A stone tower with a tiled roof overlooking a narrow path flanked by trees and buildings.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Stigliano vacation homes

A stone building with two windows, one with green shutters, and a rose bush in the foreground.

1. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is ￥14,182
￥24,805 total
includes taxes & fees
Oct 14 - Oct 15
Exclusive Stone Tower.
A concrete outdoor grill with a metal grate and a metal handle.

2. Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included

Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
Monteroni d'Arbia
The price is ￥16,820
￥20,892 total
includes taxes & fees
Oct 14 - Oct 15
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

3. Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
10.0 out of 10, Exceptional, (1 review)
"Petite maison cosy et juste parfaite pour deux personnes. La localisation est très bonne, à l’entrée du village de Monticiano. L’accueil a été enthousiaste et la communication très fluide. Merci pour ce beau séjour ! On recommande !"
United States
Julie M.
The price is ￥8,853
￥21,424 total
includes taxes & fees
Oct 14 - Oct 15
Detached house with garden a few minutes from the abbey of San Galgano
A rustic building with a brick facade, a small arched window, and a door.

4. Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"This refurbished cottage is a hidden gem, surrounded by fruit trees on a hillside facing Siena. You’ll need a car — it s about a 5-minute drive on a steep, narrow, winding road to get to the stores by the freeway. The cottage was bigger than we were expecting, with a small but well-equipped kitchen. The host turned on the AC in anticipation of our arrival. There are two bedrooms on the main floor with AC, and a fourth bed in a loft."
United States
Shanti R.
The price is ￥26,559
￥33,110 total
includes taxes & fees
Oct 30 - Oct 31
Cozy Tuscan-style apartment Suitable for families. Pets allowed
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

5. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is ￥25,268
￥48,852 total
includes taxes & fees
Oct 11 - Oct 12
House with pool for 4 pax
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

6. Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is ￥17,529
￥31,162 total
includes taxes & fees
Oct 11 - Oct 12
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A balcony with potted plants and a view of rolling hills and mountains.

7. A Nest with a View - A Romantic Retreat Within the City Walls

A Nest with a View - A Romantic Retreat Within the City Walls
Radicondoli
The price is ￥25,135
￥25,135 total
includes taxes & fees
Nov 7 - Nov 8
A Nest with a View - A Romantic Retreat Within the City Walls
A stone staircase leading to a building entrance with a sign indicating 'LA NOBILTA DEL TEMPO CASA VACANZA.'

8. Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi

Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
Poggiobrucoli
The price is ￥39,152
￥44,827 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A brick building with a sliding glass door entrance, a large potted plant, and two smaller potted plants outside.

9. GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of

GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of
Siena
The price is ￥15,446
￥31,078 total
includes taxes & fees
Oct 18 - Oct 19
GuestHost - Charming studio of 40 sqm can accommodate up to 3 people, located on the ground floor (rise to access) of a refined period building with breathtaking views of the Sienese countryside. The property is located in a historic area, at the door of
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

10. Peaceful corner with garden between Chianti and Crete, very close to Old Town

Peaceful corner with garden between Chianti and Crete, very close to Old Town
Casetta
The price is ￥12,767
￥17,378 total
includes taxes & fees
Nov 9 - Nov 10
Peaceful corner with garden between Chianti and Crete, very close to Old Town
A rustic outdoor setting with a stone building, a wooden table with chairs, a brick oven, and a variety of greenery including tall cypress trees and flowering plants.

11. Casa Crevole di Martina in the Heart of Tuscany

Casa Crevole di Martina in the Heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is ￥40,870
￥45,197 total
includes taxes & fees
Oct 13 - Oct 14
Casa Crevole di Martina in the Heart of Tuscany
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

12. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is ￥71,058
￥78,518 total
includes taxes & fees
Oct 23 - Oct 24
Apartment in Chianti With Pool ID 3939
A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

13. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

14. Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is ￥25,534
￥39,365 total
includes taxes & fees
Oct 11 - Oct 12
Holday at Poggettone
A stone building with multiple windows and a chimney.

15. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is ￥20,290
￥23,028 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo La Ferrozzola
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

16. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...
Germany
Anonymous traveler
The price is ￥69,376
￥84,104 total
includes taxes & fees
Oct 12 - Oct 13
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A cozy room with a wooden ceiling, a dining table set with plates, cups, and a vase, and a sofa with a book on it.

17. Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access

Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
Località Gerfalco Montieri
The price is ￥37,237
￥42,557 total
includes taxes & fees
Oct 31 - Nov 1
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A rectangular swimming pool with a wooden deck and metal railing, surrounded by a grassy area with trees and a clear sky.

18. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (1 review)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveler
The price is ￥56,570
￥66,131 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

19. Agritourism in val d'orcia

Agritourism in val d'orcia
montalcino
The price is ￥26,559
￥60,023 total
includes taxes & fees
Oct 14 - Oct 15
Agritourism in val d'orcia
A stone building with a gravel path, outdoor seating, and greenery.

20. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is ￥42,556
￥49,471 total
includes taxes & fees
Nov 2 - Nov 3
The Arch Among the Hills of Castellina
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 Stigliano Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."
Ralph 2-night trip
Posted 4 hours ago
Hotel Italia

Find out more about Stigliano

Stigliano Vacation Homes information

Number of reviews
71
Accommodation
745 Vacation Homes
Lowest Price
￥17,378
Highest Price
￥84,104

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