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

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Check prices for these dates

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

Our top choices for Sassicaia Wine Area holiday 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
The price is 2.969.964 ₫
3.411.695 ₫ total
includes taxes & fees
27 Oct - 28 Oct
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
The price is 1.957.212 ₫
2.152.933 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Residence le Rose
A reception area with a stone wall, framed pictures, and a view of a swimming pool through a large window.

3. 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
The price is 2.159.967 ₫
2.477.278 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Residenza Santa Cecilia
An aerial view of a large estate with multiple buildings, a central swimming pool, and extensive green lawns.

4. 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
The price is 2.307.945 ₫
2.538.653 ₫ total
includes taxes & fees
29 Oct - 30 Oct
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.

5. 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
The price is 1.352.781 ₫
1.488.059 ₫ total
includes taxes & fees
30 Oct - 31 Oct
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.

6. 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
The price is 1.785.626 ₫
2.036.556 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Cav Costa degli Etruschi
Outdoor dining

7. Via Siena 4 - Suites & Rooms

Via Siena 4 - Suites & Rooms
Cecina
The price is 1.566.786 ₫
1.723.465 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Via Siena 4 - Suites & Rooms
A modern kitchen with a stone wall, wooden staircase, and a breakfast bar with fruit and beverages.

8. Beatabb

Beatabb
Guardistallo
9.4 out of 10, Exceptional, (19 reviews)
"Beautiful B&B! Clean, comfortable room & wonderful breakfast "
United States
Joanne
The price is 2.095.554 ₫
2.305.109 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Beatabb
A modern interior with a bar area, seating, and a scenic mural.

9. 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
The price is 1.230.971 ₫
1.354.068 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Hotiday Relais Costa degli Etruschi
A building with a stucco exterior, multiple windows, and a tiled roof.

10. 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
The price is 2.311.949 ₫
2.687.879 ₫ total
includes taxes & fees
21 Nov - 22 Nov
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

Relais Sant'Elena

Relais Sant'Elena

8/10 Good
"."
Asheily 2-night trip
Posted 1 month ago
Relais Sant'Elena