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A stone castle with battlements overlooking a lush valley with vineyards.

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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Gaiole in Chianti farmstays

    1. Castello di Meleto

    A swimming pool with a view of a historic building surrounded by olive trees.

    2. Agriturismo Vinci Banchelli

    A stone building with a tiled roof, a small tower, and a garden with potted plants.

    3. Badia a Coltibuono

    A traditional stone building with a garden featuring geometric hedges and potted plants.

    4. Borgo Casa al Vento

    A patio with a stone floor, two wine glasses, and a bottle of wine. There are two wicker chairs and a wooden table.

    5. Agriturismo Crocino in Chianti

    A rustic villa with a gravel driveway, surrounded by olive trees and a clear blue sky.

    6. Tenuta CorteDomina

    A building with a stone facade, wooden doors, and a gravel driveway.

    7. Castello di Volpaia

    A narrow street with stone buildings, a wrought iron gate, and a street lamp.

    8. Le Lappe

    A stone building with multiple windows and a well-lit entrance.

    9. Agriturismo Tenuta San Jacopo

    A vineyard estate with multiple buildings, a swimming pool, and terraced fields.

    10. Azienda agricola la camporena

    A terraced garden with a pool, outdoor seating, and a view of rolling hills.

    11. Castello di Bossi

    A courtyard with stone walls, arched windows, and potted plants.

    12. Salvadonica - Borgo del Chianti

    A swimming pool with clear water, surrounded by lounge chairs and trees.

    13. One Belvedere Tuscany

    A poolside lounge area with a view of a landscape, including a large tree and distant hills.

    14. Pensieri di Cavatina

    A stone building with large windows, outdoor seating, and a gravel driveway.

    15. I Salici Agriturismo

    A stone building with a brick facade, a paved entrance, and a garden with potted plants and a tall tree.

    16. Monacianello -Fontebelvedere wine estate

    A rustic stone building with a small window and an arched doorway, surrounded by greenery.

    17. Tenuta Bartoli

    A poolside view with lounge chairs and umbrellas, a clear sky, and a distant landscape.

    18. Tenuta Sovestro - Agriturismo e Winery

    A rustic stone building with a wooden ceiling and a view of a vineyard.

    19. Fattoria Lornano Winery

    A stone house with a wooden door and window, surrounded by greenery and a stone pathway.

    20. Castel Pietraio

    A historic stone building with arched doorways and a tower.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Gaiole in Chianti

    Medieval stone buildings house family-run wine shops where you can taste Chianti Classico from surrounding vineyards. Join locals at Piazza Ricasoli's cafés before exploring L'Eroica cycling route that winds through nearby hilltop villages.

    See all hotels in Gaiole in Chianti

    A stone castle with battlements overlooking a lush valley with vineyards.

    Top reviews in Gaiole in Chianti

    Casa Ruffino

    A courtyard with a fountain, potted plants, and outdoor seating areas.

    La Cantina Relais - Fattoria Il Cipresso

    A two-story building with a balcony, multiple windows with shutters, and a well-maintained garden with hedges and potted plants.

    Poderi Arcangelo Glamping

    A pool area with three tall trees, a clear sky, and a distant view of a vineyard.

    Agriturismo Macinatico 1

    An aerial view of a vineyard with terraced fields, a large building with a swimming pool, and a road running through the property.

    One Belvedere Tuscany

    A poolside lounge area with a view of a landscape, including a large tree and distant hills.

    Tenuta Sovestro - Agriturismo e Winery

    A rustic stone building with a wooden ceiling and a view of a vineyard.

    Badia a Coltibuono

    A traditional stone building with a garden featuring geometric hedges and potted plants.

    Torraccia di Chiusi

    An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

    Castello di Volpaia

    A narrow street with stone buildings, a wrought iron gate, and a street lamp.

    Agriturismo Montemagni di Sopra

    An outdoor patio with wicker furniture, a table with magazines, and a view of a vineyard.

    Agriturismo San Giorgio

    A stone building with a sign that reads "GIORGIO". There is a large planter with red flowers in the foreground.

    Agriturismo Il Casolare di Bucciano

    A swimming pool with lounge chairs and a view of a hill with buildings.

    Agriturismo Cuprena

    A stone building with a garden of lavender at dusk.