What are the top rated Villa Rentals in Gaiole in Chianti?

There are a lot of options in Gaiole in Chianti. If you plan on staying in the Gaiole in Chianti area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Gaiole in Chianti: <a href="/property/beautiful-historic-villa-sleeps-max-13-5-bedrooms-5-bathrooms-private-pool/HA-321604892" class="class="static-page-link"">Beautiful historic Villa; sleeps max 13. 5 Bedrooms 5 Bathrooms, Private Pool</a> <a href="/property/villa-chianti-elegant-villa-in-gaiole-in-chianti/HA-61411099211" class="class="static-page-link"">Villa Chianti, elegant villa in Gaiole in Chianti</a> <a href="/property/casa-boccaccio/BC-10087337" class="class="static-page-link"">Casa Boccaccio</a> <a href="/property/casanova-di-bricciano/BC-12678586" class="class="static-page-link"">Casanova di Bricciano</a> <a href="/property/sestuccia/BC-1412668" class="class="static-page-link"">Sestuccia</a> <a href="/property/casa-pernice-with-private-pool/BC-14567718" class="class="static-page-link"">Casa Pernice, with private pool</a> <a href="/property/casa-virginia-gaiole-in-chianti-siena-and-chianti/HA-61110395806" class="class="static-page-link"">Casa Virginia, Gaiole in Chianti, Siena and Chianti</a> <a href="/property/wonderful-private-villa-for-8-people-with-a-c-wifi-private-pool-tv-patio-and-panoramic-view/HA-6111620343" class="class="static-page-link"">Wonderful private villa for 8 people with A/C, WIFI, private pool, TV, patio and panoramic view</a> <a href="/property/l-agrifoglio-gaiole-in-chianti-siena-and-chianti/HA-61110395970" class="class="static-page-link"">L&#39;Agrifoglio, Gaiole in Chianti, Siena and Chianti</a> <a href="/property/la-rana-gaiole-in-chianti-siena-and-chianti/HA-61110395832" class="class="static-page-link"">La Rana, Gaiole in Chianti, Siena and Chianti</a>

What is the rate per night for renting a villa near Gaiole in Chianti?

At Trailride, the average rental fee for standard villas in Gaiole in Chianti is $939 per night. Trailride has a large database of quality villas near Gaiole in Chianti that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Gaiole in Chianti that allows pets?

Yes, here are the top villas rentals in Gaiole in Chianti that are pet friendly: Farmhouse apartment in Chianti with garden and pool for 2 people Casa all'Erta, villa with private pool Secluded villa between Chianti vineyards, private pool, tennis, large garden Villa Podere Terrena See all pet-friendly vacation rentals in Gaiole in Chianti on Trailride

Are there any rental villas in Gaiole in Chianti that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Gaiole in Chianti to find what works for you.

Do your rental villas in Gaiole in Chianti have indoor swimming pools?

Based on the 2026 data from our Trailride site, there are more than 221 private swimming pools or villas with indoor pools in or near Gaiole in Chianti.

Gaiole in Chianti Villa Rentals【 LUXURY 】

Farmhouse apartment in Chianti with garden and pool for 2 people

From US $148

9.4 (37 Reviews)

Villa

Farmhouse apartment in Chianti with garden and pool for 2 people

Parking
Pool
TV

Gaiole in Chianti Villa Rentals & Homes

Find villas near Gaiole in Chianti - We found 221 exact matches

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