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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Sassicaia Wine Area villas

2 outdoor pools, pool umbrellas, pool 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 €366
includes taxes & fees
5 Jun - 6 Jun
La Lunaria di Lajatico
Exterior

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is €130
includes taxes & fees
1 Jun - 2 Jun
Villa Cattleya
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.
Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
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 €633
includes taxes & fees
5 Jun - 6 Jun
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
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 traveller
The price is €1,378
includes taxes & fees
26 May - 27 May
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 traveller
The price is €3,841
includes taxes & fees
3 Jun - 4 Jun
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
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 traveller
The price is €2,047
includes taxes & fees
30 May - 31 May
Villa "Cristina" with sea view, private pool and Wi-Fi
Exterior

Amazing Villa in the heart of Tuscany

Amazing Villa in the heart of Tuscany
Cecina
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Outside pizza oven :)"
Italy
Anonymous traveller
The price is €3,965
includes taxes & fees
14 Jun - 15 Jun
Amazing Villa in the heart of Tuscany
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 €380
includes taxes & fees
5 Jun - 6 Jun
Villa Gelsomino a Casa Conti di Sotto-Toscana mare piscine/spa- idromassaggio
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 & Beach Resort

Tombolo Talasso & Beach Resort

8/10 Good
"Where as we enjoyed our time here we did have a bit of an issue with our room temperature. We asked for it to be lowered as it was 81 degrees. We found out, after a very uncomfortable night and requesting 2 more times, that the AC was not working. As an aside: we could not open a window as our room was on the 1st floor and only had doors to a common area. We were moved to a new room. Other than that- the staff was lovely the pools and Spa are great. Location is wonderful with close proximity to the beach and some wonderful restaurants serving delicious seafood."
Mary Jane 3-night trip
Posted 4 days ago
Tombolo Talasso & Beach Resort

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
44
Accommodation
46 Villas
Lowest Price
€130
Highest Price
€3,965

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Villas in Sassicaia Wine Area range between €130 and €3,965 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 46 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.
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 travelling through Sassicaia Wine Area. If your itinerary includes a trip to Castagneto Carducci, Cavallino Matto is popular with visitors.