Book villas with a pool in Castellina In Chianti

Experience Romance and Relaxation in a Villa with a Pool in Castellina In Chianti

When you choose a villa with a pool in Castellina In Chianti, you're inviting a world of luxury, tranquility, and romance into your travel experience. Nestled in the heart of Tuscany, these stunning villas provide the perfect backdrop for unforgettable moments. Picture yourself enjoying a refreshing dip in your private pool, surrounded by lush vineyards and picturesque landscapes. Whether you're celebrating a special occasion or simply seeking a serene getaway, these villas offer an idyllic setting for relaxation and connection with your loved ones. With ample space and breathtaking views, you'll find that a villa stay elevates your Italian escape to new heights.

Our top choices for a great stay

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Book a stay at this family-friendly villa in Castellina in Chianti. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Casa Vinicola Luigi Cecchi and Castellina Fortress are located nearby.
10/10 Exceptional! (48 reviews)
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ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Luxury converted barn with hilltop views in chianti wine region, Tuscany

Luxury converted barn with hilltop views in chianti wine region, Tuscany

Book a stay at this family-friendly villa in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mazzei Winery and Lilliano Estate Winery are located nearby.
10/10 Exceptional! (75 reviews)
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Luxury converted barn with hilltop views in chianti wine region, Tuscany
Macia Viva, Castellina in Chianti, Siena and Chianti

Macia Viva, Castellina in Chianti, Siena and Chianti

Stay at this villa in Castellina in Chianti. Enjoy private pools, a garden, and laundry facilities. Popular attractions Casa Vinicola Luigi Cecchi and Archaeological Museum of Chianti are located nearby.
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Macia Viva, Castellina in Chianti, Siena and Chianti
Casa Fioraie - House with private pool

Casa Fioraie - House with private pool

Stay at this villa in Castellina in Chianti. Enjoy free WiFi, private pools, and a garden. Popular attractions Isole e Olena Winery and Casa Emma are located nearby.
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Casa Fioraie - House with private pool
Villa with pool in Chianti countryside

Villa with pool in Chianti countryside

Stay at this villa in Castellina in Chianti. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Walls of Monteriggioni and Casa Vinicola Luigi Cecchi are located nearby.
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Villa with pool in Chianti countryside
Fioraie villa with pool and breathtaking views for 6 people

Fioraie villa with pool and breathtaking views for 6 people

Stay at this villa in Castellina in Chianti. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Isole e Olena Winery and Casa Emma are located nearby.
7.4/10 Good! (3 reviews)
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Fioraie villa with pool and breathtaking views for 6 people
Casa Fioraie - Castellina In Chianti ,Tuscany

Casa Fioraie - Castellina In Chianti ,Tuscany

Stay at this villa in Castellina in Chianti. Enjoy private pools, a garden, and laundry facilities. Popular attractions Isole e Olena Winery and Casa Emma are located nearby.
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Casa Fioraie - Castellina In Chianti ,Tuscany
Lovely apartment in villa for 4 guests with pool, WIFI, A/C, TV, patio, panoramic view and parking

Lovely apartment in villa for 4 guests with pool, WIFI, A/C, TV, patio, panoramic view and parking

Stay at this villa in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Archaeological Museum of Chianti and Castellina Fortress are located nearby.
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Lovely apartment in villa for 4 guests with pool, WIFI, A/C, TV, patio, panoramic view and parking
Podere Gabbiano, Castellina in Chianti, Siena and Chianti

Podere Gabbiano, Castellina in Chianti, Siena and Chianti

Stay at this villa in Castellina in Chianti. Enjoy private pools, a fitness center, and a garden. Popular attractions Il Molino di Grace Winery and Montecalvario are located nearby.
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Podere Gabbiano, Castellina in Chianti, Siena and Chianti
Cosy apartment in villa with WIFI, pool, TV, patio, pets allowed, panoramic view and parking

Cosy apartment in villa with WIFI, pool, TV, patio, pets allowed, panoramic view and parking

Stay at this villa in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Casa Vinicola Luigi Cecchi and Castellina Fortress are located nearby.
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Cosy apartment in villa with WIFI, pool, TV, patio, pets allowed, panoramic view and parking
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 Private Villa with a Pool in Castellina In Chianti?

For honeymooners, families, or leisure travelers, private villas with swimming pools in Castellina In Chianti offer an unmatched experience compared to traditional hotels. While hotels provide essential amenities and services, a luxury pool vacation villa for rent allows you to enjoy unparalleled privacy and spaciousness. Imagine waking up to serene views, spending lazy afternoons by your pool, and hosting intimate gatherings in your own charming garden. Villas are perfect for creating cherished memories, whether it’s splashing around with the kids or enjoying a romantic evening under the stars. Plus, the unique character of these properties makes every moment feel special, giving you the freedom to explore the beautiful surroundings at your own pace. Embrace the flexibility, comfort, and enchanting ambiance that a private villa offers, making your stay in Castellina In Chianti truly remarkable.