Pienza Summer Rentals, Cottages & Cabins

There are a lot of options in Pienza. If you plan on staying in the Pienza area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Pienza:

• Luxury Villa in Monticchiello, your heaven in Tuscany
• Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
• Luxury Tuscan villa, spectacular views, beautiful pool and garden.
• Vento Dorcia
• Suite Gioconda - Podere Casa Rossa in Pienza
• Dimora Buonriposo Pienza Country House
• Villa Campriano In Pienza, Tuscany
• Luxury Farmhouse In Tuscany,val D'orcia With Two Large Independent Apartments
• La Bellavita B&B
• GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA

In 2026, Mydreamydestination offers 185 summer rentals in or around Pienza. 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 Pienza is $654. Check the full list of summer accommodations in Pienza.

There are 185 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 Pienza that have a private or indoor pool:

• Villa I Cipressini Tuscany Private luxury pool spa
• Villa degli Archi
• L'Olmo
• Villa Arpicella Pienza Siena Italy Tuscany, a stunning, green, peacefull corner

Check all holiday rentals with a pool in Pienza on Mydreamydestination.