Castellina Scalo holiday rentals

We found 1,827 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Castellina Scalo to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as a fireplace and garden. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Castellina Scalo

Showing deals for:20 Nov - 27 Nov

Living area
Pool
Living area
Private kitchen
Exceptional
(5 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

5% off
AU$5,040
for 7 nights, 1 villa
AU$720 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
View from the kitchen
House and loggia, seen from the garden
Pool
House and parking
Exceptional
(58 reviews)

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

Castellina in Chianti

9% off
AU$6,878
for 7 nights, 1 villa
AU$983 per night
includes taxes & fees
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Living area
Private kitchen
Interior
Living area
Exceptional
(44 reviews)

Le Redi: sustainable geothermal country villa, amazing views over Chianti hills

Castelnuovo Berardenga

9% off
AU$3,121
for 7 nights, 1 villa
AU$446 per night
includes taxes & fees
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Property grounds
Pool
Outdoor dining
Exterior
Exceptional
(21 reviews)

Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm

Siena

6% off
AU$2,007
for 7 nights, 1 home
AU$287 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Room
Dining
Interior
Dining
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
AU$8,465
for 7 nights, 1 apartment
AU$1,209 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Dining
Property grounds
Interior
Property grounds
Exceptional
(7 reviews)

Charming relais in Siena at the gates of Chianti

Siena

11% off
AU$1,461
for 7 nights, 1 apartment
AU$209 per night
includes taxes & fees
Charming relais in Siena at the gates of Chianti
Dining
Outdoor dining
Interior
Exterior detail
Exceptional
(36 reviews)

GARDEN HOUSE

San Gimignano

7% off
AU$1,870
for 7 nights, 1 apartment
AU$267 per night
includes taxes & fees
GARDEN HOUSE
Pool
Exterior
Interior
Property grounds
Exceptional
(22 reviews)

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$3,685
for 7 nights, 1 villa
AU$526 per night
includes taxes & fees
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Interior
Property grounds
Property grounds
Living area
Exceptional
(81 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
AU$908
for 7 nights, 1 home
AU$130 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Property grounds
Exterior detail
Interior
Terrace/patio
Wonderful
(11 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti

13% off
AU$1,970
for 7 nights, 1 home
AU$281 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Living area
Outdoor dining
Interior
modern and bright kitchen with balcony
Exceptional
(69 reviews)

Family apartment with magical view on the old city, balcony, wifi & parking

Siena

7% off
AU$2,334
for 7 nights, 1 apartment
AU$333 per night
includes taxes & fees
Family apartment with magical view on the old city, balcony, wifi & parking
Outdoor dining
Living area
Dining
Property grounds
Exceptional
(116 reviews)

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$8,006
for 7 nights, 1 villa
AU$1,144 per night
includes taxes & fees
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Dining
Room
Living area
Bathroom
Exceptional
(13 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
AU$1,736
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Room
Outdoor dining
Interior
Dining
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
AU$1,527
for 7 nights, 1 apartment
AU$218 per night
includes taxes & fees
Period residence located in the heart of Siena

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Castellina Scalo getaway

Learn about the unique charm of Castellina Scalo with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Castellina Scalo

Do you want to discover attractions to visit while you're in the area? Venture out of your holiday home and check out everything that Castellina Scalo has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Castello di Monsanto (6.3 mi / 10.2 km)
  • Terra di Seta (6.5 mi / 10.4 km)
  • Castello della Paneretta (6.6 mi / 10.7 km)
  • Isole e Olena Winery (7.3 mi / 11.7 km)
  • Casa Sola - Chianti Winery (8.4 mi / 13.5 km)
  • Sovestro in Poggio Winery (8.5 mi / 13.7 km)

Exploring the natural landscape of Castellina Scalo

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Castellina Scalo. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Alta Val d'Elsa River Park (3.9 mi / 6.3 km)
  • Val di Merse (15.7 mi / 25.3 km)
  • Le Caldane Thermal Baths (3.8 mi / 6.2 km)
  • Sentierelsa Trail (4.2 mi / 6.7 km)
  • Chianti Sculpture Park (8.7 mi / 14 km)
  • Enoteca Italiana (8 mi / 12.9 km)

How to get to and around Castellina Scalo

The nearest airport is in Peretola Airport (FLR), located 27.5 mi (44.3 km) from the city centre.

If you'd prefer to travel by train, the main station is Monteriggioni Castellina Station.

Frequently asked questions

What are the top attractions in Castellina Scalo?
In Castellina Scalo, Tuscany, visitors can experience firsthand the picturesque Italian countryside and explore a range of attractions. The nearby town of Castellina in Chianti is renowned for its charming medieval architecture and offers a selection of wine tasting tours in local vineyards, showcasing the region's famous Chianti wines.For those interested in history, the beautiful Castello di Brolio, located not far from Castellina Scalo, provides a glimpse into the area's rich heritage, with its stunning gardens and panoramic views of the surrounding vineyards.Nature enthusiasts can enjoy the scenic trails in the Chianti Classico region, great for walking or cycling, and there are several olive oil farms nearby where visitors can learn about traditional production methods.The area also boasts several quaint trattorias and local markets, allowing tourists to savour authentic Tuscan cuisine and regional delicacies.
Are all fees included in the Castellina Scalo holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Castellina Scalo holiday homes with parking?
Stayz offers a wide selection of holiday homes in Castellina Scalo with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Castellina Scalo holiday homes?
You can find great discounts on holiday homes in Castellina Scalo on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Castellina Scalo holiday home booking on Stayz?
To find Castellina Scalo holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Castellina Scalo?
A long-stay holiday home in Castellina Scalo is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Castellina Scalo holiday home?
Book your Castellina Scalo holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Castellina Scalo?
Prices for holiday homes in Castellina Scalo vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Castellina Scalo to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.