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

Holiday Homes in Sassicaia Wine Area

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Sassicaia Wine Area holiday homes

An aerial view of a property with a central swimming pool, surrounded by manicured gardens and a few buildings.

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 €202
includes taxes & fees
15 Nov - 16 Nov
Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning
A wooden deck leading to a yellow building with a covered porch, a fenced garden, and a clear sky.

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

Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
The price is €197
includes taxes & fees
10 Nov - 11 Nov
Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
An aerial view of a property with a central swimming pool, surrounded by manicured gardens and a few buildings.

3. 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 €193
includes taxes & fees
15 Nov - 16 Nov
Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning
An aerial view of a property with a central swimming pool, surrounded by manicured gardens and a few buildings.

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

Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
The price is €197
includes taxes & fees
15 Nov - 16 Nov
Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with large windows.

5. San Francesco Country Resort

San Francesco Country Resort
Rosignano Marittimo
9.4 out of 10, Exceptional, (55 reviews)
"Loved the resort and excellent service."
United Kingdom
PIETRO
The price is €84
includes taxes & fees
7 Dec - 8 Dec
San Francesco Country Resort
A stone building with arches, surrounded by lush greenery and hills.

6. 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 €114
includes taxes & fees
19 Nov - 20 Nov
Caravan 'Volpe Rossa' with Shared Garden and Air Conditioning
A stone building with arches, surrounded by lush greenery and hills.

7. 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 €114
includes taxes & fees
19 Nov - 20 Nov
Caravan 'Gitano Pavone Blu' with Private Terrace, Shared Garden and Air Conditioning
A stone building with a flat roof, multiple windows, and a small porch area.

8. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi: Relaxation in the Heart of Nature
Podere Cagnesi
The price is €188
includes taxes & fees
10 Nov - 11 Nov
Podere Cagnesi: Relaxation in the Heart of Nature
A poolside area with lounge chairs and a building with a covered patio.

9. Cecina Mare by Interhome

Cecina Mare by Interhome
Cecina
8.0 out of 10, Very good, (1 review)
"Het is een nette stacaravan met een grote veranda. Keurig zwembad en op loopafstand het strand."
Netherlands
Marieke K.
The price is €142
includes taxes & fees
27 Nov - 28 Nov
Cecina Mare by Interhome
A poolside area with lounge chairs and a building with a covered patio.

10. 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.
The price is €131
includes taxes & fees
27 Nov - 28 Nov
Cecina Mare by Interhome
A dining table set with plates, cutlery, wine glasses, and a bottle of wine.

11. Holiday Home 'Casa Cardelli - A due passi dal Mare'

Holiday Home 'Casa Cardelli - A due passi dal Mare'
Cecina
The price is €296
includes taxes & fees
10 Nov - 11 Nov
Holiday Home 'Casa Cardelli - A due passi dal Mare'
A poolside area with lounge chairs and a building with a covered patio.

12. Cecina Mare by Interhome

Cecina Mare by Interhome
Cecina
7.8 out of 10, Good, (14 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.
The price is €135
includes taxes & fees
27 Nov - 28 Nov
Cecina Mare by Interhome
A poolside area with lounge chairs and a building with a covered patio.

13. Cecina Mare by Interhome

Cecina Mare by Interhome
Cecina
7.6 out of 10, Good, (14 reviews)
"Mobile home we had was very tired and had no kitchen things like toaster or kettle etc"
United States
Sheila B.
The price is €131
includes taxes & fees
27 Nov - 28 Nov
Cecina Mare by Interhome
A narrow alleyway with a stone archway leading to a building with a brick facade.

14. A Nest with a View - A Romantic Getaway Within the City Walls

A Nest with a View - A Romantic Getaway Within the City Walls
Radicondoli
The price is €162
includes taxes & fees
11 Nov - 12 Nov
A Nest with a View - A Romantic Getaway Within the City Walls
A historic stone building with arched windows and a central entrance.

15. Small castle with sea view in Campiglia Marittima

Small castle with sea view in Campiglia Marittima
Campiglia Marittima
The price is €439
includes taxes & fees
19 Nov - 20 Nov
Small castle with sea view in Campiglia Marittima
A rectangular swimming pool with blue water, surrounded by lounge chairs and umbrellas.

16. Podere Nuti – 2 Beloro: Exclusive Covered Terrace, Shared Pool & Garden

Podere Nuti – 2 Beloro: Exclusive Covered Terrace, Shared Pool & Garden
Cecina
10.0 out of 10, Exceptional, (2 reviews)
"Alles perfekt - gerne wieder."
Germany
Rudolf M.
The price is €330
includes taxes & fees
10 Nov - 11 Nov
Podere Nuti – 2 Beloro: Exclusive Covered Terrace, Shared Pool & Garden
A room with a bed, a chair, and a staircase leading to an upper level.

17. Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
Volterra
6.0 out of 10, (1 review)
"This unit is clean but way too cluttered with stuff. There is no clear surfaces anywhere! The neighbors definitely don’t want people staying there and 3 different neighbors said things we couldn’t understand but were clearly not welcoming us. Might be better for Italians only!"
United States
Christine W.
The price is €93
includes taxes & fees
10 Nov - 11 Nov
Holiday Home 'La Casetta' with Private Terrace, Garden & Wi-Fi
A wooden table with a lantern, potted plants, and a hanging red flower arrangement.

18. Holiday Home 'Mare Colline Città D'Arte' with Private Garden

Holiday Home 'Mare Colline Città D'Arte' with Private Garden
Rosignano Marittimo
The price is €167
includes taxes & fees
10 Nov - 11 Nov
Holiday Home 'Mare Colline Città D'Arte' with Private Garden
A bedroom with a bed, a bedside table, and a painting on the wall.

19. Suite in the Old Village | Febo House

Suite in the Old Village | Febo House
Piombino
10.0 out of 10, Exceptional, (1 review)
"Great communication with host. Lovely place and beautiful beach steps away!"
United States
cathleen
The price is €96
includes taxes & fees
10 Nov - 11 Nov
Suite in the Old Village | Febo House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 Holiday Homes information

Number of reviews
97
Accommodation
107 Holiday Homes
Lowest Price
€84
Highest Price
€439