Gaiole in Chianti Summer Rentals, Cottages & Cabins

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 Summer Rentals in Gaiole in Chianti:

• Agriturismo San Sano
• Beautiful historic Villa; sleeps max 13. 5 Bedrooms 5 Bathrooms, Private Pool
• Villa Montemarcoli, a haven of peace and love in Gaiole in Chianti
• Il Ginepro Home
• Oasi nel cuore del Chianti
• Villa Podere Terrena
• Podere Lucignano Secondo Agriturismo
• Sestuccina
• Riecine Capanna 4, Gaiole in Chianti, Siena and Chianti
• Il Colombaio by VacaVilla

In 2026, Mydreamydestination offers 519 summer rentals in or around Gaiole in Chianti. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

The average price per night for a summer rental in Gaiole in Chianti is $557. Check the full list of summer accommodations in Gaiole in Chianti.

There are 519 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Mydreamydestination.

Yes, here are some popular summer holiday rentals in Gaiole in Chianti that have a private or indoor pool:

• Farmhouse apartment in Chianti with garden and pool for 2 people
• La stalla
• Cavarchino B&B
• Secluded villa between Chianti vineyards, private pool, tennis, large garden

Check all holiday rentals with a pool in Gaiole in Chianti on Mydreamydestination.