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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Stigliano vacation homes

A rustic building with a brick facade, a small arched window, and a door.

1. 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 ￥26,639
￥33,209 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Tuscan-style apartment Suitable for families. Pets allowed
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

2. 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 ￥8,880
￥21,489 total
includes taxes & fees
Oct 20 - Oct 21
Detached house with garden a few minutes from the abbey of San Galgano
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

3. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is ￥14,225
￥24,880 total
includes taxes & fees
Oct 20 - Oct 21
Exclusive Stone Tower.
A gated entrance with a number plaque, a pathway leading to a building, and a parked vehicle.

4. 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 ￥16,871
￥20,956 total
includes taxes & fees
Oct 25 - Oct 26
Tuscan House: Spacious, Traditional Tuscan Apartment with Plenty of Outdoor Space and Breakfast Included
A modern hotel room with a flat-screen TV displaying 'NETFLIX', a jacuzzi, and a neon sign.

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

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is ￥17,581
￥31,256 total
includes taxes & fees
Oct 20 - Oct 21
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
A balcony with potted plants and a view of rolling hills and mountains.

6. 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 ￥25,340
￥25,340 total
includes taxes & fees
Nov 1 - Nov 2
A Nest with a View - A Romantic Retreat Within the City Walls
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

7. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Peaceful, tranquil & quiet retreat with gorgeous but unheated pool - so very refreshing! Lovely, airy & cool rooms. Twin beds were hard but double bed was comfortable. Check side of recycling bin by gate to know what items can be recycled - written instructions were confusing. Hostess Lea delightful & welcoming with hostess Camilla very helpful & warmly wishing us the best!"
Canada
Judith C.
The price is ￥25,307
￥48,926 total
includes taxes & fees
Oct 22 - Oct 23
House with pool for 4 pax
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

8. 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 ￥12,787
￥17,405 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful corner with garden between Chianti and Crete, very close to Old Town
A balcony with a tiled roof, a table with chairs, and a guitar leaning against the wall.

9. 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 ￥39,212
￥44,895 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
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.

10. 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 ￥40,933
￥45,266 total
includes taxes & fees
Oct 20 - Oct 21
Casa Crevole di Martina in the Heart of Tuscany
A stone bench with a rustic fire pit in a garden setting.

11. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is ￥45,098
￥49,963 total
includes taxes & fees
Oct 22 - Oct 23
Apartment in Chianti With Pool ID 513
A stone building with multiple windows and a chimney.

12. 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 ￥20,321
￥23,063 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo La Ferrozzola
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

13. Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is ￥25,573
￥39,425 total
includes taxes & fees
Oct 22 - Oct 23
Holday at Poggettone
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.

14. 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 ￥37,294
￥42,622 total
includes taxes & fees
Oct 31 - Nov 1
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

15. Agritourism in Val d'Orcia

Agritourism in Val d'Orcia
montalcino
The price is ￥26,639
￥60,204 total
includes taxes & fees
Oct 21 - Oct 22
Agritourism in Val d'Orcia
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
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Das Haus ist gut ausgestattet und liegt schön ruhig. Abends kann man das Zirpen der Grillen genießen, den Kauz hören und es kam auch ein Dachs vorbei! Wunderbar für Naturliebhaber. Es ist abseits gelegen. Die Gastgeber sind ausgesprochen nett und haben viele Tipps ! Sehr nette Gastfreundschaft. Ein Ort zum entspannen in der Toscana."
Germany
Anonymous traveler
The price is ￥71,470
￥86,242 total
includes taxes & fees
Nov 15 - Nov 16
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A stone building with a sign reading "VIA DI CALZOLERIA".

17. THE TOLOMEI - apartment in the heart of the main street

THE TOLOMEI - apartment in the heart of the main street
Siena City Centre
8.4 out of 10, Very good, (5 reviews)
"I stayed for a month and found the apartment ti be very comfortable and si convenient for all that Siena has to offer."
United States
Louise B.
THE TOLOMEI - apartment in the heart of the main street
A stone building with a gravel path, outdoor seating, and greenery.

18. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is ￥42,622
￥49,548 total
includes taxes & fees
Nov 9 - Nov 10
The Arch Among the Hills of Castellina
A rustic villa with a garden, a pond, and a mountainous backdrop.

19. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is ￥1,491,760
￥1,492,648 total
includes taxes & fees
Oct 27 - Oct 28
Ebbio – Villa and Organic Farm in Monteriggioni
An outdoor patio with tables and chairs, surrounded by greenery and a view of distant hills.

20. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is ￥21,311
￥24,863 total
includes taxes & fees
Oct 20 - Oct 21
Podere Belsogno-camera Lavanda
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"
Breanna 3-night trip
Posted 13 hours ago
Fattoria di Vegi

Find out more about Stigliano

Stigliano Vacation Homes information

Number of reviews
38
Accommodation
720 Vacation Homes
Lowest Price
￥17,405
Highest Price
￥1,492,648

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