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

Sassicaia Wine Area Holiday Rentals

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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 S$192
includes taxes & fees
1 Nov - 2 Nov
GLAMPING PIAN DELLE GINESTRE
A sunset over a beach with a large piece of driftwood.

2. Residence le Rose

Residence le Rose
2.0 star property
Bibbona
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 S$122
includes taxes & fees
1 Nov - 2 Nov
Residenza Santa Cecilia
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.

4. 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 S$65
includes taxes & fees
3 Nov - 4 Nov
Borgo Verde
A restaurant with white wooden tables and chairs, hanging light bulbs, and green vines.

5. 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 S$66
includes taxes & fees
1 Dec - 2 Dec
Hotiday Relais Costa degli Etruschi
A dining area with a stone wall, wooden chairs, a table set with plates, glasses, and a fruit bowl.

6. 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 S$107
includes taxes & fees
3 Nov - 4 Nov
Beatabb
A compact kitchen with a dining area, featuring a round table, chairs, a built-in oven, and a TV mounted on the wall.

7. 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 S$99
includes taxes & fees
10 Nov - 11 Nov
Cav Costa degli Etruschi
A building with a stucco exterior, multiple windows, and a tiled roof.

8. 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 S$132
includes taxes & fees
1 Dec - 2 Dec
Residence Il Paradiso
A view through a window with a view of a landscape and a body of water.

9. Podere San Giuseppe

Podere San Giuseppe
San Vincenzo
9.2 out of 10, Wonderful, (17 reviews)
"Great place, with good facilities, and communication. Will definitely return."
Italy
Anonymous traveller
The price is S$77
includes taxes & fees
1 Nov - 2 Nov
Podere San Giuseppe
Beach

10. Via Siena 4 - Suites & Rooms

Via Siena 4 - Suites & Rooms
Cecina
The price is S$73
includes taxes & fees
2 Nov - 3 Nov
Via Siena 4 - Suites & Rooms
A beach with clear turquoise water, two wooden picnic tables, and a sandy shore with trees in the background.

11. Fattoria Podere i Luoghi

Fattoria Podere i Luoghi
Casale Marittimo
Fattoria Podere i Luoghi
A pool area with lounge chairs and a thatched umbrella, surrounded by a fence and greenery.

12. Fattoria Palazzeta Pet & Family Friendly

Fattoria Palazzeta Pet & Family Friendly
Cecina
10.0 out of 10, Exceptional, (1 review)
"The property was great: spacious, very nicely decorated and a big fenced garden for our dog to play. Very friendly staff who helped with our needs including extremely late check-out. "
Netherlands
Marijn
The price is S$385
includes taxes & fees
2 Nov - 3 Nov
Fattoria Palazzeta Pet & Family Friendly
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

13. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is S$270
includes taxes & fees
3 Nov - 4 Nov
Villa Le Polle di Meletro
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with large windows.

14. San Francesco Country Resort

San Francesco Country Resort
Rosignano Marittimo
9.4 out of 10, Exceptional, (55 reviews)
"Loved the resort and excellent service."
United Kingdom
PIETRO
The price is S$117
includes taxes & fees
24 Nov - 25 Nov
San Francesco Country Resort
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a hedge.

15. Hotiday Apartments Costa degli Etruschi

Hotiday Apartments Costa degli Etruschi
Rosignano Marittimo
The price is S$56
includes taxes & fees
1 Dec - 2 Dec
Hotiday Apartments Costa degli Etruschi
An open dining area with a table set for two, a red sofa, and a painting on the wall.

16. La Ripadoro

La Ripadoro
Chianni
10.0 out of 10, Exceptional, (1 review)
"Amazing place Amazing view Amazing food Amazing people. Highly recommended."
Canada
Maya
The price is S$253
includes taxes & fees
14 Nov - 15 Nov
La Ripadoro
A rooftop swimming pool with a view of the sea and hills during sunset.

17. La Rosa dei Venti Resort

La Rosa dei Venti Resort
Piombino
8.2 out of 10, Very good, (20 reviews)
"The location is beautiful right on top of the cliff over watching the ocean in the islands. A nice path going down to the beach. Also, there is a pool that can be used. This place is more rooms to rent than the hotel. There is no room service and the rooms are not equipped Well to eat in or just relax inside."
United States
Rafael
The price is S$180
includes taxes & fees
1 Nov - 2 Nov
La Rosa dei Venti Resort
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

18. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is S$104
includes taxes & fees
1 Nov - 2 Nov
Room Rent Morrona
A person relaxing in a hot tub with a glass of wine.

19. Botrona B&B

Botrona B&B
Scarlino
9.4 out of 10, Exceptional, (26 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
The price is S$112
includes taxes & fees
1 Nov - 2 Nov
Botrona B&B
A rectangular pool with a waterfall feature, surrounded by lounge chairs and potted plants.

20. Hotel Residence Stella del Mare

Hotel Residence Stella del Mare
3.0 star property
Rosignano Marittimo
8.0 out of 10, Very good, (101 reviews)
"Friendly staff. Nice hotel for some relaxing days by the pool. "
Sweden
Anonymous traveller
The price is S$700
includes taxes & fees
15 Nov - 16 Nov
Hotel Residence Stella del Mare
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 2 months ago
Relais Sant'Elena