5 holiday houses and holiday apartments for your holiday in Gaiole in Chianti

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Country villa in Tuscany with private pool.

  • 4 Bedroom(s) (+1)
  • 3 Bathroom(s)
  • Max. 8 guests
  • 260 m²
  • Wi-fi available
  • TV available
  • Pets allowed, dogs not allowed
  • pool available
  • dishwasher available
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Beautiful holiday home with two separate living units and space for 4 people.

  • 2 Bedroom(s)
  • 4 Bathroom(s)
  • Max. 4 guests
  • 100 m²
  • Wi-fi available
  • TV available
  • Pets not allowed, dogs on request
  • dishwasher available
  • washing machine available
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map-pin-icon Gaiole in Chianti 4.9/5 (17 reviews)

Ancient tower in a medieval castle complex near Siena in Chianti, panoramic view, 3 bedrooms, 2 bathrooms, garden, pool, air conditioning, satellite TV,...

  • 3 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 120 m²
  • Wi-fi available
  • TV available
  • Pets & dogs not allowed
  • pool available
  • dishwasher available
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Beautiful villa with swimming pool, located in the countryside of Gaiole in Chianti.

  • 6 Bedroom(s) (+5)
  • 5 Bathroom(s)
  • Max. 12 guests
  • 400 m²
  • Pets & dogs not allowed
  • pool available
  • dishwasher available
  • washing machine available
  • Smoking not allowed
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map-pin-icon Gaiole in Chianti 4/5 (7 reviews)

Holiday in the heart of Chianti Classico in Gaiole in Chianti. Authentic and charming holiday home surrounded by a garden where the view is lost in roll...

  • 4 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 10 guests
  • 196 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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Further accommodations in the area of Gaiole in Chianti

Enjoy a relaxing holiday in a comfortable mobile home at Camping Village La Chiocciola, in the heart of Tuscany near Arezzo, Siena and Montepulciano.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 24 m²
  • Wi-fi available
  • Pets on request, dogs allowed
  • washing machine available
  • Smoking not allowed
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map-pin-icon Bucine 4.8/5 (5 reviews)

Well-maintained, quiet holiday apartment located between Siena and Arezzo. An ideal starting point for excursions. A small paradise for relaxation and d...

  • 2 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 75 m²
  • Wi-fi available
  • e-mobility charging station e-car available
  • TV available
  • Pets & dogs on request
  • washing machine available
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map-pin-icon Ville di Corsano 5/5 (6 reviews)

A detached, comfortable cottage on a beautiful property 12 km southwest of Siena. Enjoy a relaxing time.

  • 1 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 60 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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Villa Marioli is an agritourism complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside.

  • 1 Bedroom(s) (+1)
  • 1 Bathroom(s)
  • Max. 3 guests
  • 60 m²
  • TV available
  • Pets & dogs allowed
  • pool available
  • washing machine available
  • Smoking allowed
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Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti Classico.
Lined with oaks and...

  • 4 Bedroom(s)
  • 3 Bathroom(s)
  • Max. 8 guests
  • 260 m²
  • TV available
  • Pets & dogs allowed
  • pool available
  • dishwasher available
  • washing machine available
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Characteristic, cozy vacation home for 2 people, in a quiet, secluded location, in the middle of the rolling hills of the Chianti Classico.

  • 1 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 2 guests
  • 80 m²
  • Wi-fi available
  • TV available
  • Pets & dogs not allowed
  • pool available
  • dishwasher available
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map-pin-icon Ambra 4/5 (10 reviews)

This lovely holiday home is situated in Bucine. Ideal for a family, it can accommodate 3 guests and has 1 bedroom.

  • 1 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 3 guests
  • 50 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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Delightful villa with private garden and pool, located in the countryside of Pergine Valdarno, in the heart of Valdambra.

  • 5 Bedroom(s) (+3)
  • 3 Bathroom(s)
  • Max. 9 guests
  • 250 m²
  • Pets & dogs on request
  • dishwasher available
  • washing machine available
  • Smoking not allowed
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Wonderful Tuscan farmhouse with pool and outdoor Jacuzzi, located in the heart of the Valdambra, on the border with the Chianti area.

  • 4 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 170 m²
  • Pets & dogs not allowed
  • dishwasher available
  • washing machine available
  • Smoking not allowed
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map-pin-icon Bucine 5/5 (2 reviews)

Well-maintained, quiet holiday apartment located between Siena and Arezzo. An ideal starting point for excursions. A small paradise for relaxation and d...

  • 2 Bedroom(s) (+1)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 58 m²
  • Wi-fi available
  • e-mobility charging station e-car available
  • TV available
  • Pets & dogs on request
  • wheelchair accessible, not barrier-free accessible
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Fantastic villa with dependance, infinity pool and garden in Fonterutoli, in the Chianti countryside, just half an hour from Siena.

  • 7 Bedroom(s) (+6)
  • 6 Bathroom(s)
  • Max. 16 guests
  • 270 m²
  • Pets & dogs on request
  • dishwasher available
  • washing machine available
  • Smoking not allowed
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Lying next to the castle in one of the oldest annexes of the Castello di Montozzi estate is this tranquil house that is ideal for families.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 80 m²
  • Wi-fi available
  • Pets & dogs allowed
  • barrier-free
  • pool available
  • dishwasher available
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The scent of cypresses and lavender is in the air and you can relax in the beautiful orchard between vines and olive groves.

  • 2 Bedroom(s) (+2)
  • 2 Bathroom(s)
  • Max. 5 guests
  • 90 m²
  • Wi-fi available
  • Pets & dogs not allowed
  • Smoking not allowed
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map-pin-icon Pergine Valdarno 4.2/5 (5 reviews)

This apartment for 6 in Pergine Valdarno is situated on an estate in one of the annexes of a castle on a splendid hilltop location.

  • 3 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 100 m²
  • Wi-fi available
  • Pets & dogs allowed
  • barrier-free
  • pool available
  • dishwasher available
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map-pin-icon Bucine 4/5 (24 reviews)

Why stay here?
Nestled in Bucine of the Tuscan region, this farmhouse is suitable for a small group of friends and families.

  • 2 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 5 guests
  • 90 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Pergine Valdarno 4/5 (17 reviews)

This spacious apartment for four people is located on a hilly estate in one of the annexes of a castle on a beautiful hilltop.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 5 guests
  • 110 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Radda in Chianti 4.1/5 (7 reviews)

Situated in Radda In Chianti, Tuscany, Italy, this 2-bedroom farmhouse is ideal for families and groups with pets.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 6 guests
  • 80 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Asciano 4.2/5 (5 reviews)

This delightful ground-floor villa in Caliano offers an open-plan kitchen with modern appliances, a spacious living/dining area with a satellite TV and ...

  • 2 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 80 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Siena 4/5 (10 reviews)

Set in the tranquil hills of Arbia Asciano, this pet-friendly farmhouse offers a cozy escape for up to four guests.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 54 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Asciano 4.8/5 (20 reviews)

Welcome to this beautifully restored farmhouse in the picturesque region of Asciano, a perfect sanctuary for families or groups of up to six guests.

  • 3 Bedroom(s) (+1)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 120 m²
  • Wi-fi available
  • TV available
  • Pets & dogs not allowed
  • pool available
  • dishwasher available
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Selected holiday houses and holiday apartments in Gaiole in Chianti

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