A stone building with a window, purple wisteria vines, and potted plants.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Sassicaia Wine Area villas

A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

1. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is AU$305
includes taxes & fees
13 Oct - 14 Oct
Villa Le Polle di Meletro
A villa with a swimming pool, surrounded by lush greenery and hills.

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

Villa "Cristina" with sea view, private pool and Wi-Fi
Riparbella
9.8 out of 10, Exceptional, (12 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 AU$1,583
includes taxes & fees
2 Nov - 3 Nov
Villa "Cristina" with sea view, private pool and Wi-Fi
A stone building with balconies, a gravel path, and a tree.

3. 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 traveller
The price is AU$569
includes taxes & fees
11 Oct - 12 Oct
Villa "Bouganville - Colleberto" with Sea View, Private Terrace & Wi-Fi
A stone exterior wall, a glass door entrance, and a brick pathway leading to a staircase.

4. 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 AU$767
includes taxes & fees
11 Oct - 12 Oct
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
A wooden deck with a glass enclosure overlooking a mountainous landscape.

5. 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 AU$499
includes taxes & fees
1 Nov - 2 Nov
Villa Biancospino to Casa Conti di Sotto, private heated hydromassage,sea,spa
An outdoor patio with wicker furniture, a sofa, and a table.

6. 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 traveller
The price is AU$7,836
includes taxes & fees
10 Oct - 11 Oct
Villa "Tenuta Vallegaia" with sea view, private pool and Wi-Fi
A stone house with a garden, a tennis court, and a vineyard in the background.

7. 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 AU$6,092
includes taxes & fees
11 Oct - 12 Oct
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
A covered outdoor area with a pool, wicker furniture, and a view of the countryside.

8. 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 AU$4,284
includes taxes & fees
12 Oct - 13 Oct
Villa Podere Cafaggio with Private Pool, Terrace, and Air Conditioning
A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

9. 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 AU$4,873
includes taxes & fees
12 Oct - 13 Oct
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
A gazebo with a thatched roof overlooking a scenic landscape.

10. 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 AU$588
includes taxes & fees
16 Oct - 17 Oct
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

10/10 Excellent
"Incroyable resort,superbe plage et Spa magnifique"
Manon 1-night trip
Posted 11 days ago
Tombolo Talasso & Beach Resort

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
Accommodation
39 Villas
Lowest Price
AU$305
Highest Price
AU$305

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
You can expect to pay between AU$305 and AU$305 per night for a villa in Sassicaia Wine Area. No matter your budget, the ideal stay is only a click away on Expedia. This price was 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?
Pick from 39 villas in Sassicaia Wine Area. Whether you're holidaying with your family or friends, and wherever your destination, Expedia can help you find the ideal space.
What is there to do near my villa in Sassicaia Wine Area?
Wherever you go in Sassicaia Wine Area, you'll find plenty to keep you entertained here. Spending some time in Castagneto Carducci? Cavallino Matto is a first-rate attraction to include on your itinerary.