A historic town with a prominent tower and a rainbow arching over it.

Chalets in Province of Siena

Compare and save

  • 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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Province of Siena chalets

A stone-walled patio with wicker furniture, a lantern, and a potted plant.

1. Wonderful family chalet, with swimming pool and panoramic terrace

Wonderful family chalet, with swimming pool and panoramic terrace
Casole d'elsa siena
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay. The accommodation and the property were absolutely beautiful, and the host was very welcoming. We would definitely recommend it as a base for exploring the region."
United States
Nicolas G.
Wonderful family chalet, with swimming pool and panoramic terrace
A stone building with a covered patio area, outdoor seating, and a small garden.

2. Private estate in Tuscany with a pool—5 charming villas at Tenuta Cantona,

Private estate in Tuscany with a pool—5 charming villas at Tenuta Cantona,
Toscana
The price is AED 1,105
AED 1,506 total
includes taxes & fees
10 Nov - 11 Nov
Private estate in Tuscany with a pool—5 charming villas at Tenuta Cantona,
An outdoor patio with a wooden table and chairs, a beige umbrella, and a view of a garden with trees and lavender.

3. Villa Basilico - Cignella Resort Chalet in Tuscany

Villa Basilico - Cignella Resort Chalet in Tuscany
Trequanda
The price is AED 956
AED 968 total
includes taxes & fees
13 Nov - 14 Nov
Villa Basilico - Cignella Resort Chalet in Tuscany
A building with a stone wall, a gravel driveway, and a patio area with a table and chairs.

4. Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,

Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,
Trequanda
The price is AED 677
AED 826 total
includes taxes & fees
12 Nov - 13 Nov
Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,
An outdoor patio with a table and chairs, an umbrella, and a view of a landscaped garden with trees and hills.

5. Apartment Rosmarino- Cignella Resort Tuscany

Apartment Rosmarino- Cignella Resort Tuscany
Siena
The price is AED 977
AED 989 total
includes taxes & fees
10 Nov - 11 Nov
Apartment Rosmarino- Cignella Resort Tuscany
An outdoor patio with stone flooring, wicker furniture, and a large umbrella.

6. Chalet Cigno - Apartment in Tuscany

Chalet Cigno - Apartment in Tuscany
Trequanda
The price is AED 750
AED 762 total
includes taxes & fees
10 Nov - 11 Nov
Chalet Cigno - Apartment in Tuscany
A pink villa with a stone pathway leading to the entrance, surrounded by a well-maintained lawn and a garden area with outdoor furniture.

7. Apartment Azzurro- Cignella Resort Tuscany

Apartment Azzurro- Cignella Resort Tuscany
Trequanda
Apartment Azzurro- Cignella Resort Tuscany
A building with a red facade, a yellow umbrella, and a garden with green shrubs and flowers.

8. Apartment Azzurro- Cignella Resort Tuscany

Apartment Azzurro- Cignella Resort Tuscany
Trequanda
The price is AED 1,014
AED 1,026 total
includes taxes & fees
10 Nov - 11 Nov
Apartment Azzurro- Cignella Resort Tuscany
A patio with outdoor furniture, a covered table, and a large umbrella.

9. Villa Basilico - Cignella Resort Chalet in Tuscany

Villa Basilico - Cignella Resort Chalet in Tuscany
Trequanda
Villa Basilico - Cignella Resort Chalet in Tuscany
A modern living room with a grey sofa, a beige sofa, and a coffee table. There is a kitchen area in the background with a white countertop and cabinets.

10. Apartment Rosmarino- Cignella Resort Tuscany

Apartment Rosmarino- Cignella Resort Tuscany
Trequanda
Apartment Rosmarino- Cignella Resort Tuscany
A compact kitchen with blue cabinets, a stove, a sink, and a window with a curtain.

11. Chalet Cigno - Apartment in Tuscany

Chalet Cigno - Apartment in Tuscany
Trequanda
Chalet Cigno - Apartment in Tuscany
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 Province of Siena Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Extremely attentive and polite staff made us feel special. The location, thermal pools and bike rental made our stay incredible and unforgettable. Can’t wait to stay again!"
Slimane 3-night trip
Posted 10 hours ago
Castello di Velona Resort Thermal SPA & Winery

Explore a world of travel with Expedia