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

Holiday Homes in Sassicaia Wine Area

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sassicaia Wine Area holiday homes

An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

1. Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning

Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
10.0 out of 10, Exceptional, (1 review)
"Kleines mobile Home mit allem was man braucht.Terrasse ist supi. Zum Pool sind es ca 100m.Pool ist sauber und groß genug zum schwimmen, hat allerdings nur von 10-19 Uhr auf. Ruhige Umgebung. Man ist schnell im Hinterland mit Bergen und Wasserfällen oder am Meer. Für alle was dabei. Gerne wieder "
Germany
Michael W.
The price is AU$328
includes taxes & fees
19 Oct - 20 Oct
Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

2. Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning

Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
The price is AU$313
includes taxes & fees
19 Oct - 20 Oct
Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

3. Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning

Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
The price is AU$320
includes taxes & fees
19 Oct - 20 Oct
Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

4. Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning

Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
The price is AU$320
includes taxes & fees
19 Oct - 20 Oct
Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
A garden with a gravel path, various shrubs, and trees.

5. Apartment with Garden Steps from La Conchiglia Beach

Apartment with Garden Steps from La Conchiglia Beach
San Vincenzo
The price is AU$928
includes taxes & fees
3 Oct - 4 Oct
Apartment with Garden Steps from La Conchiglia Beach
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with large windows.

6. San Francesco Country Resort

San Francesco Country Resort
Rosignano Marittimo
9.4 out of 10, Exceptional, (52 reviews)
"Loved the resort and excellent service."
United Kingdom
PIETRO
The price is AU$91
includes taxes & fees
25 Oct - 26 Oct
San Francesco Country Resort
A beach with clear turquoise water, two wooden picnic tables, and a sandy shore with trees in the background.

7. Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
The price is AU$127
includes taxes & fees
4 Oct - 5 Oct
Fattoria Podere i Luoghi
A wooden deck with a bench, a bottle of wine, and a glass on a table.

8. Tiny Home 'Glamping - Il Gelsomino' with Private Garden and Air Conditioning

Tiny Home 'Glamping - Il Gelsomino' with Private Garden and Air Conditioning
Monteverdi Marittimo
10.0 out of 10, Exceptional, (1 review)
"Pros: La ubicación, el entorno, i como esta todo cuidado. Liana es genial y encantadora. Cogimos la cena y la verdad que estaba deliciosa. Lo recomendamos al 100%. Todo producto casero, hecho por ellos o por colegas de comercios locales cercanos. Pudimos descansar muy bien. Cons: Por decir alguna cosa, hay unas "ventanas" de la tienda que no se pueden tapar y por la mañana entra mucha luz. Pero es por decir algo, realmente la estancia fue de 10!"
Spain
Anonymous traveller
The price is AU$205
includes taxes & fees
4 Oct - 5 Oct
Tiny Home 'Glamping - Il Gelsomino' with Private Garden and Air Conditioning
A remote, forested area with several wooden cabins.

9. Tiny Home 'Glamping - Il Sorbo' with Private Garden

Tiny Home 'Glamping - Il Sorbo' with Private Garden
Monteverdi Marittimo
The price is AU$148
includes taxes & fees
4 Oct - 5 Oct
Tiny Home 'Glamping - Il Sorbo' with Private Garden
A coastal beach with clear waters, a rocky shoreline, and a small building on a cliff.

10. 1 RIBOCCHI HOLIDAY HOME: TWO-ROOM APARTMENT WITH POOL, SEA, THERMAL BATHS AND MEDIEVAL VILLAGES

1 RIBOCCHI HOLIDAY HOME: TWO-ROOM APARTMENT WITH POOL, SEA, THERMAL BATHS AND MEDIEVAL VILLAGES
Campiglia Marittima
9.6 out of 10, Exceptional, (16 reviews)
"Nice pool and gardens."
United States
mark l.
The price is AU$188
includes taxes & fees
4 Oct - 5 Oct
1 RIBOCCHI HOLIDAY HOME: TWO-ROOM APARTMENT WITH POOL, SEA, THERMAL BATHS AND MEDIEVAL VILLAGES
A stone building with arches, surrounded by lush greenery and hills.

11. Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning

Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning
Suvereto
10.0 out of 10, Exceptional, (1 review)
"Pros: Location unica e curata!"
Italy
Anonymous traveller
The price is AU$185
includes taxes & fees
1 Nov - 2 Nov
Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning
A poolside area with lounge chairs and a building with a covered patio.

12. Cecina Mare by Interhome

Cecina Mare by Interhome
Cecina
Cecina Mare by Interhome
A wooden deck with a bench, a bottle of wine, and a glass on a table.

13. Tiny Home 'Glamping - La Quercia' with Garden

Tiny Home 'Glamping - La Quercia' with Garden
Monteverdi Marittimo
The price is AU$205
includes taxes & fees
5 Oct - 6 Oct
Tiny Home 'Glamping - La Quercia' with Garden
A poolside area with lounge chairs and a building with a covered patio.

14. Cecina Mare by Interhome

Cecina Mare by Interhome
Cecina
7.8 out of 10, Good, (7 reviews)
"nette kleine Bungalows, hatten alles, was man braucht. Abends ist dort viel Animation, aber wenn man das mag, ist es super. Es gab eine Bar und ein Restaurant und zum Meer war es auch nicht weit. Selbst in die Stadt konnte man gut zu Fuß gehen. Alles in allem zu empfehlen."
Germany
Jeannette G.
Cecina Mare by Interhome
A stone building with a flat roof, multiple windows, and a small porch area.

15. Podere Cagnesi: Relaxation in nature

Podere Cagnesi: Relaxation in nature
Podere Cagnesi
The price is AU$327
includes taxes & fees
3 Oct - 4 Oct
Podere Cagnesi: Relaxation in nature
A poolside area with lounge chairs and a building with a covered patio.

16. Cecina Mare by Interhome

Cecina Mare by Interhome
Cecina
8.0 out of 10, Very good, (12 reviews)
"Leider war die Drei-Zimmer-Wohnung nicht Sauber, Sehr muffig und alles ist veraltet Eckbank, Voränge und Bettdecke bzw. Kopfkissen und Decke waren eine Zumutung 😳mussten selbst sauberes kaufen mit Bettwäsche"
Germany
Karsten R.
Cecina Mare by Interhome
A garden pathway with lavender plants, a palm tree, and various other greenery.

17. Art Beds & Garden 9 beds between the sea, thermal baths, and the Tuscan countrys

Art Beds & Garden 9 beds between the sea, thermal baths, and the Tuscan countrys
Suvereto
10.0 out of 10, Exceptional, (1 review)
"Superbe appartement !Monica était adorable, très disponible.L'appartement est très propre, grand, avec une climatisation au top!"
United States
Sarah L.
Art Beds & Garden 9 beds between the sea, thermal baths, and the Tuscan countrys
A stone building with arches, surrounded by lush greenery and hills.

18. Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning

Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning
Suvereto
The price is AU$185
includes taxes & fees
1 Nov - 2 Nov
Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning
A swimming pool with lounge chairs, a stone house, and a well-maintained garden.

19. 9 TRILO GRANDE CASAVACANZE RIBOCCHI

9 TRILO GRANDE CASAVACANZE RIBOCCHI
Toscana
The price is AU$274
includes taxes & fees
3 Oct - 4 Oct
9 TRILO GRANDE CASAVACANZE RIBOCCHI
An outdoor dining area with a table set for four, surrounded by chairs, with a view of a garden and a building in the background.

20. Casa delle Lumiere. 6 beds between sea, thermal baths, and Tuscan countryside

Casa delle Lumiere. 6 beds between sea, thermal baths, and Tuscan countryside
Lumiere
10.0 out of 10, Exceptional, (2 reviews)
"A very nice house, with great attention to detail in the decoration. Lots of space and well equipped. Looks like the photos and is in good condition, which is probably due to the fact that the owners also live in this house. The only small disadvantage is the proximity to the busy main road, but this is not a problem with air conditioning and closed windows. Defenately a place to come back."
Germany
Felix H.
Casa delle Lumiere. 6 beds between sea, thermal baths, and Tuscan countryside
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 4 days ago
Tombolo Talasso & Beach Resort

Find out more about Sassicaia Wine Area

Sassicaia Wine Area Holiday Homes information

Number of reviews
93
Accommodation
109 Holiday Homes
Lowest Price
AU$91
Highest Price
AU$928