Gaiole in Chianti Villas

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Top Villas in Gaiole in Chianti

Private villa in the heart of chianti with view of siena

Fonterutoli Provincia di Siena

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This villa features an outdoor pool and a hot tub. A garden and laundry facilities are also provided.

Pool

Hot Tub

Beautiful rustic villa in Tuscany in Monteriggioni, between Siena and Florence.

Monteriggioni SIENA Toscana

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An outdoor pool is featured at this villa, along with limo/town car service and a garden. Families will appreciate the playground and barbecue grills. Laundry facilities are provided for your convenience.

Pool

Kitchen

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

IMPRUNETA Tuscany

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This villa features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.

Pool

Hot Tub

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Civitella di val di chiana Province of Arezzo

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This villa features a garden, a living plant wall, and laundry facilities. Families will appreciate the playground and barbecue grills.

Pool

Kitchen

Villa Bartolini Baldelli - Authentic XV century villa with garden and pool

Toscana Città Metropolitana di Firenze

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This villa includes a garden and laundry facilities.

Pool

Kitchen

Marvelous home just steps from the Chianti and beyond

cavriglia Tuscany

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This villa features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

CASA PILAR villa with pool and jacuzzi for exclusive use in chianti.-20% 12_21/5

Strada In Chianti Città Metropolitana di Firenze

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This villa features an outdoor pool and a gym. Enjoy the hot tub and conveniences like limo/town car service and laundry facilities.

Pool

Hot Tub

La Ruota - Village house rental in Duddova, Chianti

Duddova Tuscany

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This villa features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Beautiful private villa for 4 guests with WIFI, pool, A/C, TV and terrace

Asciano Tuscany

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This villa features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

San Casciano in Val di Pesa Tuscany

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This villa features an outdoor pool and a gym. Families will appreciate the onsite laundry facilities and childcare. A terrace, a garden, and concierge services are also on offer.

Pool

Kitchen

Luxury Tuscan Estate | Heated Pool & Private Concierge

impruneta Toscana

$1,657 nightly

$1,661 total

Sep 13 - Sep 14

Total with taxes and fees

An outdoor pool is featured at this villa, along with free WiFi in public areas and a terrace. Families will appreciate the onsite laundry facilities and babysitting. Limo/town car service, a garden, and concierge services are also on offer.

Pool

Kitchen

Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

Impruneta (Florence) Tuscany

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This villa features an outdoor pool and a hot tub. Families will appreciate the playground, onsite laundry facilities, and childcare. A garden and barbecue grills are also provided.

Pool

Hot Tub

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See all available properties in Gaiole in Chianti

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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.

Top hotels in Gaiole in Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13 Gaiole in Chianti SI

$369 nightly

$418 total

Sep 6 - Sep 7

Total with taxes and fees

9.6/10 Exceptional! (281 reviews)