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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Sassicaia Wine Area villas

Exterior

Villa Cattleya

Villa Cattleya
Casciana Terme
10.0 out of 10, Exceptional, (1 review)
"Tout était impeccable. "
France
Stéphane S.
The price is £111
includes taxes & fees
7 Jul - 8 Jul
Villa Cattleya
Garden

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 £326
includes taxes & fees
12 Jul - 13 Jul
La Lunaria di Lajatico
Exterior

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
Exterior

Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center

Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
Massa Marittima
The price is £599
includes taxes & fees
2 Aug - 3 Aug
Villa Duomo Mare – Entire Private Home with Garden and Terrace, Walk to Center
Exterior

Ludovica and Marina Villas with 2 pools

Ludovica and Marina Villas with 2 pools
Lajatico
Ludovica and Marina Villas with 2 pools
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
Seasonal outdoor pool

AWESHOMEITALY - VILLA SAN MARTINO

AWESHOMEITALY - VILLA SAN MARTINO
La Fornace
The price is £1,152
includes taxes & fees
31 Jul - 1 Aug
AWESHOMEITALY - VILLA SAN MARTINO
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 £2,484
includes taxes & fees
26 Jul - 27 Jul
Villa "Cristina" with sea view, private pool 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 £5,556
includes taxes & fees
12 Jul - 13 Jul
Villa 'Le Sughere' with Sea View, Pool, Terrace and Wi-Fi
Pool

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

Villa 'Karla' with Private Pool, Wi-Fi and Air Conditioning
Chianni
The price is £2,322
includes taxes & fees
9 Jul - 10 Jul
Villa 'Karla' with Private Pool, Wi-Fi and Air Conditioning
Outdoor dining

Villa 'Magnolie' with Sea View, Private Garden and Air Conditioning

Villa 'Magnolie' with Sea View, Private Garden and Air Conditioning
Chioma
The price is £1,179
includes taxes & fees
1 Aug - 2 Aug
Villa 'Magnolie' with Sea View, Private Garden and Air Conditioning
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 £4,714
includes taxes & fees
11 Jul - 12 Jul
Amazing Villa in the heart of Tuscany
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

Relais Sant'Elena

Relais Sant'Elena

10/10 Excellent
"This place is truly heaven on earth. The property is a spectacular private farmhouse nestled in the heart of the Tuscan countryside, offering complete tranquility and breathtaking beauty in every direction. Set in a peaceful valley, it is surrounded by stunning 360-degree views of rolling hills, forests, open fields, and the picturesque town of Bibbona in the distance. It’s a great place to host a wedding or offsite or simply just relax The setting feels timeless; an authentic Tuscan landscape of extraordinary charm and serenity. Whether enjoying a morning coffee overlooking the countryside, swimming in the pool, or simply sunning oneself surrounded by the redolent scent of wildflowers and roses, every moment here is unforgettable. As the sun sets and bathes the hills in golden light, the beauty of the landscape becomes almost magical."
Gitanjali 1-night trip
Posted 1 month ago
Relais Sant'Elena

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Villas information

Number of reviews
1
Accommodation
40 Villas
Lowest Price
£326
Highest Price
£1,152

Frequently asked questions

How much do villas in Sassicaia Wine Area cost?
Villas in Sassicaia Wine Area range between £326 and £1,152 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 40 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.