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

Sassicaia Wine Area Vacation Rentals

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Check prices for these dates

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

Our top choices for Sassicaia Wine Area vacation rentals

A compact kitchen with wooden cabinets, a tiled backsplash, a dining table with chairs, and a small decorative item on the wall.

1. Residence le Rose

Residence le Rose
2.0 star property
Bibbona
$77 nightly
The price is $88
Oct 11 - Oct 12
Total with taxes and fees
Residence le Rose
A beach with rows of striped beach chairs and yellow umbrellas.

2. Camping Casa di Caccia

Camping Casa di Caccia
2.0 star property
Bibbona
9.0 out of 10, Wonderful, (7 reviews)
"Ruhiger gemütlicher Campingplatz"
Germany
Rene
$87 nightly
The price is $98
Oct 14 - Oct 15
Total with taxes and fees
Camping Casa di Caccia
A modern outdoor lounge area with a curved white bench, surrounded by lush greenery and two wooden cabins with slanted roofs.

3. GLAMPING PIAN DELLE GINESTRE

GLAMPING PIAN DELLE GINESTRE
Sassetta
10.0 out of 10, Exceptional, (1 review)
"Wir waren mit der Unterkunft sehr zufrieden. Die Inhaber waren sehr freundlich und fürsorglich. Es ist eine familiäre und ruhige Atmosphäre. Das Frühstück war wirklich toll. Am Anreisetag wurde uns sogar extra etwas zum Essen vorbereitet, obwohl die Küche geschlossen war. Auch für Hunde ist es ein Traum. Wir würden jederzeit wieder dort buchen, dann aber aufgrund der Temperaturen im Zelt eher im Herbst."
Germany
Jan
$110 nightly
The price is $123
Oct 1 - Oct 2
Total with taxes and fees
GLAMPING PIAN DELLE GINESTRE
A pool area with lounge chairs and umbrellas, surrounded by greenery and buildings in the background.

4. Two-room apartments in residence with shared pool and private terrace

Two-room apartments in residence with shared pool and private terrace
Marina di Bibbona
Two-room apartments in residence with shared pool and private terrace
A two-story building with a central entrance, a staircase leading to the upper floor, and a small balcony with a railing.

5. Il Vicolo Spacious Room in the Village – Experience Village Charm with Style

Il Vicolo Spacious Room in the Village – Experience Village Charm with Style
Castagneto Carducci
$147 nightly
The price is $152
Oct 4 - Oct 5
Total with taxes and fees
Il Vicolo Spacious Room in the Village – Experience Village Charm with Style
A spacious living room with a dining area, white leather sofas, a wooden dining table, and a chandelier.

6. ‘Casa Vacanze Rita La California’ Apartment with Private Garden and Balcony

‘Casa Vacanze Rita La California’ Apartment with Private Garden and Balcony
La California
‘Casa Vacanze Rita La California’ Apartment with Private Garden and Balcony
A swimming pool with red and white striped umbrellas, surrounded by lounge chairs and trees.

7. Casa Vacanze Heidi Apartment with Shared Pool and Private Terrace

Casa Vacanze Heidi Apartment with Shared Pool and Private Terrace
Marina di Bibbona
$236 nightly
The price is $239
Oct 1 - Oct 2
Total with taxes and fees
Casa Vacanze Heidi Apartment with Shared Pool and Private Terrace
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

8. 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.
$226 nightly
The price is $229
Oct 19 - Oct 20
Total with taxes and fees
Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning
A swimming pool with lounge chairs and a fenced area.

9. Apartment 'Il Vignone - A1' with Shared Pool and Garden

Apartment 'Il Vignone - A1' with Shared Pool and Garden
Castagneto Carducci
Apartment 'Il Vignone - A1' with Shared Pool and Garden
A historic stone building with multiple windows, a courtyard, and a view of the surrounding village.

10. Apartment "Casina nel Borgo Antico" with Wi-Fi

Apartment "Casina nel Borgo Antico" with Wi-Fi
Bibbona
$88 nightly
The price is $92
Oct 1 - Oct 2
Total with taxes and fees
Apartment "Casina nel Borgo Antico" with Wi-Fi
A modern kitchen with a dining table and chairs, a sofa, a TV, and a small plant.

11. Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi

Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi
Sassetta
$127 nightly
The price is $129
Oct 1 - Oct 2
Total with taxes and fees
Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi
A room with a dining area, a large mirror, and a laptop on a table.

12. Camera Il Paese with Double Panoramic View – Stay in the Village with Charm

Camera Il Paese with Double Panoramic View – Stay in the Village with Charm
Castagneto Carducci
$153 nightly
The price is $158
Oct 21 - Oct 22
Total with taxes and fees
Camera Il Paese with Double Panoramic View – Stay in the Village with Charm
A rectangular swimming pool with a curved edge, surrounded by white lounge chairs and a covered seating area.

13. Apartment 'Il Vignone - B1' with Shared Pool and Shared Garden

Apartment 'Il Vignone - B1' with Shared Pool and Shared Garden
Castagneto Carducci
Apartment 'Il Vignone - B1' with Shared Pool and Shared Garden
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

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

Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$216 nightly
The price is $219
Oct 19 - Oct 20
Total with taxes and fees
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.

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

Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$221 nightly
The price is $224
Oct 19 - Oct 20
Total with taxes and fees
Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

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

Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$221 nightly
The price is $224
Oct 19 - Oct 20
Total with taxes and fees
Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
A garden with a gravel path, various shrubs, and trees.

17. Apartment with Garden Steps from La Conchiglia Beach

Apartment with Garden Steps from La Conchiglia Beach
San Vincenzo
$646 nightly
The price is $649
Oct 1 - Oct 2
Total with taxes and fees
Apartment with Garden Steps from La Conchiglia Beach
A reception area with a stone wall, framed pictures, and a view of a swimming pool through a large window.

18. Residenza Santa Cecilia

Residenza Santa Cecilia
3.0 star property
San Vincenzo
9.4 out of 10, Exceptional, (49 reviews)
"Great place"
United Kingdom
jeffrey
$98 nightly
The price is $112
Oct 25 - Oct 26
Total with taxes and fees
Residenza Santa Cecilia
A modern living room with a sofa, a wooden table, and a dining area with white chairs. There are hanging lights and a view of greenery outside.

19. Borgo Verde

Borgo Verde
Rosignano Marittimo
9.8 out of 10, Exceptional, (58 reviews)
"I had a wonderful stay! Everything was exceptionally clean, comfortable, and cozy, making it easy to relax. The staff were incredibly kind, friendly, and always ready to help with a smile. Their hospitality made the experience even more enjoyable. The atmosphere was warm and welcoming, and I truly felt at home. I highly recommend this place and would be happy to stay here again in the future!"
Germany
Elena
$53 nightly
The price is $58
Oct 4 - Oct 5
Total with taxes and fees
Borgo Verde
A large, circular swimming pool surrounded by lush greenery, with a building featuring a dome and multiple balconies in the background.

20. Relais & Residence Villa Mazzanta

Relais & Residence Villa Mazzanta
3.0 star property
Rosignano Marittimo
9.2 out of 10, Wonderful, (45 reviews)
"Great location, beautiful pool, good breakfast options. Only negative would be that the rooms smelled somewhat damp. "
Canada
Anita
$127 nightly
The price is $140
Oct 2 - Oct 3
Total with taxes and fees
Relais & Residence Villa Mazzanta
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 19 hours ago
Tombolo Talasso & Beach Resort

Find out more about Sassicaia Wine Area

Everything you need to know about Sassicaia Wine Area vacation rentals

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

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Sassicaia Wine Area vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sassicaia Wine Area in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sassicaia Wine Area rentals

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