Sassicaia Wine Area Vacation Rentals

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Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Sassicaia Wine Area vacation rentals

Comfort Room | Premium bedding, free WiFi
Room Rent Morrona

Room Rent Morrona

Room Rent Morrona
Terricciola
9.0 out of 10, Wonderful, (6)
"Ottima struttura "
Italy
Marzia
Room Rent Morrona
Villa | Living area | Flat-screen TV, table tennis
Borgo Verde

Borgo Verde

Borgo Verde
Rosignano Marittimo
9.8 out of 10, Exceptional, (43)
"Very nice spacious room at an unbeatable price."
Canada
Dieter
Borgo Verde
Exterior
Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village

Casa in Maremma Tuscany Village
3.0 star property
Scarlino
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
Daily self-serve breakfast (EUR 6 per person)
Beatabb

Beatabb

Beatabb
Guardistallo
9.0 out of 10, Wonderful, (7)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Superior Double Room | Minibar, individually furnished, desk, blackout drapes
Marconi 1935 B&B and Holiday Home

Marconi 1935 B&B and Holiday Home

Marconi 1935 B&B and Holiday Home
Follonica
9.4 out of 10, Exceptional, (9)
"Brilliant little apartment, lovely roof terrace with whirlpool. Easy walk to station and beach. Check in all done via WhatsApp and seamless, beds comfy bathroom.excellent. highly reccomend"
United Kingdom
Mark
Marconi 1935 B&B and Holiday Home
Front of property - evening/night
Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel

Antico Podere San Francesco Hotel
Rosignano Marittimo
9.6 out of 10, Exceptional, (38)
"Very nice property, lovely breakfast and friendly staff!"
United Kingdom
David
Antico Podere San Francesco Hotel
Front of property
Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B

Domus Socolatae Residenza d'Epoca Charming B&B
Follonica
9.4 out of 10, Exceptional, (23)
"Our stay was amazing, will be back soon!"
United States
Tiffany
Domus Socolatae Residenza d'Epoca Charming B&B
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior
Residence Il Paradiso

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very Good, (25)
"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
The price is ₩130,391
₩152,158 total
includes taxes & fees
Dec 30 - Dec 31
Residence Il Paradiso
Exterior
Suites Marilia Apartments

Suites Marilia Apartments

Suites Marilia Apartments
Livorno
8.4 out of 10, Very Good, (83)
"I would stay here again. Nice place. Didn’t get to use the pool (December). Had a coin laundry in the car box (parking garage) that was reasonable compared to other places on my travels in Italy. The latte machine in the vending machine area was excellent for 60 cents euro. Great view of the sunset from our massive end unit patio. "
United States
ERIC
The price is ₩119,953
₩135,436 total
includes taxes & fees
Dec 28 - Dec 29
Suites Marilia Apartments
Outdoor pool, sun loungers
Borgo degli Olivi

Borgo degli Olivi

Borgo degli Olivi
3.0 star property
Piombino
8.2 out of 10, Very Good, (89)
"Nulla da dire ottimo"
Italy
Antonio Pasquale
Borgo degli Olivi
Apartment, 1 Bedroom | Private kitchen | Full-size fridge, oven, stovetop, dishwasher
Cav Costa degli Etruschi

Cav Costa degli Etruschi

Cav Costa degli Etruschi
San Vincenzo
9.2 out of 10, Wonderful, (20)
"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
Cav Costa degli Etruschi
Seasonal outdoor pool
La Rosa dei Venti Resort

La Rosa dei Venti Resort

La Rosa dei Venti Resort
Piombino
8.4 out of 10, Very Good, (18)
"Amazing location and at an terrific price. Almost too good to be true. "
United States
Mike
La Rosa dei Venti Resort
Seasonal outdoor pool, pool umbrellas, sun loungers
BeVedetta - Relais & Glamping - Adult Only

BeVedetta - Relais & Glamping - Adult Only

BeVedetta - Relais & Glamping - Adult Only
Scarlino
10.0 out of 10, Exceptional, (9)
"The place it is just amazing, deepen in the green vegetations behing the gulf of Follonica, surrounded by nature and quiet and with a great view of Elba island, it is a perfect place for a relaxing break. "
United Kingdom
Pietro
BeVedetta - Relais & Glamping - Adult Only
Indoor pool, sun loungers
Residenza Santa Cecilia

Residenza Santa Cecilia

Residenza Santa Cecilia
3.0 star property
San Vincenzo
9.4 out of 10, Exceptional, (39)
"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
Seasonal outdoor pool, pool umbrellas, sun loungers
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta

Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
Cecina
7.2 out of 10, Good, (15)
"Cabins are great, everything is clean and beds where fine. Swimming pool is a little too warm and the pool surface is basicly stones that gave the kids open wounds. The restaurant didnt sell anything but chips. "
Iceland
Anonymous traveler
The price is ₩100,510
₩110,561 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Toscana Biovillage - Cottage con Vasca Idromassaggio solo su Richiesta
View from property
Villaggio Miramare

Villaggio Miramare

Villaggio Miramare
3.0 star property
Livorno
8.0 out of 10, Very Good, (52)
"This is such a wonderful place I will definitely return sometime in the future"
United States
Keith
The price is ₩107,106
₩121,307 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Villaggio Miramare
Outdoor pool
La Fonte di Vivalda

La Fonte di Vivalda

La Fonte di Vivalda
Suvereto
7.0 out of 10, Good, (2)
"tutto molto bello"
Italy
Andrea
La Fonte di Vivalda
Front of property
Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi

Hotiday Relais Costa degli Etruschi
Rosignano Marittimo
The price is ₩1,199,664
₩1,319,630 total
includes taxes & fees
Dec 25 - Dec 26
Hotiday Relais Costa degli Etruschi
Seasonal outdoor pool, pool umbrellas, sun loungers
Villa Tosca

Villa Tosca

Villa Tosca
Peccioli
The price is ₩2,450,732
₩2,695,805 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Villa Tosca
Seasonal outdoor pool
Hotiday Apartments Costa degli Etruschi

Hotiday Apartments Costa degli Etruschi

Hotiday Apartments Costa degli Etruschi
Rosignano Marittimo
The price is ₩1,199,664
₩1,319,630 total
includes taxes & fees
Dec 25 - Dec 26
Hotiday Apartments Costa degli Etruschi
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

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 3 weeks ago
Relais dei Molini

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