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

Search Vacation Homes in Stigliano

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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 ￥14,081
￥24,629 total
includes taxes & fees
Nov 3 - Nov 4
Exclusive Stone Tower.
An open doorway leading to an outdoor area with a bench, a television on a cabinet, and a framed picture on the wall.

2. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is ￥16,715
￥20,762 total
includes taxes & fees
Nov 5 - Nov 6
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
A patio with a wooden table, a blue lounge chair, a striped chair, and a large umbrella.

3. Detached house with a garden, just a few minutes from the Abbey of San Galgano

Detached house with a garden, just 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 ￥8,790
￥21,271 total
includes taxes & fees
Nov 4 - Nov 5
Detached house with a garden, just a few minutes from the Abbey of San Galgano
A horse grazing under a tree in a grassy area with a small building in the background.

4. A cozy, Tuscan-style apartment perfect for families. Pets Allowed

A cozy, Tuscan-style apartment perfect 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 ￥26,370
￥32,874 total
includes taxes & fees
Nov 2 - Nov 3
A cozy, Tuscan-style apartment perfect for families. Pets Allowed
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

5. 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 ￥19,915
￥22,610 total
includes taxes & fees
Nov 8 - Nov 9
Agriturismo La Ferrozzola
A bedroom with a bed, a vanity with a mirror, and LED strip lighting.

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

Siena Love Nest: Romantic Suite with Spa & Jacuzzi
Toscana
The price is ￥17,404
￥30,940 total
includes taxes & fees
Nov 2 - Nov 3
Siena Love Nest: Romantic Suite with Spa & Jacuzzi
A building with a stone facade, a door, a window, and a patio area with chairs and a table.

7. A peaceful spot with a garden between Chianti and Crete, near the old town

A peaceful spot with a garden between Chianti and Crete, near the old town
Casetta
The price is ￥12,657
￥17,227 total
includes taxes & fees
Nov 2 - Nov 3
A peaceful spot with a garden between Chianti and Crete, near the old town
A narrow alleyway with a stone archway leading to a building with a brick facade.

8. A Nest with a View - A Romantic Getaway Within the City Walls

A Nest with a View - A Romantic Getaway Within the City Walls
Radicondoli
The price is ￥27,315
￥27,315 total
includes taxes & fees
Nov 1 - Nov 2
A Nest with a View - A Romantic Getaway Within the City Walls
A narrow stone staircase leading to a door with a glass panel, flanked by brick walls and metal railings.

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 ￥38,816
￥44,442 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Home 'La Nobiltà Del Tempo' with Balcony and Wi-Fi
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

10. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is ￥62,501
￥69,103 total
includes taxes & fees
Oct 30 - Oct 31
Apartment in Chianti With Pool ID 3939
A small brick structure with an arched entrance, surrounded by gravel, potted plants, and trees.

11. Vacation in Poggettone

Vacation in Poggettone
Monteroni d'Arbia
The price is ￥25,315
￥39,027 total
includes taxes & fees
Nov 2 - Nov 3
Vacation in 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.

12. 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 ￥35,101
￥40,379 total
includes taxes & fees
Oct 31 - Nov 1
Casa di Via del Corallo Gerfalco – Historic Village Apartment with Nature Reserve Access
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

13. 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 ￥63,674
￥78,297 total
includes taxes & fees
Nov 3 - Nov 4
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A stone building with a gravel path, outdoor seating, and greenery.

14. The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is ￥37,972
￥44,828 total
includes taxes & fees
Nov 2 - Nov 3
The Arch Among the Hills of Castellina
A large, dark wooden door with a glass panel above it, set within a brick wall.

15. IL TOLOMEI - new apartment in the middle of the main street

IL TOLOMEI - new apartment in the middle 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 price is ￥15,982
￥27,073 total
includes taxes & fees
Nov 2 - Nov 3
IL TOLOMEI - new apartment in the middle of the main street
A room with a large window, a view of a balcony with outdoor furniture, and a kitchen area with a sink.

16. CASA ILARIA - Bright apartment with a view in the historic center

CASA ILARIA - Bright apartment with a view in the historic center
Siena City Centre
8.0 out of 10, Very good, (5 reviews)
"Location was close to restaurants and bars. View from the windows is spectacular. Lots of ups and downs for walking but typical of Italy. Would have liked to see a toaster and handrail on stairs to bedroom, otherwise well equipped. An information booklet including operation of appliances would be helpful."
United States
Phil S.
The price is ￥11,197
￥20,058 total
includes taxes & fees
Nov 5 - Nov 6
CASA ILARIA - Bright apartment with a view in the historic center
A swimming pool with a wooden deck and lounge chairs, surrounded by a scenic landscape with hills and a clear sky.

17. Agritourism in Val d'Orcia

Agritourism in Val d'Orcia
montalcino
The price is ￥26,392
￥59,646 total
includes taxes & fees
Oct 30 - Oct 31
Agritourism in Val d'Orcia
A rustic villa with a garden, a pond, and a mountainous backdrop.

18. Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is ￥1,476,706
￥1,477,585 total
includes taxes & fees
Oct 30 - Oct 31
Ebbio – Villa and Organic Farm in Monteriggioni
A stone building with a flat roof, multiple windows, and a small porch area.

19. Podere Cagnesi: Relaxation in the Heart of Nature

Podere Cagnesi: Relaxation in the Heart of Nature
Podere Cagnesi
The price is ￥18,986
￥35,631 total
includes taxes & fees
Nov 1 - Nov 2
Podere Cagnesi: Relaxation in the Heart of Nature
A glass on a wooden surface with a pool and a building in the background.

20. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is ￥42,412
￥47,005 total
includes taxes & fees
Nov 1 - Nov 2
Apartment in Chianti With Pool ID 513
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stigliano Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful property with a gorgeous terrace, old world charm, and lovely and helpful Camilla at front desk."
Wendy 4-night trip
Posted less than an hour ago
Palazzo Ravizza

Find out more about Stigliano

Stigliano Vacation Homes information

Number of reviews
34
Accommodation
720 Vacation Homes
Lowest Price
￥17,227
Highest Price
￥1,477,585

Explore a world of travel with Expedia