Sassicaia Wine Area Holiday Rentals

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Our top choices for Sassicaia Wine Area holiday rentals

Townhouse in Castagneto Carducci

La Mimosa
8.8 out of 10, Excellent, (9)
"Accueil déplorable, trois mots et vite vite il a fallu payer, la carte ne passant pas en mode scan, la personne s'est agacée en disant qu'il n'y avait pas d'argent dessus alors qu'il suffisait de l'insérer, de plus elle a été très incorrect avec notre enfant qui courait pour se dégourdir les jambes jusqu'à la chambre en souriant, en lui disant plusieurs fois doucement et en levant les yeux au ciel. Jamais nous n'avons été accueilli de la sorte quelque part, une fois le règlement fait elle s'est...
France
Anonymous traveller
La Mimosa

Townhouse in Piombino

La Rosa dei Venti Resort
8.4 out of 10, Very good, (18)
"Amazing location and at an terrific price. Almost too good to be true. "
United States
Mike
La Rosa dei Venti Resort
9.4 out of 10, Exceptional, (23)
"Our stay was amazing, will be back soon!"
United States
Tiffany
Domus Socolatae Residenza d'Epoca Charming B&B

Townhouse in Follonica

Marconi 1935 B&B and Holiday Home
9.4 out of 10, Exceptional, (9)
"Brilliant little apartment, lovely roof terrace with whirlpool. Easy walk to station and beach. Check in all done via WhatsApp and seamless, beds comfy bathroom.excellent. highly reccomend"
United Kingdom
Mark
Marconi 1935 B&B and Holiday Home

Apartment in Rosignano Marittimo

Borgo Verde
9.6 out of 10, Exceptional, (44)
"Very nice spacious room at an unbeatable price."
Canada
Dieter
The price is NZ$112
includes taxes & fees
4 Jan - 5 Jan 2026
Borgo Verde

Apartment in Scarlino

Casa in Maremma Tuscany Village
3.0 star property
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village

Residence in San Vincenzo

Residenza Santa Cecilia
3.0 star property
9.4 out of 10, Exceptional, (39)
"Loved our stay. The room was very spacious and comfortable. Breakfast was delicious and the staff was so kind and helpful. "
United States
Enrique
Residenza Santa Cecilia

Apartment in Livorno

Suites Marilia Apartments
8.4 out of 10, Very good, (83)
"I would stay here again. Nice place. Didn’t get to use the pool (December). Had a coin laundry in the car box (parking garage) that was reasonable compared to other places on my travels in Italy. The latte machine in the vending machine area was excellent for 60 cents euro. Great view of the sunset from our massive end unit patio. "
United States
ERIC
The price is NZ$153
includes taxes & fees
2 Jan - 3 Jan 2026
Suites Marilia Apartments

Residence in San Vincenzo

Cav Costa degli Etruschi
9.2 out of 10, Wonderful, (20)
"Alles zu Fuß gut erreichbar Zentrum und Strand In der Nähe ein pizzabäcker und eine bar Top Lage sehr nette ihnhaber die jeden Tag bis mittags erreichbar sind und einen immer helfen. Einrichtung im typischen italienischen Style, was aber sehr sauber war. Wir würden dort wieder buchen."
Germany
Giuseppe
Cav Costa degli Etruschi

Holiday Home in Rosignano Marittimo

Antico Podere San Francesco Hotel
9.6 out of 10, Exceptional, (38)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
Antico Podere San Francesco Hotel

Residence in Piombino

Borgo degli Olivi
3.0 star property
8.2 out of 10, Very good, (89)
"Nulla da dire ottimo"
Italy
Antonio Pasquale
Borgo degli Olivi

Aparthotel in Guardistallo

Beatabb
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb

Camping in Livorno

Villaggio Miramare
3.0 star property
8.0 out of 10, Very good, (52)
"This is such a wonderful place I will definitely return sometime in the future"
United States
Keith
The price is NZ$133
includes taxes & fees
18 Jan - 19 Jan 2026
Villaggio Miramare

Residence in Guardistallo

Residence Il Paradiso
3.0 star property
8.4 out of 10, Very good, (25)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
The price is NZ$248
includes taxes & fees
1 Jan - 2 Jan 2026
Residence Il Paradiso
10.0 out of 10, Exceptional, (9)
"The place it is just amazing, deepen in the green vegetations behing the gulf of Follonica, surrounded by nature and quiet and with a great view of Elba island, it is a perfect place for a relaxing break. "
United Kingdom
Pietro
BeVedetta - Relais & Glamping - Adult Only

Holiday Home in Suvereto

La Fonte di Vivalda
7.0 out of 10, Good, (2)
"tutto molto bello"
Italy
Andrea
La Fonte di Vivalda
7.2 out of 10, Good, (15)
"Cabins are great, everything is clean and beds where fine. Swimming pool is a little too warm and the pool surface is basicly stones that gave the kids open wounds. The restaurant didnt sell anything but chips. "
Iceland
Anonymous traveller
The price is NZ$129
includes taxes & fees
30 Jan - 31 Jan 2026
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Aparthotel in Rosignano Marittimo

Hotiday Apartments Costa degli Etruschi
The price is NZ$1,525
includes taxes & fees
7 Jan - 8 Jan 2026
Hotiday Apartments Costa degli Etruschi

Villa in Peccioli

Villa Tosca
The price is NZ$3,099
includes taxes & fees
3 Jan - 4 Jan 2026
Villa Tosca

Aparthotel in Rosignano Marittimo

Hotiday Relais Costa degli Etruschi
The price is NZ$1,525
includes taxes & fees
1 Jan - 2 Jan 2026
Hotiday Relais Costa degli Etruschi
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

Find out more about Sassicaia Wine Area

Everything you need to know about Sassicaia Wine Area holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sassicaia Wine Area holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sassicaia Wine Area holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sassicaia Wine Area holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sassicaia Wine Area. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sassicaia Wine Area holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sassicaia Wine Area holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sassicaia Wine Area rentals

At Expedia, we put the best Sassicaia Wine Area holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sassicaia Wine Area rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sassicaia Wine Area holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sassicaia Wine Area. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.