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

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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 ￥26,119
￥36,655 total
includes taxes & fees
Nov 10 - Nov 11
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)
"A beautiful villa in a beautiful village. Swimming pool and garden provided the perfect backdrop to relax with friends and family. Walking distance to 4 great restaurants (1 other that was closed during our visit) and a handful of local shops. An understated but idyllic location that was friendly and authentic. Felt off the beaten track, yet still well located to reach Tuscany's more obvious attractions. The property owner Gian also went above and beyond to ensure we had a great stay, from...
United States
Andy W.
The price is ￥123,372
￥166,976 total
includes taxes & fees
Nov 11 - Nov 12
Villa "Cristina" with sea view, private pool and Wi-Fi
An outdoor patio with wicker furniture, a sofa, and a table.

3. 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 ￥786,749
￥787,279 total
includes taxes & fees
Nov 10 - Nov 11
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.

4. 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 ￥678,400
￥678,400 total
includes taxes & fees
Nov 11 - Nov 12
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
A stone building with balconies, a gravel path, and a tree.

5. 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 ￥50,590
￥51,296 total
includes taxes & fees
Nov 12 - Nov 13
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.

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 ￥66,437
￥84,097 total
includes taxes & fees
Nov 10 - Nov 11
Villa Duomo Mare – Entire House with Garden & Terrace, Walk to Center
A clear pool with lounge chairs, a wooden deck, and a view of hills in the background.

7. 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 ￥445,030
￥534,036 total
includes taxes & fees
Nov 11 - Nov 12
Villa 'La Vigna' with Private Pool, Wi-Fi and Air Conditioning
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
"The Tallasso experience was unfortunately not lived up to the fullest due to not having much of a guided experience during the spa which is the main amenity here. The pools and cave itself were very impressive and relaxing however, no staff were there to help guide us, only one person to show us the area but then it’s very independent from there forward. The nice part is that there is parking on the property and access to the beach with different restaurants that are available. The hotel itself was also not the most renovated however, the rooms are spacious with a beautiful garden view and a delicious hearty breakfast."
Brooke 1-night trip
Posted 2 days ago
Tombolo Talasso & Beach Resort

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
18
Accommodation
39 Villas
Lowest Price
￥36,655
Highest Price
￥787,279

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Villas in Sassicaia Wine Area range between ￥36,655 and ￥787,279 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 39 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.