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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Villas in Sassicaia Wine Area and around

Villa Cresci with pool 5 minutes from spa center
Outdoor pool

Villa Cresci with pool 5 minutes from spa center

Villa Cresci with pool 5 minutes from spa center
Comfortable Tuscany Family House with Private Pool close to beach and wine area
Pool

Comfortable Tuscany Family House with Private Pool close to beach and wine area

Comfortable Tuscany Family House with Private Pool close to beach and wine area
PODERE LIVRONE- WITH SWIMMING POOL
Pool

PODERE LIVRONE- WITH SWIMMING POOL

10.0 out of 10, Exceptional, (3)
"Wir hatten eine tolle Woche in der Unterkunft und würden jederzeit wieder buchen. Veronica ist eine super Gastgeberin, die stets für Fragen zur Verfügung steht und tolle Tipps gibt."
PODERE LIVRONE- WITH SWIMMING POOL
Private Villa with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view, parking
Fridge, microwave, oven, stovetop

Private Villa with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view, parking

8.0 out of 10, Very good, (1)
"Sehr schöne Lage im Olivenhain etwas versteckt. Schöner Pool"
Private Villa with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view, parking
House with 6 Bedrms, 5 Bathrms, 5min walk trough a private grove to the beach
Outdoor dining

House with 6 Bedrms, 5 Bathrms, 5min walk trough a private grove to the beach

9.8 out of 10, Exceptional, (19)
"After a busy week in the city, this was the perfect change of pace. The house fit our large family, the walk to the beach was easy, the grounds were manicured and spacious. It was so relaxing. Desi was a fantastic host."
House with 6 Bedrms, 5 Bathrms, 5min walk trough a private grove to the beach
Villa Palma luxury detached house with direct access to the beach
Pool

Villa Palma luxury detached house with direct access to the beach

10.0 out of 10, Exceptional, (2)
"Mi chiamo Raina lusuardi ho soggiornato con la Mia famiglia e amici in questa splendida villa , villa Palma , pulitissima chic con spazi ben distribuiti e attrezzati , posizione super con davanti una pineta con accesso al mare strepitosa ! La proprietaria Allegra e’ meravigliosa , disponibile simpatica e ci ha accontentato in tutto Grazie cara Allegra per tutto . Raina Lusuardi"
Villa Palma luxury detached house with direct access to the beach
Villa in Bibbona with 2 bedrooms sleeps 4
Fridge, microwave, oven, stovetop

Villa in Bibbona with 2 bedrooms sleeps 4

10.0 out of 10, Exceptional, (1)
"Wir waren als Familie mit 2 Hunden in dem schönen Ferienhaus. Das Ferienhaus entspricht den Bildern, die Lage ist ein Traum. Man ist für sich, das Grundstück ist nicht einsichtbar. Die Entfernung zum Meer, nur wenige Minuten. Der Gastgeber ist sehr freundlich und kümmert sich regelmäßig um die Pflege des Pools."
Villa in Bibbona with 2 bedrooms sleeps 4
Single villa with swimming pool on the Bolgheri wine route.
Property grounds

Single villa with swimming pool on the Bolgheri wine route.

9.4 out of 10, Exceptional, (3)
"Es war wunderbar. Sind das zweite Mal da gewesen. Alles super gelaufen."
Single villa with swimming pool on the Bolgheri wine route.
Cosy apartment in villa for 4 guests with A/C, pool, WIFI, TV, patio, pets allowed and parking
Pool

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

Cosy apartment in villa for 4 guests with A/C, pool, WIFI, TV, patio, pets allowed and parking
Casa nel Bosco - independent villa with large fully fenced garden
Outdoor dining

Casa nel Bosco - independent villa with large fully fenced garden

8.0 out of 10, Very good, (1)
"Accoglienza calorosa e precisa,il posto carino anche se non fresco come speravamo. Paesaggio molto piacevole e possibilità di piacevoli passeggiate."
Casa nel Bosco - independent villa with large fully fenced garden
Villa Corallina 12, Emma Villas
Pool

Villa Corallina 12, Emma Villas

Villa Corallina 12, Emma Villas
Villa La Quercia-Dalia
Beach nearby

Villa La Quercia-Dalia

Villa La Quercia-Dalia
Villa in Castagneto Carducci with 7 bedrooms sleeps 12
Pool

Villa in Castagneto Carducci with 7 bedrooms sleeps 12

Villa in Castagneto Carducci with 7 bedrooms sleeps 12
Villa Corallina 12
Villa

Villa Corallina 12

Villa Corallina 12
Beautiful private villa with A/C, private pool, WIFI, TV, terrace, panoramic view and parking
TV

Beautiful private villa with A/C, private pool, WIFI, TV, terrace, panoramic view and parking

Beautiful private villa with A/C, private pool, WIFI, TV, terrace, panoramic view and parking
Beautiful private villa for 6 people with WIFI, private pool, TV, panoramic view and parking
Terrace/patio

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

9.2 out of 10, Wonderful, (17)
"Wir waren 9 Tage im Poderino und haben die Zeit sehr genossen. Es war alles sehr sauber und die Schlafzimmer haben super frisch gerochen. Die Küche ist eher spartanisch eingerichtet. Leider keine Spülmaschine vorhanden. Normalerweise sind wir 2 - 3 Wochen in der Toskana. Für einen längeren Aufenthalt würden wir das Haus nicht buchen, da uns das Fehlen der Spülmaschine/Waschmaschine und die sehr einfach eingerichtete Küche nicht gefallen. Für eine Woche war es aber okay, da wir nicht viel gekocht...
Beautiful private villa for 6 people with WIFI, private pool, TV, panoramic view and parking
Bolgheri Countryhouse
Outdoor dining

Bolgheri Countryhouse

Bolgheri Countryhouse
Villa Cresci - Villa del Lodano
Outdoor dining

Villa Cresci - Villa del Lodano

Villa Cresci - Villa del Lodano
Villa SIloral, a jewel in the Etruscan Coast
Exterior

Villa SIloral, a jewel in the Etruscan Coast

Villa SIloral, a jewel in the Etruscan Coast
La Quercia-Erica - One Bedroom Villa, Sleeps 5
Property grounds

La Quercia-Erica - One Bedroom Villa, Sleeps 5

La Quercia-Erica - One Bedroom Villa, Sleeps 5
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.
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Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Villas in Sassicaia Wine Area range between and per night. These getaways provide the privacy of your own space at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Sassicaia Wine Area?
Take a look at our 59 villas in Sassicaia Wine Area and then select your favourite. Whether you're planning a family holiday or reuniting with friends, your perfect stay is just a few clicks away with Expedia.
Why book your villa in Sassicaia Wine Area with Expedia?
Reserving a villa in Sassicaia Wine Area is as easy as clicking on your travel dates and selecting a place that satisfies your needs. On the lookout for something luxurious or low cost, or a stay that also offers a kitchenette? Use Expedia's search filters to narrow your results and find your ideal pad.