Sassicaia Wine Area Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Sassicaia Wine Area vacation rentals

Outdoor pool, sun loungers

Hotel Campo Di Carlo

Hotel Campo Di Carlo
Sassetta
9.6 out of 10, Exceptional, (5 reviews)
"Ci siamo fermati una Notte! Personale gentilissimo tutto perfetto ci ritorneremo fermandoci per più giorni e provare la piscina e le Terme nelle vicinanze"
Italy
antonio
$75 nightly
The price is $85
Apr 1 - Apr 2
Total with taxes and fees
Hotel Campo Di Carlo
Seasonal outdoor pool

La Mimosa

La Mimosa
Castagneto Carducci
8.8 out of 10, Excellent, (9 reviews)
"Accueil déplorable, trois mots et vite vite il a fallu payer, la carte ne passant pas en mode scan, la personne s'est agacée en disant qu'il n'y avait pas d'argent dessus alors qu'il suffisait de l'insérer, de plus elle a été très incorrect avec notre enfant qui courait pour se dégourdir les jambes jusqu'à la chambre en souriant, en lui disant plusieurs fois doucement et en levant les yeux au ciel. Jamais nous n'avons été accueilli de la sorte quelque part, une fois le règlement fait elle s'est...
France
Anonymous traveler
La Mimosa
Beach

VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14

VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14
Castagneto Carducci
$2,469 nightly
The price is $2,469
Mar 11 - Mar 12
Total with taxes and fees
VILLA BOLGHERI - Six Bedroom Villa, Sleeps 14
Exterior

Apartment 2 Schlafz. by Interhome

Apartment 2 Schlafz. by Interhome
Bibbona
$333 nightly
The price is $333
Mar 31 - Apr 1
Total with taxes and fees
Apartment 2 Schlafz. by Interhome
Exterior

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

Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$135 nightly
The price is $139
Mar 11 - Mar 12
Total with taxes and fees
Bungalow 'Sole2' with Shared Pool, Private Terrace and Air Conditioning
Exterior

Apartment "Casina nel Borgo Antico" with Wi-Fi

Apartment "Casina nel Borgo Antico" with Wi-Fi
Bibbona
$173 nightly
The price is $176
Mar 17 - Mar 18
Total with taxes and fees
Apartment "Casina nel Borgo Antico" with Wi-Fi
Pool

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
Exterior

Classic Double Room Rosa

Classic Double Room Rosa
Sassetta
$181 nightly
The price is $181
Mar 31 - Apr 1
Total with taxes and fees
Classic Double Room Rosa
Interior

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

Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi
Sassetta
$119 nightly
The price is $121
Mar 15 - Mar 16
Total with taxes and fees
Apartment 'Casa Martina' with Mountain View, Private Terrace and Wi-Fi
1 bedroom, iron/ironing board, WiFi, bed sheets

The Chicchino and the Lumachino

The Chicchino and the Lumachino
Castagneto Carducci
$114 nightly
The price is $119
Apr 3 - Apr 4
Total with taxes and fees
The Chicchino and the Lumachino
Beach nearby

Camping Casa di Caccia

Camping Casa di Caccia
2.0 star property
Bibbona
9.4 out of 10, Exceptional, (6 reviews)
"Siamo stati 2 notti con 2 bimbi piccoli (2anni). Ci siamo trovati molto bene. Il posto è ben curato, personale gentile, la spiaggia ed il resto tutto accessibile ai piedi. "
Italy
Maria
$80 nightly
The price is $88
Mar 31 - Apr 1
Total with taxes and fees
Camping Casa di Caccia
Seasonal outdoor pool

Agriturismo La Valle

Agriturismo La Valle
Castagneto Carducci
5.4 out of 10, (3 reviews)
"Struttura tranquilla ma senza ristorazione peccato... agriturismo?"
Italy
Davide
Agriturismo La Valle
Exterior

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

Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Bibbona
$135 nightly
The price is $139
Mar 13 - Mar 14
Total with taxes and fees
Bungalow 'Sole1' with Shared Pool, Private Terrace and Air Conditioning
Pool

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
Room amenity

Prima dell'Elba Bed & Breakfast

Prima dell'Elba Bed & Breakfast
Piombino
8.8 out of 10, Excellent, (40 reviews)
"The property was great as a base for our stay and had everything we needed. Thank you"
United Kingdom
Nigel
$108 nightly
The price is $119
Mar 29 - Mar 30
Total with taxes and fees
Prima dell'Elba Bed & Breakfast
Outdoor spa tub

Botrona B&B

Botrona B&B
Scarlino
9.6 out of 10, Exceptional, (24 reviews)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
Botrona B&B
Seasonal outdoor pool

La Rosa dei Venti Resort

La Rosa dei Venti Resort
Piombino
8.4 out of 10, Very Good, (18 reviews)
"Amazing location and at an terrific price. Almost too good to be true. "
United States
Mike
La Rosa dei Venti Resort
Outdoor pool

Laqua Vineyard

Laqua Vineyard
Terricciola
10.0 out of 10, Exceptional, (12 reviews)
"simply quiet and stunning"
United States
ivar
$235 nightly
The price is $259
Apr 1 - Apr 2
Total with taxes and fees
Laqua Vineyard
Indoor pool, sun loungers

Residenza Santa Cecilia

Residenza Santa Cecilia
3.0 star property
San Vincenzo
9.4 out of 10, Exceptional, (41 reviews)
"Loved our stay. The room was very spacious and comfortable. Breakfast was delicious and the staff was so kind and helpful. "
United States
Enrique
Residenza Santa Cecilia
Outdoor pool, sun loungers

Borgo degli Olivi

Borgo degli Olivi
3.0 star property
Piombino
8.2 out of 10, Very Good, (89 reviews)
"Nulla da dire ottimo"
Italy
Antonio Pasquale
$110 nightly
The price is $122
Apr 2 - Apr 3
Total with taxes and fees
Borgo degli Olivi
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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

Relais dei Molini

Relais dei Molini

10/10 Excellent
"We were upgraded to a suite which was great. We were the only guests at the resort and got extra attention. The accommodations and breakfast were next level - we would definitely stay again. Luca was a pleasure to speak with and very knowledgeable."
DOUG 2-night trip
Posted 4 months ago
Relais dei Molini

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 $88 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.

Explore a world of travel with Expedia