List your home
Apply filters
£ to

Holiday homes 190

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Siena Clear
  • Gaiole in Chianti Clear

Location

  • All locations
  • Lecchi (27)
  • Montefienali (2)
  • Montegrossi (23)
  • San Sano (1)

more +

less -

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Lecchi
16 properties
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
190 Results   |  

from £83 / night

£575 - £650 / week

View

Excellent 5/5 

26 Photos

Gaiole in Chianti / Lecchi

Apartment / 3 Bedrooms / sleeps 6

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £83 / night

£575 - £650 / week

View

Key info:

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
L'appartamento " Brunello " è l'ideale per un unico nucleo familiare con bambini Max.6 px. L'Appartamento è composto da tre camere che sono disposte in sequenza e perciò comunicanti e di passo una dopo l'altra. L'appartamento ha un bagno con vasca, lavabo, bidet, wc  …see more

from £72 / night

£499 / week

View

23 Photos

Gaiole in Chianti / Lecchi

Apartment / 2 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £72 / night

£499 / week

View

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

from £67 / night

£465 / week

View

24 Photos

Gaiole in Chianti / Lecchi

Apartment / 2 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £67 / night

£465 / week

View

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

from £39 / night

£268 - £550 / week

View

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

Add to shortlist

from £39 / night

£268 - £550 / week

View

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

from £47 / night

£326 - £788 / week

View

100 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £47 / night

£326 - £788 / week

View

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

from £113 / night

£786 - £1643 / week

View

18 Photos

Gaiole in Chianti / Lecchi

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £113 / night

£786 - £1643 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany. Heart of Chiant.iExclusive use of private swimming pool. The Villa accommodates up to 8/9 people. Beautiful views of the country side. Only a few other farmhouses are visible in the distance. Outdoor dining area. Fontecaresino, located in the hills of Chianti,  …see more

from £83 / night

£575 - £650 / week

View

25 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 5

4 Nights min stay

Add to shortlist

from £83 / night

£575 - £650 / week

View

Key info:

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
L'appartamento " RICASOLI " è l'ideale per un unico nucleo familiare con bambini Max.5 px. L'Appartamento è composto da due camere. L'appartamento dispone di un bagno con doccia, lavabo, wc, bidet -DINNER PARTY CON PRIVATE CHEF E LEZIONI DI CUCINA -WINE TASTING EXPERI  …see more

from £57 / night

£396 - £817 / week

View

4 Photos

Gaiole in Chianti / Montegrossi

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £57 / night

£396 - £817 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

"Coccinella n?6", 3-room apartment 50 m2, on the upper ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hotplates). Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 pet/ dog  …see more

from £64 / night

£445 - £1040 / week

View

4 Photos

Gaiole in Chianti / Montegrossi

Apartment / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £64 / night

£445 - £1040 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • 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 hotplates, dishwasher) with open fireplace and dining table. Shower/WC, shower/bi  …see more

from £90 / night

£630 - £770 / week

View

Excellent 5/5 

24 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £90 / night

£630 - £770 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Ideal for couples seeking relaxation "Home from Home". Everything you need in walking distance to the village, private garden with views over the village, covered decking & pergola perfect for "al fresco" dining, patio heater, BBQ, sun loungers. Read our Guest Reviews T  …see more

from £65 / night

£450 - £800 / week

View

Excellent 5/5 

20 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £65 / night

£450 - £800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
With beautiful views over the village, this ground floor, comfortable apartment is the perfect spot! Modern facilities including a Swimming pool a gym, and table tennis. The apartment has 2 bedrooms, a well equipped kitchen, a dining terrace, and underground parking.  …see more

from £103 / night

£715 - £1643 / week

View

Very Good 4/5 

17 Photos

Province of Siena / Gaiole in Chianti

Villa / 4 Bedrooms / sleeps 8

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £103 / night

£715 - £1643 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, and 55 km from Florence. EXCLUSIVE USE of the Swimming Pool!  …see more

from £184 / night

£1286 - £2358 / week

View

Excellent 5/5 

16 Photos

Province of Siena / Gaiole in Chianti

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £184 / night

£1286 - £2358 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
2 Villas in the heart of Chianti with the exclusive use of a swimming pool! Beautiful, isolated property with breathtaking views of the hills of Tuscany. The villas are located close by to Gaiole in Chianti and all the cultural and artistic activities of the region.  …see more

from £64 / night

£443 - £472 / week

View

18 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 2

Short stays welcome

Add to shortlist

from £64 / night

£443 - £472 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome
Siena (Km30), Monteriggioni, Colle Val d'Elsa, Firenze (Km60), San Gimigniano, Volterra, Arezzo to reache into an hour APT. 1) 4 LOCATAIRES APT. 7) 2 " APT.8) 6 " APT.4) 8 " APT.5) 6 "  …see more

from £307 / night

£2143 - £3072 / week

View

24 Photos

Gaiole in Chianti / Lecchi

Castle / 6 Bedrooms / sleeps 16

Short stays welcome

Add to shortlist

from £307 / night

£2143 - £3072 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

from £74 / night

£515 - £640 / week

View

20 Photos

Province of Siena / Gaiole in Chianti

House / 3 Bedrooms / sleeps 5

4 Nights min stay

Add to shortlist

from £74 / night

£515 - £640 / week

View

Key info:

  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
maison toscane, appartement, piscine, chianti, gaiole in chianti, Sienne, visites de producters de vin, dégustations de vin, outlet shopping, siteseeing, marcher, villes d'art, repos, grand panorama, avec restaurant et bar, familiaire,chiens bien venus. Distances airp  …see more

from £347 / night

£2429 - £3500 / week

View

Excellent 5/5 

13 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 5 Bedrooms / sleeps 18

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £347 / night

£2429 - £3500 / week

View

Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
This is a traditional 5 bedroom villa situated between the towns of Gaiole in Chianti and Radda in Chianti. Accommodating up to 18 guests in total as additional apartments are available within the grounds, it's an ideal base for a stay with family or friends. The wonder  …see more

from £62 / night

£429 / week

View

13 Photos

Gaiole in Chianti / Lecchi

B&B / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £62 / night

£429 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Borgo in genuine Chianti town. Scenery perfect for hiking and biking. Proximity to Siena and Florence alongside other cultural and historical Chianti villages. Excellent local dining and wine tasting. Property provides easy access to spacious terrace and pool area.  …see more

from £82 / night

£572 - £858 / week

View

Excellent 5/5 

33 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £82 / night

£572 - £858 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina The house, composed of 5 delightful apartments, has as it's main objective the idea of offering  …see more

from £51 / night

£355 - £504 / week

View

28 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £51 / night

£355 - £504 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
The apartment Gaiole 13, is a wonderful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 3 person.  …see more

from £76 / night

£530 - £813 / week

View

33 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £76 / night

£530 - £813 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
The apartment Gaiole 40, is a beautiful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 4 person.  …see more

from £62 / night

£429 - £818 / week

View

20 Photos

Province of Siena / Gaiole in Chianti

House / 1 Bedroom / sleeps 2

1 night min stay

Add to shortlist

from £62 / night

£429 - £818 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • No pets allowed
 …see more

from £57 / night

£393 - £786 / week

View

9 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 5

5 Nights min stay

Add to shortlist

from £57 / night

£393 - £786 / week

View

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

from £41 / night

£286 - £572 / week

View

24 Photos

Province of Siena / Gaiole in Chianti

House / 1 Bedroom / sleeps 3

5 Nights min stay

Add to shortlist

from £41 / night

£286 - £572 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to enjoy the calm, the beauty and all the pleasures our region has to offer. Our apartments have been renovated with respect for tradition.  …see more

from £140 / night

£979 / week

View

21 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £140 / night

£979 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
You can upgrade your stay to include 2 Vespa 125cc Scooters for a daily cost of Euro 60 per day per scooter plus IVA tax. Ask when booking about the scooters!  …see more

from £121 / night

£843 / week

View

20 Photos

Province of Siena / Gaiole in Chianti

Villa / 1 Bedroom / sleeps 2

5 Nights min stay

Add to shortlist

from £121 / night

£843 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
You can upgrade your stay to include 2 Vespa 125cc Scooters for a daily cost of Euro 60 per day per scooter plus IVA tax. Ask when booking about the scooters!  …see more

from £154 / night

£1072 - £1643 / week

View

15 Photos

Province of Siena / Gaiole in Chianti

Villa / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £154 / night

£1072 - £1643 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Tranquilla Confortevole Cibo Cucina Salumi Vino Olio Piscina Palestra Panorama Chianti Castello  …see more

from £62 / night

£429 / week

View

Excellent 5/5 

17 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £62 / night

£429 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Una vacanza all'insegna del riposo con l'alternativa di poter viaggiare e visitare i luoghi che furono di Dante, dei Medici e di quanti hanno sete di cultura. Gaiole in Chianti cittadina divenuta famosa per "L'EROICA" si trova al centro della Toscana.  …see more

from £32 / night

£223 - £404 / week

View

20 Photos

Gaiole in Chianti / Montefienali

House / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £32 / night

£223 - £404 / week

View

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

from £41 / night

£286 / week

View

Very Good 4.5/5 

11 Photos

Gaiole in Chianti / Montegrossi

House / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

Min stay varies

Add to shortlist

from £41 / night

£286 / week

View

Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located in an excellent position to visit the typical villages of the Chianti Classico and Chianti Fiorentino Chainti ... Paved road to the village Montegrossi  …see more

from £72 / night

£500 - £565 / week

View

17 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

6 Nights min stay

Add to shortlist

from £72 / night

£500 - £565 / week

View

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

from £52 / night

£358 - £572 / week

View

15 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £52 / night

£358 - £572 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Appartamento con 4/5 posti letto, giardino privato, piscin Situata in un antico tranquillo borgo rurale del XV secolo, in mezzo a vigneti su una collina a ca. 500 m di altitudine. Il borgo è stato completamente ristrutturato, in un parco condominiale con olivi.  …see more

from £75 / night

£522 - £700 / week

View

48 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £75 / night

£522 - £700 / week

View

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

from £65 / night

£450 - £800 / week

View

9 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £65 / night

£450 - £800 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
The traditional Tuscan style cool stone walls, terracotta floors and dark chestnut beams give a pleasant, relaxed atmosphere to the interior of the apartment which also has air conditioning/central heating and double glazing. The kitchen is well-equipped with full-size  …see more

from £858 / night

£6000 - £8429 / week

View

32 Photos

Province of Siena / Gaiole in Chianti

Villa / 7 Bedrooms / sleeps 14

2 Nights min stay

Add to shortlist

from £858 / night

£6000 - £8429 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
 …see more

from £46 / night

£322 - £529 / week

View

10 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £46 / night

£322 - £529 / week

View

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

from £65 / night

£450 / week

View

20 Photos

Province of Siena / Gaiole in Chianti

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £65 / night

£450 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
 …see more

from £83 / night

£575 - £750 / week

View

54 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £83 / night

£575 - £750 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
 …see more

from £2092 / night

£14641 - £21023 / week

View

30 Photos

Province of Siena / Gaiole in Chianti

Villa / 5 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £2092 / night

£14641 - £21023 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £36 / night

£250 - £429 / week

View

16 Photos

Province of Siena / Gaiole in Chianti

Condo / 3 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £36 / night

£250 - £429 / week

View

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

from £56 / night

£387 - £543 / week

View

19 Photos

Province of Siena / Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £56 / night

£387 - £543 / week

View

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

from £258 / night

£1800 - £2800 / week

View

24 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 6 Bedrooms / sleeps 12

3 Nights min stay

Add to shortlist

from £258 / night

£1800 - £2800 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Podere Scopeto, a former hill farm on sunset-facing slopes of the Chianti in the heart of the wine-region. Main House sleeps 10 and separately available self-contained studio for 2 in its own 30 acres of woodland. 15m saltwater pool on terraces with spectacular views.  …see more

from £62 / night

£429 - £608 / week

View

12 Photos

Province of Siena / Gaiole in Chianti

House / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £62 / night

£429 - £608 / week

View

Key info:

  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
Casa colonica chiantigiana di grande charme, comoda e arredata con gusto e attenzione al dettaglio.  …see more

from £205 / night

£1429 - £2286 / week

View

18 Photos

Province of Siena / Gaiole in Chianti

Villa / 6 Bedrooms / sleeps 14

Short stays welcome

Add to shortlist

from £205 / night

£1429 - £2286 / week

View

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

from £57 / night

£393 - £536 / week

View

11 Photos

Province of Siena / Gaiole in Chianti

House / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £57 / night

£393 - £536 / week

View

Key info:

  • Great for children of all ages
  • No pets allowed
Un posto accogliente e familiare, ideale per chi vuole scoprire la terra del buon vino tra famosi vigneti e affascinanti castelliSiamo nel cuore del paese. Due passi per raggiunbere l'edicola, il tabaccaio, il market, la farmacia etc. La biancheria da letto, bagno e c  …see more

from £138 / night

£965 - £1143 / week

View

11 Photos

Province of Siena / Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £138 / night

£965 - £1143 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Wine resort con piscina nel cuore del Chianti. Organizziamo corsi di cucina, visite e degustazioni.  …see more

from £154 / night

£1072 / week

View

19 Photos

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £154 / night

£1072 / week

View

Key info:

  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Experience Tuscany cooking class, Italian dining and Tuscany tours to Siena, Cortona, San Giminiano and the wine regions of Montalcino and Montepulciano, Pienza, Volterra. Villa Oliviera is a really ' A Taste of Tuscany ' in an authentic, unique, Tuscany Villa Breakf  …see more

from £562 / night

£3929 - £4643 / week

View

45 Photos

Province of Siena / Gaiole in Chianti

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £562 / night

£3929 - £4643 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
VILLA DEL SOLE is a lovely Tuscan villa near the popular towns of Gaiole and Radda in Chianti. This wonderful villa comprises of the main house which is spread over three floors and a separate ground floor villa which is aproximately 50 metres away.  …see more

from £52 / night

£358 - £847 / week

View

17 Photos

Province of Siena / Gaiole in Chianti

Cottage / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £52 / night

£358 - £847 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • No pets allowed
 …see more

from £46 / night

£322 - £393 / week

View

13 Photos

Province of Siena / Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £46 / night

£322 - £393 / week

View

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

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page

We've updated our Privacy Policy. You can read it here.