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Compare 40 Villas in Sassicaia Wine Area with updated reviews, rates, and availability.

Country villa with pool 5 minutes from spa center
Exterior

Country villa with pool 5 minutes from spa center

Country villa with pool 5 minutes from spa center
Comfortable Tuscany Family House with Private Pool close to beach and wine area
Pool with 8 beach chairs and 3 umbrellas.

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

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

8.8 out of 10, Excellent, (13)
"Schöne super große Unterkunft auf einem umzäunten Gelände. Pool ist super und ebenfalls umzäunt. Kleine Grillstelle und Outfoorküche die wir immer genutzt haben"
country villa with private pool between Bolgheri & Castagneto 5 km from the sea
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, (18)
"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 in Bibbona with 2 bedrooms sleeps 4
Building Exterior, Garden, Main Entrance, Outdoor, Pool, Summer

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.
"Villa Jenny " with swimming pool and WI-FI
Terrace/patio

"Villa Jenny " with swimming pool and WI-FI

"Villa Jenny " with swimming pool and WI-FI
Private Villa with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view, parking
Building Exterior, Garden, Main Entrance, Outdoor, Pool, Summer

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

8.0 out of 10, Very Good, (1)
Private Villa with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view, parking
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
Villa La Quercia-Dalia
Pool

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 BOLGHERI - Six Bedroom Villa, Sleeps 14
Pool

VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14

VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14
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
Exclusive villa for families or groups of friends, in Maremma 3 minutes from the sea
Exterior

Exclusive villa for families or groups of friends, in Maremma 3 minutes from the sea

Exclusive villa for families or groups of friends, in Maremma 3 minutes from the sea
Villa La Quercia-Fresia
Pool

Villa La Quercia-Fresia

Villa La Quercia-Fresia
Stunning private villa for 6 guests with private pool, WIFI, TV, panoramic view and parking
Pool

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

9.4 out of 10, Exceptional, (16)
Stunning private villa for 6 guests with private pool, WIFI, TV, panoramic view and parking
Poderino - Holiday Rental with swimming pool on the Tuscan Coast
Pool

Poderino - Holiday Rental with swimming pool on the Tuscan Coast

10.0 out of 10, Exceptional, (10)
Poderino - Holiday Rental with swimming pool on the Tuscan Coast
Villa Allegra - Homelike Villas
Aerial view

Villa Allegra - Homelike Villas

Villa Allegra - Homelike Villas
Villa Corallina 12
Room

Villa Corallina 12

Villa Corallina 12
Poderino - La California ,Tuscany

Poderino - La California ,Tuscany

Poderino - La California ,Tuscany
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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Other property types in Sassicaia Wine Area

Canado Club Family Village
View from property

Canado Club Family Village

4.0 star property
8.2 out of 10, Very Good, (104)
"Cleaniness below average. Not enough sunbeds by the pool. Food was good. Restaurant/bar/animation staff very kind and prepared, reception/housekeeping very moody and dismissive. "
Canado Club Family Village
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
Pool

Typical comfortable Tuscan House, surrounded by greenery and view to the sea

9.6 out of 10, Exceptional, (34)
"My husband and I spent 9 days at Anna Maria and Filiberto property. We had the most wonderful time there. We can't remember having such relaxing holiday. Everything was just perfect: spacious, clean house, outdoor table with chairs, the most beautiful palm tree in front of our house, blooming flowers and trees. Absolutely perfect. We made trips to Volterra, Pisa, Sienna, San Gimignano, we walked on the beach and in the forest. We are definitely coming back. Anna Maria and Filiberto, Thank you...
Typical comfortable Tuscan House, surrounded by greenery and view to the sea
Old house with garden in the center of Bibbona, with a view to
Property grounds

Old house with garden in the center of Bibbona, with a view to

9.6 out of 10, Exceptional, (38)
"The host was amazing he met us helped with our luggage both in and out of the property Its a very hilly area but beautiful Great stay lovely little garden with lots of steps to get down but worth the effort"
Old house with garden in the center of Bibbona, with a view to
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.

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Prices for villas in Sassicaia Wine Area range between and per night. Whatever your budget, you’re sure to find a place that suits your needs on Expedia. 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?
Choose from 40 villas in Sassicaia Wine Area. Whether you’re traveling with the entire family or your favorite friends, and wherever you’re venturing, Expedia can help you secure the ideal space.
Why book your villa in Sassicaia Wine Area with Expedia?
We think arranging a vacation shouldn’t be difficult, so if you’re in search of villas at a nice price, Expedia is here to help. Save money and choose an all-inclusive stay, or splurge on a high-end villa to spoil your loved ones. Take advantage of our search filters to find a retreat in Sassicaia Wine Area that suits your needs.
How can I find cheap villas in Sassicaia Wine Area?
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