Book villas with a pool in Castelfiorentino

Experience the Charm of Private Villas with Pools in Castelfiorentino

Discover the enchanting allure of Castelfiorentino by booking a private villa with a pool. Nestled in the heart of Tuscany, these villas offer a unique blend of cultural richness and serene outdoor living. Imagine soaking up the sun by your own pool, surrounded by stunning landscapes and historic architecture. Whether you’re exploring local vineyards, savoring authentic Italian cuisine, or simply relaxing in your luxurious surroundings, a villa with a pool provides the ideal setting for an unforgettable getaway.

Our top choices for a great stay

Authentic Tuscan country house, dating back to around the year 1000

Authentic Tuscan country house, dating back to around the year 1000

Stay at this villa in Castelfiorentino. Enjoy free WiFi, private pools, and a garden. Popular attractions Teatro del Popolo and Benozzo Gozzoli Museum are located nearby.
9.4/10 Exceptional! (46 reviews)
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Authentic Tuscan country house, dating back to around the year 1000
Antica Sosta, Castelfiorentino, Florence and Chianti

Antica Sosta, Castelfiorentino, Florence and Chianti

Stay at this villa in Castelfiorentino. Enjoy private pools, a garden, and laundry facilities. Popular attractions Castle of Oliveto and Teatro del Popolo are located nearby.
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Antica Sosta, Castelfiorentino, Florence and Chianti
Lovely apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano

Lovely apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castle of Oliveto and Teatro del Popolo are located nearby.
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Lovely apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano
Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...

Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castle of Oliveto and Teatro del Popolo are located nearby.
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Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...
Cosy apartment in villa for 4 people with A/C, WIFI, pool, TV, terrace, pets allowed and parking

Cosy apartment in villa for 4 people with A/C, WIFI, pool, TV, terrace, pets allowed and parking

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castello di Coiano and Teatro del Popolo are located nearby.
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Cosy apartment in villa for 4 people with A/C, WIFI, pool, TV, terrace, pets allowed and parking
Nice apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano

Nice apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castle of Oliveto and Teatro del Popolo are located nearby.
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Nice apartment in villa with WIFI, pool, panoramic view and parking, close to San Gimignano
Casa Farsetti - Exclusive villa with private pool between Siena and Florence

Casa Farsetti - Exclusive villa with private pool between Siena and Florence

Book a stay at this family-friendly villa in Castelfiorentino. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Teatro del Popolo and Benozzo Gozzoli Museum are located nearby.
9.2/10 Wonderful! (19 reviews)
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Casa Farsetti - Exclusive villa with private pool between Siena and Florence
Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...

Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castle of Oliveto and Teatro del Popolo are located nearby.
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Lovely apartment in villa with pool, WIFI, patio, panoramic view and parking, close to San Gimig...
Wonderful private villa for 6 people with pool, WIFI, TV, terrace, panoramic view and parking

Wonderful private villa for 6 people with pool, WIFI, TV, terrace, panoramic view and parking

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Teatro del Popolo and Benozzo Gozzoli Museum are located nearby.
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Wonderful private villa for 6 people with pool, WIFI, TV, terrace, panoramic view and parking
Cosy apartment in villa with WIFI, pool, patio, panoramic view, parking, close to San Gimignano

Cosy apartment in villa with WIFI, pool, patio, panoramic view, parking, close to San Gimignano

Stay at this villa in Castelfiorentino. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castle of Oliveto and Teatro del Popolo are located nearby.
Get rates
Cosy apartment in villa with WIFI, pool, patio, panoramic view, parking, close to San Gimignano
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 Pool Villa in Castelfiorentino?

Opting for a luxury pool vacation villa for rent in Castelfiorentino instead of a traditional hotel can elevate your travel experience to new heights. For honeymooners and families alike, these private villas offer unmatched space and intimacy, allowing you to create cherished memories without the interruptions typical of hotel stays. Enjoy the freedom of your own pool, where you can take refreshing dips at your leisure or bask in the sun with loved ones. Imagine intimate evening gatherings under the stars, preparing your meals in a fully-equipped kitchen, and having the flexibility to plan your days around your own schedule. While hotels can offer convenience, private villas provide an exclusive escape, allowing you to immerse yourself in the local culture at your own pace. With beautiful surroundings and a peaceful ambiance, your stay in a villa with a pool promises to be an unforgettable blend of relaxation, romance, and adventure.