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45 Results   |  
100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 7 Bedrooms / sleeps 16

Short stays welcome

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from £102 / night

£709 - £1557 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"Il Gufo n°1", 9-room apartment 180 m2 on 2 levels on 1st floor: living/dining room with open-hearth fireplace. Small living room with 1 double sofabed (160 cm), satellite TV. 1 double bedroom. Kitchenette (4 hot plates, dishwasher, microwave). Shower/WC. Upper floor:  …see more

23 Photos

Gaiole in Chianti / Lecchi

Apartment / 2 Bedrooms / sleeps 5

3 Nights min stay

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from £71 / night

£492 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Pets welcome
This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti  …see more

24 Photos

Gaiole in Chianti / Lecchi

Apartment / 2 Bedrooms / sleeps 5

3 Nights min stay

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from £66 / night

£458 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti.  …see more

Featured properties

100 Photos

Province of Siena / Gaiole in Chianti

House / 2 Bedrooms / sleeps 6

Short stays welcome

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from £43 / night

£295 - £572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room terraced house 57 m2, on the upper floor. Renovated, comfortable furnishings: living/dining room with 1 double sofabed, dining table and satellite TV (flat screen). Exit to the terrace. 1 double bedroom. 1 small double bedroom. Kitchenette (4 hot plates). Shower/  …see more

27 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 5

5 Nights min stay

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from £56 / night

£388 - £775 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The Chianti As You Always Dreamed It. A charming Medieval borgo in the heart of Chianti Classico, 15 km far from Siena. Relax and discovery hour incredible landes. The charme of an ancient Medieval borgo in the heart of Chianti Classico  …see more

Very Good 4/5 

20 Photos

Gaiole in Chianti / Montefienali

House / 3 Bedrooms / sleeps 6

Very Good 4/5 

3 Nights min stay

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from £32 / night

£220 - £458 / week

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Late Deal: save up to €96 (approx. £68)

Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence.Nice thermal SPA and fashion outlet in the vicinity.  …see more


21 May 2015

4/5

"Beautiful views and walks. Relaxing, wonderfully set-up property. Super comfortable bed!"

Our stay at Marcello's and Sara's villa was simply wonderful. We weren't able to rent a car in Siena so we were left carless for our 10-day visit. However, Marcello was so kind to help drive us to the… More

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17 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

6 Nights min stay

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from £76 / night

£529 - £557 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. l  …see more

48 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £74 / night

£515 - £691 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 camere da letto, 1 bagno, grande cucina-soggiorno, loggia e giardino privato Tassa di soggiorno: € 1.50/persona per i primi 7 notti, esclusi bambini sotto 14 anni.  …see more

16 Photos

Province of Siena / Gaiole in Chianti

Condo / 3 Bedrooms / sleeps 5

1 night min stay

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from £36 / night

£247 - £423 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Nel periodo invernale l'uso del riscaldamento AUTONOMO è a pagamnento euro 4,00 a metro cubo. Tassa di soggiorno dal 6 Aprile al 31 Ottobre da pagare all'arrivo, euro 1,50 a notte per persona per un massimo di sette pernottamenti esclusi i minori fino a 14 anni.  …see more

19 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

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from £55 / night

£381 - £536 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is a quiet and peaceful corner of the property idea for relaxing after sighseeing or for cooling off after the warm Tuscan day. Pool fenced - a 16x6 mtr pool open from mid-May to mid-September (weather permitting)  …see more

18 Photos

Province of Siena / Gaiole in Chianti

Villa / 6 Bedrooms / sleeps 14

Short stays welcome

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from £252 / night

£1761 - £2254 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The "Molino della Carpinese" is located in the municipality of Gaiole in Chianti. The peace and silence characterize the environment that makes it particularly suitable for a relaxing vacation that helps you to forget the stress of those who live in big cities. The Mill  …see more

13 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £56 / night

£388 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Chianti, famous not only for its landscape but also for the fruit which its land offers. The exquisite wine that is produced here, known as far back as the Etruscan times, has given the region prestige and worldwide fame.  …see more

Very Good 4/5 

17 Photos

Province of Siena / Gaiole in Chianti

Villa / 6 Bedrooms / sleeps 12

Very Good 4/5 

7 Nights min stay

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from £191 / night

£1331 - £2923 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more


19 Aug 2013

4/5

"Privacy and Relaxation in a Scenic Area"

We spent 2 weeks at this wonderful historic home with friends. The house was spacious for 8 people with separate areas to relax if desired. The building has been restored with great care and has all… More

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Excellent 5/5 

38 Photos

Province of Siena / Gaiole in Chianti

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £101 / night

£705 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Chianti farmhouse, Gaiole in Chianti, pool, Barn, Gite, Demeure de charme, piscine, cités d'art, barn, la casa in chianti, Casa Forcheri Fico for 6 people Cipresso for 4/5 p Olivo for 4-6 p Cipresso+Olivo, maximum 11p  …see more


26 Jan 2015

5/5

"Amazing life in the province of Tuscany"

A great place to travel throughout Tuscany. Hospitable hosts made our trip memorable - their advice about nearest restorants and POI was extremely helpful. We were at La Casa in early May. The weath… More

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100 Photos

Province of Siena / Gaiole in Chianti

House / 2 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £43 / night

£295 - £572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room terraced house 56 m2, on the upper floor. Renovated, comfortable furnishings: living/dining room with panoramic window with 1 double sofabed, dining table and satellite TV (flat screen). 1 double bedroom. 1 small double bedroom. Kitchenette (4 hot plates, dishwas  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 6

Short stays welcome

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from £57 / night

£393 - £896 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
3-room apartment 130 m2 on 1st floor, very tasteful furnishings: large living room with satellite TV and DVD. 1 large double bedroom with bathroom and shower/bidet/WC. 2 double bedrooms with panoramic window. Kitchenette (5 hot plates, oven, dishwasher) with dining tabl  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

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from £43 / night

£300 - £752 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"La Farfalla n°5", 3-room apartment 75 m2 on 2 levels, on the ground floor: living/dining room with 1 double sofabed (160 cm), satellite TV. Kitchenette (4 hot plates). Sep. WC. Upper floor: 1 double bedroom. 1 room, 2 beds. Shower/bidet/WC. Small patio. Terrace furnit  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £57 / night

£393 - £475 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
"Casa Selvolini", 4-room apartment 80 m2 on 1st floor, comfortable furnishings: open living/dining room with open-hearth fireplace, digital TV and air conditioning. Exit to the terrace. 1 double bedroom. 1 room with 2 beds. Small lounge. Kitchenette (4 hot plates, oven,  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

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from £34 / night

£234 - £491 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"Pulcino n°3", 2-room apartment 32 m2, on the ground floor: living/dining room with 1 double sofabed (160 cm), satellite TV. 1 small double bedroom. Kitchenette. Shower/WC. Small patio. Maximum 1 pet/ dog allowed. Included: Power costs, Gas, Highchair, Laundry (initial  …see more

95 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

Short stays welcome

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from £29 / night

£203 - £408 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"Prugnolino n°7", 1-room apartment 25 m2, on the ground floor: 1 double bedroom with satellite TV. Kitchen (2 hot plates) with dining table. Shower/WC. Maximum 1 pet/ dog allowed. Private outdoor area, 6 m2, furnished with 2 loungers and sunbed. Included: Power costs,  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 6

Short stays welcome

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from £54 / night

£378 - £839 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"San Giovese n°4", 4-room apartment 105 m2, on the upper ground floor: living room with satellite TV. 1 room with 1 bed and 1 double bed. 1 double bedroom. 1 room with 1 bed. Kitchen (4 hot plates, dishwasher) with open-hearth fireplace and dining table. Shower/WC, sho  …see more

86 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 3

Short stays welcome

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from £35 / night

£242 - £465 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"Trebbiano n°5", 2-room apartment 40 m2, on the lower ground floor: living/dining room with satellite TV. 1 double bedroom with 1 bed and 1 double bed. Kitchenette. Shower/WC. Maximum 1 pet/ dog allowed. Included: Power costs, Gas, Laundry (initial supply of bed linen  …see more

88 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

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from £44 / night

£306 - £613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"Malvasia n°6", 3-room apartment 60 m2, on the lower ground floor: living/dining room with 1 double sofabed and satellite TV. 1 double bedroom. 1 room with 1 x 2 bunk beds. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed. Included: Power costs, Gas, Laundry (i  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £40 / night

£275 - £583 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"Il Pettirosso n°7", 2-room apartment 55 m2 on 2 levels, on the ground floor: kitchen (4 hot plates) with dining table and satellite TV. Upper floor: 1 double bedroom. 1 room, 2 beds. Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 pet/ dog allowed. Include  …see more

100 Photos

Province of Siena / Gaiole in Chianti

House / 2 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £43 / night

£295 - £572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room terraced house 57 m2. Renovated, comfortable furnishings: living/dining room with 1 double sofabed, dining table and satellite TV (flat screen). Exit to the patio. 1 double bedroom. Exit to the garden. 1 small double bedroom. Kitchenette (4 hot plates). Shower/bi  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £40 / night

£280 - £752 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"La Colomba n°4", 3-room apartment 75 m2 on 2 levels, on the ground floor: living room with 1 double sofabed (160 cm), satellite TV. Kitchenette (4 hot plates). Shower/WC. Upper floor: 1 double bedroom. 1 room, 2 beds. Shower/bidet/WC. Small patio. Terrace furniture. M  …see more

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £41 / night

£285 - £675 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"Coccinella n°6", 3-room apartment 50 m2, on the upper ground floor: living/dining room with 1 double sofabed (160 cm), satellite TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hot plates). Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 pet/ dog a  …see more

100 Photos

Province of Siena / Gaiole in Chianti

House / 1 Bedroom / sleeps 2

Short stays welcome

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from £31 / night

£214 - £480 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
"Cerbiatto n°5A", 2-room apartment 35 m2 on 2 levels, on the ground floor: living/dining room with satellite TV. Kitchenette (4 hot plates). On the lower ground floor: 1 double bedroom. Shower/bidet/WC. Small patio. Terrace furniture. Please note: The showwer has not s  …see more

10 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 5

1 night min stay

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from £46 / night

£317 - £522 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned. Availabil  …see more

24 Photos

Province of Siena / Gaiole in Chianti

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £200 / night

£1400 - £1843 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Tuscan Sunandnbsp;is a holiday villa in Tuscany, in the municipality of Gaiole, in Siena. With an outdoor swimming pool and antique furnishing, the villa is ideal for an Italian vacation. Villa Tuscan Sun is situated on the green sloping hills of Siena, offering  …see more

22 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £103 / night

£717 - £986 / 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 Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

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from £65 / night

£451 - £562 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £147 / night

£1024 - £1708 / 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 San Sano with 3 bedrooms sleeps 8  …see more

24 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £135 / night

£941 - £1344 / 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 Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

24 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £103 / night

£717 - £986 / 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 Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £135 / night

£941 - £1344 / week

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Key info:

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

20 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £135 / night

£941 - £1344 / week

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Key info:

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

20 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £96 / night

£672 - £941 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 1 bedrooms sleeps 2  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 3 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £110 / night

£768 - £939 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 3 bedrooms sleeps 5  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £65 / night

£451 - £584 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £68 / night

£475 - £584 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £91 / night

£634 - £754 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £307 / night

£2145 - £3217 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Gaiole In Chianti with 4 bedrooms sleeps 8  …see more

24 Photos

Gaiole in Chianti / Lecchi

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £61 / night

£422 - £562 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

12 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £292 / night

£2043 - £3205 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa in Selvole with 3 bedrooms sleeps 6  …see more

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