wonderful lane. Surrounded by a magical landscape of vineyards and olive-groves,  …see more

Excellent 5/5 

34 Photos

Province of Florence / Montespertoli

House / 6 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £506 / night

£3540 - £4887 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Villa Teatro is an extraordinarily tastefully and impeccably designed country house. Strategically positioned in the center of the “Golden Triangle” between Florence, Siena and Pisa the property sits on top of a hill, surrounded by olive groves. The large stone farm  …see more

38 Photos

Province of Florence / Montespertoli

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £415 / night

£2905 - £4355 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Casa Egle is an elegant Tuscan farmhouse set in a beautiful garden.  This villa features a nice pool and stunning views over the rolling hills of this wonderful region.  Olive groves, vineyards, woods and country estates are all in view.  Its location is between Flor  …see more

27 Photos

Province of Florence / Montespertoli

House / 6 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £608 / night

£4256 - £6029 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Villa Chianti is a wonderful villa for rent in the famouse chianti region in northern Tuscany close to florence, this Tuscan Villa can host up to 12+2 people, swimmingpool. Additional amenities include: pets considered, heating.  …see more

37 Photos

Province of Florence / Montespertoli

House / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £137 / night

£958 - £1596 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
This private villa with pool near Florence is perfect for 10 people with 5 bedrooms, barbecue and many other amenities. Additional amenities include: heating.  …see more

20 Photos

Province of Florence / Montespertoli

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £305 / night

£2130 - £3903 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
A fine and elegant villa rental situated in Montespertoli in a scenic position surrounded by olive groves and large vineyards from which one of the best Tuscany wines is produced, the famous “Chianti Classico”. Perfect for those wanting to relax in the Chianti coun  …see more

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