Book villas with a pool in Siena

Experience a charming retreat with a villa rental with a private pool in Siena

A villa with a private pool in Siena offers travelers a unique blend of culture and relaxation, creating the perfect getaway. Nestled in the heart of Tuscany, these villas provide an idyllic setting to unwind while immersing yourself in the rich history and breathtaking landscapes of the region. Imagine soaking up the sun by your own pool, sipping local wines, and enjoying the beauty of the rolling hills. Whether you're exploring medieval towns, savoring authentic cuisine, or simply basking in the serene atmosphere, a villa with a pool is your gateway to an unforgettable Italian experience.

Our top choices for a great stay

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Book a stay at this family-friendly villa in Siena. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Siena Cathedral and Piazza del Campo are located nearby.
10/10 Exceptional! (88 reviews)
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Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Book a stay at this family-friendly villa in Siena. Enjoy free WiFi, private pools, and a sauna. Popular attractions Piazza del Campo and Siena Cathedral are located nearby.
10/10 Exceptional! (7 reviews)
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Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Il Boschetto an oasis of peace and nature in Siena

Il Boschetto an oasis of peace and nature in Siena

Book a stay at this family-friendly villa in Siena. Enjoy free WiFi, private pools, and a garden. Popular attractions Siena Cathedral and Piazza del Campo are located nearby.
9.6/10 Exceptional! (23 reviews)
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Il Boschetto an oasis of peace and nature in Siena
Villa luna with pool and garden near the center of Siena

Villa luna with pool and garden near the center of Siena

Stay at this villa in Siena. Enjoy private pools, a sauna, and a garden. Popular attractions Siena Cathedral and Piazza del Campo are located nearby.
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Villa luna with pool and garden near the center of Siena
Villa Degli Olivi Siena

Villa Degli Olivi Siena

Book a stay at this family-friendly villa in Siena. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Piazza del Campo and Siena Cathedral are located nearby.
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Villa Degli Olivi Siena
Villa Sole with pool and garden near the center of Siena

Villa Sole with pool and garden near the center of Siena

Stay at this villa in Siena. Enjoy private pools, a sauna, and a garden. Popular attractions Siena Cathedral and Piazza del Campo are located nearby.
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Villa Sole with pool and garden near the center of Siena
Spacious villa with stunning pool, luscious gardens

Spacious villa with stunning pool, luscious gardens

$2,019 nightly
The price is $2,019 total per night from Jul 14 to Jul 15
$2,019 total
Jul 14 - Jul 15
Total includes taxes and fees
Stay at this villa in Siena. Enjoy free breakfast, free WiFi, and private pools. Popular attractions Siena Cathedral and Piazza del Campo are located nearby.
Spacious villa with stunning pool, luscious gardens
Villa Colombaio, Country-house In Wine Estate 5km from Siena

Villa Colombaio, Country-house In Wine Estate 5km from Siena

Book a stay at this family-friendly villa in Siena. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Piazza del Campo and Siena Cathedral are located nearby.
10/10 Exceptional! (10 reviews)
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Villa Colombaio, Country-house In Wine Estate 5km from Siena
Villa Montelisi, With The most Unique View On Siena (6km)

Villa Montelisi, With The most Unique View On Siena (6km)

Book a stay at this family-friendly villa in Siena. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Piazza del Campo and Siena Cathedral are located nearby.
10/10 Exceptional! (52 reviews)
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Villa Montelisi, With The most Unique View On Siena (6km)
La Fonte Di Santa Regina 16, Emma Villas

La Fonte Di Santa Regina 16, Emma Villas

Stay at this villa in Siena. Enjoy free WiFi, private pools, and a garden. Popular attractions Piazza del Campo and Siena Cathedral are located nearby.
10/10 Exceptional! (1 review)
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La Fonte Di Santa Regina 16, Emma Villas
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.

Why choose a Villa with a Pool in Siena for Your Getaway?

For honeymooners, families, or leisure travelers, staying in a luxury pool vacation villa for rent in Siena offers an exceptional experience compared to traditional hotels. Villas provide ample space, allowing you to create cherished memories together, whether lounging by your private pool or enjoying alfresco meals under the Tuscan sky. Unlike hotels, which can often feel crowded and impersonal, a villa offers a sense of home and privacy, making it perfect for intimate moments or family bonding. With the flexibility to tailor your schedule, you can explore Siena’s rich culture during the day and retreat to your tranquil oasis in the evenings. Plus, the serene surroundings of your private villa enhance relaxation, allowing you to fully unwind after delightful adventures, such as wine tastings or exploring historic landmarks. Choose a villa for a unique blend of comfort, culture, and unforgettable experiences.