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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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
$117 nightly
The price is $131
Nov 2 - Nov 3
Total with taxes and fees
GLAMPING PIAN DELLE GINESTRE
A pool area with hot tubs, lounge chairs, and umbrellas.

2. Residence le Rose

Residence le Rose
2.0 star property
Bibbona
$78 nightly
The price is $86
Nov 1 - Nov 2
Total with taxes and fees
Residence le Rose
A building with a wooden door, numbered 17, and a staircase leading inside. There are two terracotta pots with flowers on the steps.

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

Apartment "Casina nel Borgo Antico" with Wi-Fi
Bibbona
$88 nightly
The price is $92
Oct 30 - Oct 31
Total with taxes and fees
Apartment "Casina nel Borgo Antico" with Wi-Fi
A hotel room with a bed, a nightstand, a lamp, a painting, and a window with a view of greenery.

4. Casa Ede: Relaxation in a Tuscan village nestled between the beaches and vineyards of Bolgheri

Casa Ede: Relaxation in a Tuscan village nestled between the beaches and vineyards of Bolgheri
Bibbona
$111 nightly
The price is $111
Oct 31 - Nov 1
Total with taxes and fees
Casa Ede: Relaxation in a Tuscan village nestled between the beaches and vineyards of Bolgheri
An aerial view of a property with a central swimming pool, surrounded by manicured gardens and a few buildings.

5. 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.
$221 nightly
The price is $225
Nov 3 - Nov 4
Total with taxes and fees
Bungalow 'Stella 1' with Shared Pool, Private Terrace and Air Conditioning
A pool area with red and white striped umbrellas, lounge chairs, and a clear blue sky.

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

Casa Vacanze Heidi Apartment with Shared Pool and Private Terrace
Marina di Bibbona
$232 nightly
The price is $235
Oct 30 - Oct 31
Total with taxes and fees
Casa Vacanze Heidi Apartment with Shared Pool and Private Terrace
A hotel room with a bed, a chair, a bedside table, and a window with curtains.

7. 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
$150 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
Il Vicolo Spacious Room in the Village – Experience Village Charm with Style
Outdoor dining

8. Apartment with Garden Steps from La Conchiglia Beach

Apartment with Garden Steps from La Conchiglia Beach
San Vincenzo
$349 nightly
The price is $352
Oct 30 - Oct 31
Total with taxes and fees
Apartment with Garden Steps from La Conchiglia Beach
A four-poster bed with white linens, a desk with a chair, and a patterned floor.

9. 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
$150 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
Camera Il Paese with Double Panoramic View – Stay in the Village with Charm
A wooden deck leading to a yellow building with a covered porch, a fenced garden, and a clear sky.

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

Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$216 nightly
The price is $220
Nov 3 - Nov 4
Total with taxes and fees
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.

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

Bungalow 'Stella 2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$211 nightly
The price is $215
Nov 3 - Nov 4
Total with taxes and fees
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.

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

Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$216 nightly
The price is $220
Nov 3 - Nov 4
Total with taxes and fees
Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
A reception area with a stone wall, framed pictures, and a view of a swimming pool through a large window.

13. Residenza Santa Cecilia

Residenza Santa Cecilia
3.0 star property
San Vincenzo
9.6 out of 10, Exceptional, (52 reviews)
"Great place"
United Kingdom
jeffrey
$79 nightly
The price is $86
Nov 2 - Nov 3
Total with taxes and fees
Residenza Santa Cecilia
An aerial view of a large estate with multiple buildings, a central swimming pool, and extensive green lawns.

14. Poggio all'Agnello – Sport & Active Holidays

Poggio all'Agnello – Sport & Active Holidays
3.0 star property
Populonia Stazione
8.6 out of 10, Excellent, (117 reviews)
"We were as a family of 5 and stayed very comfortably. "
Italy
Ufuk
$89 nightly
The price is $98
Oct 30 - Oct 31
Total with taxes and fees
Poggio all'Agnello – Sport & Active Holidays
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.

15. Borgo Verde

Borgo Verde
Rosignano Marittimo
9.8 out of 10, Exceptional, (61 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
$45 nightly
The price is $50
Nov 9 - Nov 10
Total with taxes and fees
Borgo Verde
A compact kitchen with a dining area, featuring a round table, chairs, a built-in oven, and a TV mounted on the wall.

16. Cav Costa degli Etruschi

Cav Costa degli Etruschi
San Vincenzo
9.4 out of 10, Exceptional, (21 reviews)
"Easy walk to restaurants."
United States
Eduardo
$68 nightly
The price is $75
Nov 4 - Nov 5
Total with taxes and fees
Cav Costa degli Etruschi
Outdoor dining

17. Via Siena 4 - Suites & Rooms

Via Siena 4 - Suites & Rooms
Cecina
$52 nightly
The price is $57
Nov 3 - Nov 4
Total with taxes and fees
Via Siena 4 - Suites & Rooms
A modern kitchen with a stone wall, wooden staircase, and a breakfast bar with fruit and beverages.

18. Beatabb

Beatabb
Guardistallo
9.4 out of 10, Exceptional, (19 reviews)
"Beautiful B&B! Clean, comfortable room & wonderful breakfast "
United States
Joanne
$75 nightly
The price is $82
Nov 28 - Nov 29
Total with taxes and fees
Beatabb
A modern interior with a bar area, seating, and a scenic mural.

19. Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
9.8 out of 10, Exceptional, (9 reviews)
"Struttura bellissima e pulita ambiente tranquillo ideale per staccare dalla routine... Piscina spettacolare con trampolino che i miei figli e noi adulti ci siamo divertiti da matti... E piccolo scivolo ci torneremo Sicuramente..... O"
Italy
Serena
$44 nightly
The price is $49
Nov 9 - Nov 10
Total with taxes and fees
Hotiday Relais Costa degli Etruschi
A building with a stucco exterior, multiple windows, and a tiled roof.

20. Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very good, (27 reviews)
"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
$90 nightly
The price is $99
Nov 19 - Nov 20
Total with taxes and fees
Residence Il Paradiso
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

Historic Tuscan House with Private Panoramic Garden Medieval Bibbona, Near Sea

Historic Tuscan House with Private Panoramic Garden Medieval Bibbona, Near Sea

10/10 Excellent
"Beautiful town and great place to stay. The outdoor space was exceptional."
Jennifer N. 7-night trip
Posted 12 days ago
Historic Tuscan House with Private Panoramic Garden Medieval Bibbona, Near Sea

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 $86 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

At Expedia, we put the best Sassicaia Wine Area vacation 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 vacation.

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.