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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Sassicaia Wine Area villas

Pool

1. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is ￥25,355
￥35,603 total
includes taxes & fees
Sep 29 - Sep 30
Villa Le Polle di Meletro
Exterior

2. Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is ￥16,036
￥22,450 total
includes taxes & fees
Sep 17 - Sep 18
Villa Cattleya
Terrace/patio

3. Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning

Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
Monteverdi Marittimo
The price is ￥431,695
￥473,694 total
includes taxes & fees
Sep 27 - Sep 28
Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
Exterior

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

Villa "Cristina" with sea view, private pool and Wi-Fi
Riparbella
9.6 out of 10, Exceptional, (10 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 ￥150,683
￥194,678 total
includes taxes & fees
Oct 1 - Oct 2
Villa "Cristina" with sea view, private pool and Wi-Fi
Outdoor dining

5. 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 detail

6. Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center

Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Massa Marittima
The price is ￥70,559
￥88,377 total
includes taxes & fees
Oct 5 - Oct 6
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
Pool

7. Ludovica and Marina Villas with 2 pools

Ludovica and Marina Villas with 2 pools
Lajatico
Ludovica and Marina Villas with 2 pools
Exterior

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

Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Follonica
10.0 out of 10, Exceptional, (1 review)
"Pros: La vue proximité mer et ville superbe villa vue sur mer"
France
Anonymous traveler
The price is ￥92,306
￥93,019 total
includes taxes & fees
Oct 7 - Oct 8
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
Terrace/patio

9. 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
Terrace/patio

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

Villa "Tenuta Vallegaia" with sea view, private pool and Wi-Fi
Rosignano Marittimo
8.6 out of 10, Excellent, (4 reviews)
"Pros: Das Haus hat alles was man sich wünscht und ist gut gepflegt."
Germany
Anonymous traveler
The price is ￥962,169
￥962,704 total
includes taxes & fees
Oct 3 - Oct 4
Villa "Tenuta Vallegaia" with sea view, private pool and Wi-Fi
Exterior

11. 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 ￥606,245
￥606,245 total
includes taxes & fees
Sep 18 - Sep 19
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Exterior

12. Incredible Villa in the Heart of Tuscany

Incredible Villa in the Heart of Tuscany
Cecina
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Outside pizza oven :)"
Italy
Anonymous traveler
The price is ￥670,890
￥671,425 total
includes taxes & fees
Sep 26 - Sep 27
Incredible Villa in the Heart of Tuscany
Pool

13. Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning

Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
Gavorrano
The price is ￥449,012
￥538,815 total
includes taxes & fees
Sep 18 - Sep 19
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
Pool

14. Villa 'Karla' with Private Pool, Wi-Fi and Air Conditioning

Villa 'Karla' with Private Pool, Wi-Fi and Air Conditioning
Chianni
The price is ￥300,678
￥334,889 total
includes taxes & fees
Sep 21 - Sep 22
Villa 'Karla' with Private Pool, Wi-Fi and Air Conditioning
Seasonal outdoor pool, pool umbrellas, sun loungers

15. Villa Tosca

Villa Tosca
Peccioli
The price is ￥176,512
￥194,163 total
includes taxes & fees
Sep 28 - Sep 29
Villa Tosca
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

Hotel Gabbani

Hotel Gabbani

10/10 Excellent
"Very nice place to stay. Affordable, clean, modern."
Aldo 2-night trip
Posted 7 days ago
Hotel Gabbani

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
22
Accommodation
45 Villas
Lowest Price
￥22,450
Highest Price
￥962,704

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Villas in Sassicaia Wine Area range between ￥22,450 and ￥962,704 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 45 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.