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

The Rocca estate is nestled in the green Chianti hills, 480 meters above sea level and is an authentic terrace overlooking Tuscany.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 6 guests
  • 75 m²
  • TV available
  • No information on pets and dogs
  • pool available
  • Smoking allowed
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map-pin-icon Bucine 4.8/5 (1 review)

Detached luxury villa, big garden, heated pool, sauna, extra kitchen, big pizza oven and barbecue at the pool, AC, sat-TV, WIFI, Sonos-Sound, Polo 1km

  • 5 Bedroom(s)
  • 5 Bathroom(s)
  • Max. 14 guests
  • 350 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • pool available
  • dishwasher available
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map-pin-icon Siena 5/5 (1 review)

Guest House in Villa with pool, terrace, walks, 10 minutes from Siena, Chianti area.

  • 1 Bedroom(s) (+2)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 80 m²
  • Wi-fi available
  • TV available
  • Dogs allowed
  • pool available
  • dishwasher available
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The Rocca estate is nestled in the green Chianti hills, 480 meters above sea level and is an authentic terrace overlooking Tuscany.

  • 2 Bedroom(s) (+1)
  • 1 Bathroom(s)
  • Max. 5 guests
  • 140 m²
  • TV available
  • Pets & dogs allowed
  • pool available
  • dishwasher available
  • Smoking not allowed
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The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 6 guests
  • 60 m²
  • TV available
  • Pets & dogs not allowed
  • pool available
  • Smoking not allowed
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map-pin-icon Bucine 3.8/5 (13 reviews)

An optional utilities and service fee of EUR 95,00 will be charged before your arrival. Details are given below. This farmhouse in Bucine has 1 bedroom ...

  • 1 Bedroom(s) (+1)
  • 1 Bathroom(s)
  • Max. 3 guests
  • 35 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Monteriggioni 5/5 (2 reviews)

Charming holiday apartment with pool, on the ground floor of a farmhouse, in Chianti Monteriggioni, Siena, Florence, San Gimignano

  • 3 Bedroom(s) (+1)
  • 3 Bathroom(s)
  • Max. 8 guests
  • 140 m²
  • Wi-fi available
  • Pets & dogs allowed
  • barrier-free
  • washing machine available
  • Smoking not allowed
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Gorgeous villa with pool, hot tub and gym, located in the Tuscan countryside, halfway between Monteriggioni and Siena.

  • 6 Bedroom(s) (+7)
  • 7 Bathroom(s)
  • Max. 14 guests
  • 800 m²
  • Pets & dogs on request
  • dishwasher available
  • washing machine available
  • Smoking not allowed
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map-pin-icon Pergine Valdarno 4/5 (1 review)

Within the historic hamlet of Castello di Montozzi, located in the rustic Tuscan countryside, is this charming detached house.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 100 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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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 Castelnuovo Berardenga 4.7/5 (56 reviews)

An optional utilities and service fee of EUR 100,00 will be charged before your arrival. Details are given below. Escape to this charming farmhouse nest...

  • 3 Bedroom(s) (+1)
  • 3 Bathroom(s)
  • Max. 6 guests
  • 120 m²
  • Wi-fi available
  • TV available
  • Pets & dogs not allowed
  • barrier-free
  • pool available
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map-pin-icon Siena 4/5 (11 reviews)

This peaceful farmhouse in Arbia Asciano accommodates up to six guests, blending rustic charm and modern convenience.

  • 2 Bedroom(s)
  • 2 Bathroom(s)
  • Max. 6 guests
  • 110 m²
  • Wi-fi available
  • Pets & dogs allowed
  • barrier-free
  • pool available
  • dishwasher 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 Radda in Chianti 3.7/5 (3 reviews)

This 2-bedroom farmhouse in Radda in Chianti is ideal for a small family with kids. Located in Tuscany, Italy, it can host 4 people.

  • 2 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 6 guests
  • 60 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Asciano 4/5 (34 reviews)

Welcome to this charming cottage in Asciano, your perfect getaway for a small family looking to unwind in serene surroundings.

  • 1 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 2 guests
  • 55 m²
  • Wi-fi available
  • TV available
  • Pets & dogs not allowed
  • barrier-free
  • pool available
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map-pin-icon Siena 4.8/5 (1 review)

Why stay here?



This family-friendly farmhouse has a swimming pool to relax and rejuvenate while you holiday in Tuscany.

  • 2 Bedroom(s) (+1)
  • 1 Bathroom(s)
  • Max. 4 guests
  • 110 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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A cosy mansion perched in the hills amid lush greenery awaits you in Siena and has 1 bedroom which can accommodate 4 people, ideally a family with child...

  • 1 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 2 guests
  • 40 m²
  • Wi-fi available
  • TV available
  • Pets & dogs not allowed
  • barrier-free
  • pool available
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Escape to this charming ground-floor villa in Armaiolo (Rapolano Terme), Tuscany, where comfort meets rustic elegance.

  • 1 Bedroom(s)
  • 1 Bathroom(s)
  • Max. 2 guests
  • 45 m²
  • Wi-fi available
  • TV available
  • Pets & dogs allowed
  • barrier-free
  • pool available
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map-pin-icon Ambra 4.7/5 (5 reviews)

Renino is a lovingly renovated natural stone house with 2 living units, ideal for 2 families. It comes with a large garden with a private pool.

  • 4 Bedroom(s) (+2)
  • 2 Bathroom(s)
  • Max. 10 guests
  • 100 m²
  • Wi-fi available
  • TV available
  • Pets & dogs on request
  • 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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