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

Sassicaia Wine Area Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Sassicaia Wine Area vacation rentals

A modern outdoor lounge area with a curved white bench, surrounded by lush greenery and two wooden cabins with slanted roofs.

1. 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
$116 nightly
The price is $130
Oct 8 - Oct 9
Total with taxes and fees
GLAMPING PIAN DELLE GINESTRE
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
$86 nightly
The price is $96
Oct 14 - Oct 15
Total with taxes and fees
Camping Casa di Caccia
A compact kitchen with wooden cabinets, a tiled backsplash, a dining table with chairs, and a small decorative item on the wall.

3. Residence le Rose

Residence le Rose
2.0 star property
Bibbona
$79 nightly
The price is $90
Oct 11 - Oct 12
Total with taxes and fees
Residence le Rose
A bedroom with a bed, nightstands, a lamp, a view of the outdoors through a window, and a radiator.

4. Casa Ede: Relax in a Tuscan Village Amid the Beaches and Vineyards of Bolgheri

Casa Ede: Relax in a Tuscan Village Amid the Beaches and Vineyards of Bolgheri
Bibbona
$92 nightly
The price is $92
Oct 9 - Oct 10
Total with taxes and fees
Casa Ede: Relax in a Tuscan Village Amid the Beaches and Vineyards of Bolgheri
A room with a bed, a wooden dresser, a chair, a table with a remote, and a painting on the wall.

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

Apartment "Casina nel Borgo Antico" with Wi-Fi
Bibbona
$89 nightly
The price is $92
Oct 9 - Oct 10
Total with taxes and fees
Apartment "Casina nel Borgo Antico" with Wi-Fi
A swimming pool with red and white striped umbrellas, surrounded by lounge chairs and trees.

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

Casa Vacanze Heidi Apartment with Shared Pool and Private Terrace
Marina di Bibbona
$233 nightly
The price is $237
Oct 9 - Oct 10
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.

7. 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.
$223 nightly
The price is $226
Oct 25 - Oct 26
Total with taxes and fees
Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning
A modern kitchen with a dining table and chairs, a sofa, a TV, and a small plant.

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

Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi
Sassetta
$126 nightly
The price is $128
Oct 8 - Oct 9
Total with taxes and fees
Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi
A two-story building with a central entrance, a staircase leading to the upper floor, and a small balcony with a railing.

9. 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
$151 nightly
The price is $156
Oct 25 - Oct 26
Total with taxes and fees
Il Vicolo Spacious Room in the Village – Experience Village Charm with Style
A garden with a gravel path, various shrubs, and trees.

10. Apartment with Garden Steps from La Conchiglia Beach

Apartment with Garden Steps from La Conchiglia Beach
San Vincenzo
$639 nightly
The price is $642
Oct 9 - Oct 10
Total with taxes and fees
Apartment with Garden Steps from La Conchiglia Beach
An aerial view of a property with a swimming pool, multiple buildings, and well-maintained gardens.

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

Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$213 nightly
The price is $217
Oct 25 - Oct 26
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.

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

Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$218 nightly
The price is $222
Oct 25 - Oct 26
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.

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

Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$218 nightly
The price is $222
Oct 25 - Oct 26
Total with taxes and fees
Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
A room with a dining area, a large mirror, and a laptop on a table.

14. 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
$151 nightly
The price is $156
Oct 28 - Oct 29
Total with taxes and fees
Camera Il Paese with Double Panoramic View – Stay in the Village with Charm
A compact kitchen with a dining area, featuring a round table, chairs, a built-in oven, and a TV mounted on the wall.

15. Cav Costa degli Etruschi

Cav Costa degli Etruschi
San Vincenzo
9.2 out of 10, Wonderful, (20 reviews)
"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
$69 nightly
The price is $78
Oct 13 - Oct 14
Total with taxes and fees
Cav Costa degli Etruschi
An aerial view of a resort with multiple swimming pools, sun loungers, and umbrellas.

16. Hu Park Albatros Village

Hu Park Albatros Village
San Vincenzo
9.0 out of 10, Wonderful, (242 reviews)
"Love this property -we got at least once a year and they continuously invest in the water parks and pools which I appreciate. Amazing staff and entertainment. Too bad they don’t have a dedicated show area with chairs … only flaw."
United States
Rosa
$115 nightly
The price is $129
Oct 9 - Oct 10
Total with taxes and fees
Hu Park Albatros Village
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.

17. Borgo Verde

Borgo Verde
Rosignano Marittimo
9.8 out of 10, Exceptional, (60 reviews)
"Absolutely LOVED our stay at this property and didn’t want to leave! The apartment was bigger than expected, and had everything we could ask for. The grounds are so beautiful and the pool was wonderful. Highly recommend and hope to return for an extended stay on my next trip to Italy!"
United States
Laura
$52 nightly
The price is $58
Oct 9 - Oct 10
Total with taxes and fees
Borgo Verde
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, (50 reviews)
"Great place"
United Kingdom
jeffrey
$97 nightly
The price is $110
Oct 25 - Oct 26
Total with taxes and fees
Residenza Santa Cecilia
A table with two drinks, a bowl of snacks, and a decorative shell on a balcony overlooking a pool.

19. Poggio all'Agnello – Sport & Active Holidays

Poggio all'Agnello – Sport & Active Holidays
3.0 star property
Populonia Stazione
8.6 out of 10, Excellent, (115 reviews)
"We were as a family of 5 and stayed very comfortably. "
Italy
Ufuk
$89 nightly
The price is $98
Oct 9 - Oct 10
Total with taxes and fees
Poggio all'Agnello – Sport & Active Holidays
A beach scene with a clear sky, a sandy shore, and a calm sea.

20. Oleandri Suite Hotel

Oleandri Suite Hotel
2.0 star property
Rosignano Marittimo
9.6 out of 10, Exceptional, (24 reviews)
"Great hotel friendly staff "
United Kingdom
Riadh
$88 nightly
The price is $97
Oct 17 - Oct 18
Total with taxes and fees
Oleandri Suite Hotel
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 8 days 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.

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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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 $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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