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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Sassicaia Wine Area villas

2 outdoor pools, pool umbrellas, sun loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
The price is ￥19,000
￥32,310 total
includes taxes & fees
May 5 - May 6
La Lunaria di Lajatico
Exterior

Villa "Cristina" with sea view, private pool and Wi-Fi

Villa "Cristina" with sea view, private pool and Wi-Fi
Riparbella
9.4 out of 10, Exceptional, (9 reviews)
"Pros: The property was clean, very well appointed and had everything we needed. Gian was friendly, very helpful and responded quickly to messages. We would love to come back."
United States
Anonymous traveler
The price is ￥136,337
￥181,775 total
includes taxes & fees
May 7 - May 8
Villa "Cristina" with sea view, private pool and Wi-Fi
Exterior

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is ￥18,402
￥25,027 total
includes taxes & fees
Jun 1 - Jun 2
Villa Cattleya
Outdoor dining

Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio

Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Toscana
9.8 out of 10, Exceptional, (21 reviews)
"Posto magnifico, le ville molto curate e pulite, con tutto il necessario e anche di più. La posizione davvero ottima, si arriva in un attimo in paese e in pochi minuti di auto si può raggiungere la costa. Consigliatissimo, sicuramente ritorneremo anche con la bella stagione."
Italy
Giulia O.
The price is ￥58,888
￥66,065 total
includes taxes & fees
May 5 - May 6
Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
Exterior

Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi

Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Follonica
The price is ￥77,561
￥78,297 total
includes taxes & fees
May 7 - May 8
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Outdoor dining

Villa Marina with private pool, Borgo del Silenzio

Villa Marina with private pool, Borgo del Silenzio
Lajatico
Villa Marina with private pool, Borgo del Silenzio
Pool

Ludovica and Marina Villas with 2 pools

Ludovica and Marina Villas with 2 pools
Lajatico
Ludovica and Marina Villas with 2 pools
Terrace/patio

Villa "Tenuta Vallegaia" with sea view, private pool and Wi-Fi

Villa "Tenuta Vallegaia" with sea view, private pool and Wi-Fi
Rosignano Marittimo
8.0 out of 10, Very Good, (3 reviews)
"Pros: Huset er ideelt hvis man rejser flere familier sammen - der er god plads både ude og inde…poolen er fantastisk og huset ligeså - vi havde en fantastisk ferie og kommer helt sikkert igen. Men man kan heller ikke nævne stedet og huset uden at nævne værten Triziana og hendes mand - de gjorde ALT for at vi fik det bedste ophold vi kunne tænke os -TAK til dem."
Denmark
Anonymous traveler
The price is ￥633,655
￥634,207 total
includes taxes & fees
May 5 - May 6
Villa "Tenuta Vallegaia" with sea view, private pool and Wi-Fi
Outdoor dining

Villa Ludovica with private pool, Borgo del Silenzio

Villa Ludovica with private pool, Borgo del Silenzio
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Mooie villa met alle accommodatie op een unieke ligging"
Netherlands
Carl P.
Villa Ludovica with private pool, Borgo del Silenzio
Exterior

Villa ETRU Private Home - Luxury Farm Stay with Restaurant and Experiences

Villa ETRU Private Home - Luxury Farm Stay with Restaurant and Experiences
Peccioli
The price is ￥297,936
￥336,949 total
includes taxes & fees
May 24 - May 25
Villa ETRU Private Home - Luxury Farm Stay with Restaurant and Experiences
Pool

Holiday Home 'Villa Adelmo' with Private Pool, Terrace and Wi-Fi

Holiday Home 'Villa Adelmo' with Private Pool, Terrace and Wi-Fi
Pomarance
10.0 out of 10, Exceptional, (7 reviews)
"Pros: Just everything, nothing was left. The house is in a quite location with beautiful view. The host is so friendly and helpful, we could really relax and enjoy the pool, and we’ve seen many tuscayan highlights like Siena, San Gimignano, Elba Island. Cons: Time was to short!"
United States
Anonymous traveler
The price is ￥214,098
￥237,462 total
includes taxes & fees
May 11 - May 12
Holiday Home 'Villa Adelmo' with Private Pool, Terrace and Wi-Fi
Exterior

Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi

Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Riparbella
10.0 out of 10, Exceptional, (1 review)
"Pros: We enjoyed everything in this house! Great location to visit the region, quiet area but close to points of interest. Fantastic view, the house is surrounded by a great garden. Perfectly renovated by an interior designer. Top quality equipment (bedding, floor AC, electronic appliances) and amenities (beautiful pool, bikes, badminton court). The house is greatly maintained, with an attention to details (welcome bottle of wine, flowers and basic products in the kitchen). Sabina can cook an...
United States
Anonymous traveler
The price is ￥583,495
￥583,495 total
includes taxes & fees
May 11 - May 12
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Terrace/patio

Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa

Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"It was a very nice vacation at Casa Conti Di Sotto. The VIP area is really private, you only have one neighbour in the other part of the house. The house and garden are well equipped. The main house is located a few meters away from the VIP area. There are all the other things like swimming pool and sauna. The upper part at the sauna has a nice view of the landscape. Vasile was also very nice and helpful."
Germany
Matthias W.
The price is ￥58,888
￥67,353 total
includes taxes & fees
May 30 - May 31
Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
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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Top Sassicaia Wine Area Hotel Reviews

Tombolo Talasso Resort

Tombolo Talasso Resort

6/10 Okay
"Pool and spa timing was wierd . We stayed with family never got a chance when we are back from sightseeing its done . Kids timing was more difficult to use . Not worth the money .staff was nice"
Venkateshwar 2-night trip
Posted 7 days ago
Tombolo Talasso Resort

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
43
Accommodation
48 Villas
Lowest Price
￥25,027
Highest Price
￥634,207

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Villas in Sassicaia Wine Area range between ￥25,027 and ￥634,207 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 48 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.
How can I find cheap villas in Sassicaia Wine Area?
Expedia can help you track down cheap villas in Sassicaia Wine Area. Simply use the filter tool to select amenities, budget and star rating to refine your search and find an awesome place to stay in a few quick clicks.
What is there to do near my villa in Sassicaia Wine Area?
You'll find many attractions to explore when traveling through Sassicaia Wine Area. If your itinerary includes a trip to Castagneto Carducci, Cavallino Matto is popular with visitors.