Search Villas in Sassicaia Wine Area

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 12 - Sep 14
In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2

Villas in Sassicaia Wine Area

Our top choices for Sassicaia Wine Area villas

Villa Cresci with pool 5 minutes from spa center
Exterior

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
Exterior

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

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
country villa with private pool between Bolgheri & Castagneto 5 km from the sea
Exterior

country villa with private pool between Bolgheri & Castagneto 5 km from the sea

8.6 out of 10, Excellent, (14)
"Der große Garten mit Pool und Terrasse sind sehr schön.Leider ist das Haus lieblos eingerichtet und sehr schmutzig übergeben worden.Zum Schluss hatten wir noch eine Stromrechnung in Höhe von 167,- Euro für 8 Tage Aufenthalt.Wir werden uns nicht mehr für das Haus entscheiden."
country villa with private pool between Bolgheri & Castagneto 5 km from the sea
Villa Palma luxury detached house with direct access to the beach
Terrace/patio

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 SIloral, a jewel in the Etruscan Coast
Exterior

Villa SIloral, a jewel in the Etruscan Coast

Villa SIloral, a jewel in the Etruscan Coast
Cuccardino - Holiday House with swimming pool
Outdoor dining

Cuccardino - Holiday House with swimming pool

9.8 out of 10, Exceptional, (20)
"Just returned from 2 weeks in this wonderful villa. The villa is just a 2 minute drive from the local village which has restaurants and shops but is set in a beautiful and peaceful location surrounded by olive groves. The views are fantastic and the pool is perfect. Would definitely recommend. Sleeps 4 comfortably and the air conditioning was fantastic at night."
Cuccardino - Holiday House with swimming pool
Villa in Bibbona with 2 bedrooms sleeps 4
Exterior

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.
Pool

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

Private Villa with A/C, private pool, WIFI, 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 A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view, parking
Stunning private villa for 6 guests with private pool, WIFI, TV, panoramic view and parking
Terrace/patio

Stunning private villa for 6 guests with private pool, WIFI, TV, panoramic view and parking

9.2 out of 10, Wonderful, (18)
"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...
Stunning private villa for 6 guests with private pool, WIFI, TV, panoramic view and parking
Cosy apartment in villa for 4 people with A/C, WIFI, pool, TV, patio, pets allowed and parking
Pool

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

Cosy apartment in villa for 4 people with A/C, WIFI, pool, TV, patio, pets allowed and parking
"Villa Jenny " with swimming pool and WI-FI
Exterior

"Villa Jenny " with swimming pool and WI-FI

"Villa Jenny " with swimming pool and WI-FI
VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14
Property grounds

VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14

VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14
Villa Corallina 12, Emma Villas
Exterior

Villa Corallina 12, Emma Villas

Villa Corallina 12, Emma Villas
Villa Corallina 12
Villa | 6 bedrooms

Villa Corallina 12

Villa Corallina 12
Villa La Quercia-Dalia
Outdoor dining

Villa La Quercia-Dalia

Villa La Quercia-Dalia
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 in Marina Di Bibbona with 6 bedrooms sleeps 12
Property grounds

Villa in Marina Di Bibbona with 6 bedrooms sleeps 12

Villa in Marina Di Bibbona with 6 bedrooms sleeps 12
Villa in Castagneto Carducci with 7 bedrooms sleeps 12
Exterior

Villa in Castagneto Carducci with 7 bedrooms sleeps 12

Villa in Castagneto Carducci with 7 bedrooms sleeps 12
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sassicaia Wine Area Hotel Reviews

Tombolo Talasso Resort

Tombolo Talasso Resort

10/10 Excellent
"Excellent resort place in Italy. It’s small hotel, old building, very well maintained. Located in small town has everything you need for relax and quiet environment around. A lot of potential activities around: great swimming pool outside, private beach at the sea with restaurants and bar. Great spa with caves style seawater pools with different temperatures, jets massage options and special massages and skin treatments. Excellent service all around. Huge park area nearby for morning walks or biking. Great breakfast, good restaurants around. Very friendly staff, English speaking. I would be happy to recommend this place to all my friends and family."
Boris 6-night trip
Posted 3 months ago
Tombolo Talasso Resort

Find out more about Sassicaia Wine Area

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
Accommodation
64 Villas
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 64 villas in Sassicaia Wine Area and then select your favorite. Whether you're planning a family vacation 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.