Castellina in Chianti holiday rentals

We found 2,288 holiday rentals — enter your dates for availability
Discover a selection of 28 homes, 27 villas and holiday rentals in Castellina in Chianti that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Castellina in Chianti

Showing deals for:11 Dec - 18 Dec

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

Private villa in the heart of chianti with view of siena

Castellina in Chianti

8% off
AU$11,629
for 7 nights, 1 villa
AU$1,661 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Private outside area
Shared bbq area
Exterior
Private garden and swimming pool
Exceptional
(38 reviews)

Villa in the Heart of Chianti

Greve in Chianti

14% off
AU$6,401
for 7 nights, 1 villa
AU$914 per night
includes taxes & fees
Villa in the Heart of Chianti
Living area
Private kitchen
Living area
Interior
Exceptional
(44 reviews)

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

Castelnuovo Berardenga

9% off
AU$3,092
for 7 nights, 1 villa
AU$442 per night
includes taxes & fees
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Exterior
Dining
Property grounds
Pool
Exceptional
(55 reviews)

Portion Farmhouse nestled in the heart of Chianti with private pool,

Gaiole in Chianti

9% off
AU$3,173
for 7 nights, 1 home
AU$453 per night
includes taxes & fees
Portion Farmhouse nestled in the heart of Chianti with private pool,
Outdoor dining
Pool
Living area
Exterior
Exceptional
(21 reviews)

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

Siena

6% off
AU$1,988
for 7 nights, 1 home
AU$284 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Room
Dining
Living room
Dining
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
AU$8,386
for 7 nights, 1 apartment
AU$1,198 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Dining
Pool
Property grounds
Outdoor dining
Exceptional
(9 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

San Casciano in Val di Pesa

7% off
AU$1,662
for 7 nights, 1 apartment
AU$237 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Exterior
Property grounds
Interior
Interior
Exceptional
(8 reviews)

The Bartaline hut

Greve in Chianti

9% off
AU$1,450
for 7 nights, 1 home
AU$207 per night
includes taxes & fees
The Bartaline hut
Exterior
Pool
Property grounds
Private kitchen
Exceptional
(28 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!

San Casciano in Val di Pesa

8% off
AU$1,496
for 7 nights, 1 apartment
AU$214 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Dining
Outdoor dining
Outdoor banquet area
Property grounds
Exceptional
(113 reviews)

Exclusive Estate | Personal Concierge & Heated Pool

Impruneta

9% off
AU$14,195
for 7 nights, 1 villa
AU$2,028 per night
includes taxes & fees
Exclusive Estate | Personal Concierge & Heated Pool
Exterior
Property grounds
Private kitchen
Living area
Exceptional
(16 reviews)

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

Siena

9% off
AU$8,789
for 7 nights, 1 home
AU$1,256 per night
includes taxes & fees
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Interior
Property grounds
Property grounds
Living area
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
AU$899
for 7 nights, 1 home
AU$128 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Interior
The building and the front door.
Kitchen
View from the living and from the kitchen
Exceptional
(22 reviews)

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Siena

23% off
AU$2,399
for 7 nights, 1 home
AU$343 per night
includes taxes & fees
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Interior
Exterior detail
Interior
Property grounds
Wonderful
(11 reviews)

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

Castellina in Chianti

13% off
AU$1,952
for 7 nights, 1 home
AU$279 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Living area
Room
Bathroom
Room
Exceptional
(13 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
AU$1,720
for 7 nights, 1 apartment
AU$246 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Interior
Outdoor dining
Dining
Room
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
AU$1,512
for 7 nights, 1 apartment
AU$216 per night
includes taxes & fees
Period residence located in the heart of Siena

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Why visit Castellina in Chianti

  • Historical Charm: Stroll through ancient streets and piazzas, where centuries-old churches and a storied castle reflect Castellina’s rich heritage.
  • Romantic Ambience: Enjoy the serene, picturesque landscapes that make this Tuscan village a perfect setting for a romantic retreat.
  • Cultural Exploration: Discover the local history by visiting traditional landmarks and quaint neighbourhoods filled with authentic Italian charm.
  • Scenic Outdoors: Embrace the outdoor allure with gentle walks amidst rolling hills and classic Chianti vistas.
  • Gastronomic Delights: Savour local cuisine and traditional flavours that complete the authentic Italian experience within Castellina.

Popular types of accommodation in Castellina in Chianti

Discover the charm of Castellina in Chianti – a Tuscan gem offering stylish accommodations, including apartments, villas, and private holiday homes. Enjoy the rich history, exquisite local cuisine, and stunning landscapes while exploring ancient landmarks and quaint streets. Your perfect stay in Castellina awaits, ensuring a memorable and authentic Italian holiday experience.

  • Apartments: A popular choice for visitors, these self-contained units offer the comforts of home with the flexibility to explore local cuisine.
  • Villas: Often set in picturesque surroundings, villas provide spacious and luxurious accommodations for families or groups seeking a relaxing getaway.
  • Private Holiday Homes: Ideal for those wanting a personal touch, these homes offer privacy and the chance to experience local life.
  • Caravan Parks: A unique option for adventurous travellers, caravan parks offer a blend of comfort and nature, perfect for a laid-back holiday.
  • Cottages: These quaint and charming abodes are perfect for a cosy retreat, providing a warm atmosphere and rustic charm.**

Top attractions near Castellina in Chianti

Castellina in Chianti in Tuscany offers a charming blend of culture and romance. Wander through the historic piazza, visit ancient churches and explore the castle that stands as a testament to its storied past. Ideal for those seeking an outdoor holiday and entertainment, this locale enchants visitors with its rich heritage and captivating experiences, all set amidst the scenic Tuscan landscape.

  • Piazza del Campo: A stunning square renowned for its unique shell shape, vibrant atmosphere, and historic significance. It hosts the famous Palio horse race, showcasing a blend of culture and local tradition.
  • Fortezza Medicea: This historic fortress offers a glimpse into the past with its impressive architecture and panoramic views. It serves as a cultural hub, often hosting events and exhibitions.
  • Siena Cathedral: A masterpiece of Gothic architecture, this cathedral is adorned with intricate details and stunning artworks, providing a remarkable insight into the region's rich history and artistry.

Things to do recommended for couples

For a romantic getaway in Castellina in Chianti, indulge in wine tastings at local vineyards, enjoy candlelit dinners with exquisite Tuscan cuisine, and take leisurely strolls through the picturesque vineyards. Don’t miss a sunset hot air balloon ride for breathtaking views of the Chianti landscape.

Things to do recommended for families

Families exploring Castellina in Chianti can enjoy a delightful day at the local vineyards, where kids can learn about grape harvesting. Additionally, a visit to the picturesque Chianti Sculpture Park offers fun outdoor art installations, perfect for a family stroll and creative photo opportunities.

Things to do recommended for groups

Embark on an exhilarating day at Saltalbero Adventure Park, a zipline ropes course located 32km away from Castellina in Chianti, where adventure and the great outdoors await your group.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Castellina in Chianti

Whether you're journeying with a group, travelling as a family, bringing your pets along, or seeking extended stays, ensure you select the appropriate filters. Here are some Stayz booking pointers for you.

  • Traveling to Castellina in Chianti with a group: Consider how many bedrooms you'll require, along with facilities such as a fully-equipped kitchen or outdoor space for a group gathering. Fortunately, you can filter for all these features, and more, on Stayz.
  • Traveling to Castellina in Chianti with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Castellina in Chianti: For some, a family holiday is incomplete without the company of their four-legged companion. If this resonates with you, explore Stayz accommodations that welcome pets. Many pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels truly at home.
  • Planning for a long term stay visiting Castellina in Chianti: If you’re searching for holiday lets offering discounts for stays of a month or more, you’ve come to the right spot. With the appropriate filters, you can effortlessly locate and secure savings on monthly rentals. Be sure to include options such as parking, a well-equipped kitchen or a private pool in your search.

Where to stay in and around Castellina in Chianti

Castellina in Chianti offers an enchanting retreat, perfect for a romantic and luxury getaway. Explore its historical streets, secluded corners and vibrant village life where charming hotels await. Enjoy the serene atmosphere of its classic Chianti village, ideal for a relaxing holiday experience, complete with quaint seating areas and picturesque landscapes that capture the essence of Tuscany.

  • Sicelle: Nestled within the heart of Castellina in Chianti, Sicelle is a charming village that invites travellers seeking a romantic, entertainment-themed, and outdoor experience. The picturesque setting is ideal for those who relish leisurely strolls and engaging recreational activities, with ample opportunities for sports and swimming in the neighbouring areas. Its serene atmosphere and traditional Tuscan character make Sicelle a delightful retreat for exploring the region’s cultural heritage and natural beauty.
  • Colle Petroso: Situated a mere 3km from Castellina in Chianti, Colle Petroso offers visitors a blend of romantic charm and a dynamic entertainment-themed ambience. This quaint village is renowned for its proximity to historical landmarks such as an ancient castle, a venerable church, and notable historic buildings. The scenic surroundings provide an inviting mix of outdoor pursuits and cultural excursions, making it an appealing destination for those eager to immerse themselves in Tuscany’s storied past and vibrant present.
  • Lilliano: Located within the Castellina in Chianti area, Lilliano is a village that perfectly marries outdoor adventure with romantic allure and a dash of entertainment. It boasts attractions such as a visitor centre, a sports museum, and a castle, all of which offer a window into the local heritage and active lifestyle. Whether you are passionate about exploring historical sites or indulging in leisurely outdoor activities, Lilliano provides a well-rounded experience that captures the essence of Tuscan living.

Best time to go to Castellina in Chianti

If you're planning a trip to Castellina in Chianti, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and July to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnySlightly HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Stayz is a breeze

Are you hoping to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, you might find considerable savings by opting for a longer stay. To discover a Stayz property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's innovative Trip Board offers you a dedicated space to plan new trips, resume your previous arrangements, or manage your itinerary. You can easily access the properties you've saved or booked, now conveniently organised under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Rustic Castellina in Chianti will entice you

Enjoy the wineries and other features of Castellina in Chianti. This relaxing city attracts visitors thanks to its forests and bird watching. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Castellina in Chianti

Do you want to discover things to do while you're in the area? Venture out of your holiday home and check out everything that makes Castellina in Chianti a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Isole e Olena Winery (3.5 mi / 5.6 km)
  • Il Molino di Grace Winery (3.7 mi / 6 km)
  • Buondonno Winery (3.9 mi / 6.3 km)
  • Castello di Radda Winery (4.5 mi / 7.3 km)
  • Borgo di Vescine - Tenute di Castelvecchi (4.6 mi / 7.4 km)
  • Casa Sola - Chianti Winery (4.7 mi / 7.5 km)

Exploring the natural landscape of Castellina in Chianti

Whether you're an active traveller or just want to appreciate the scenery, Castellina in Chianti is a great spot to appreciate mother nature. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Alta Val d'Elsa River Park (9.5 mi / 15.3 km)
  • Boboli Gardens (20.2 mi / 32.5 km)
  • Arno River (20.4 mi / 32.8 km)
  • Val di Merse (20.6 mi / 33.2 km)
  • Chianti Sculpture Park (7.3 mi / 11.7 km)
  • Sentierelsa Trail (8.4 mi / 13.6 km)

Travelling to and around Castellina in Chianti

Fly into Peretola Airport (FLR), the closest airport, located 23.2 mi (37.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Castellina In Chianti when booking a holiday rental?
When considering a holiday rental in Castellina In Chianti, the best area to stay is the charming village itself, which serves as a gateway to the beautiful Tuscan countryside. Castellina In Chianti is known for its rich history and stunning landscapes, making it an ideal base for exploring the region.The village is home to a delightful array of properties, ranging from traditional stone villas to modern apartments, offering a comfortable stay amidst picturesque surroundings. You'll find numerous options that cater to various tastes and budgets, ensuring that there is something for everyone.One of the top attractions in the area is the stunning Chianti Classico Wine Region, where visitors can partake in wine tastings and vineyard tours, immersing themselves in the local culture. Additionally, the nearby Castello di Brolio, a historic castle with breathtaking views and beautiful gardens, is a must-visit for history enthusiasts and those looking to soak in the stunning scenery.
What is the most popular type of holiday rental accomodation in Castellina In Chianti?
In Castellina In Chianti, villas are the most popular type of holiday rental, with about 308 available throughout the picturesque Tuscan countryside. These villas typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and private outdoor areas, making them superb for families or groups looking to enjoy the stunning landscapes. Many come with amenities such as swimming pools, barbecue facilities, and stunning views of the vineyards and rolling hills.Holiday houses also see significant interest, with around 224 options that provide a similar charm but may vary in size and amenities. These homes often include comfortable living spaces and outdoor terraces for enjoying the serene surroundings. Additionally, there are approximately 188 apartments available, which are more suited for couples or smaller groups wanting a more compact, yet still comfortable stay. Many of these apartments come with kitchen facilities and easy access to local attractions, such as the nearby Chianti wine region.
Are there any family house rentals in Castellina In Chianti?
In Castellina In Chianti, Tuscany, there are numerous family-friendly holiday rentals available—around 119 in total. This picturesque area is renowned for its stunning landscapes, vineyards, and historical charm, making it an ideal spot for families. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor terraces or gardens where children can play while parents relax.Visitors can enjoy amenities such as Wi-Fi, air conditioning, and sometimes even private pools, offering a comfortable base for exploring the region. The locale is conveniently located near various points of interest, including the enchanting town of Radda in Chianti and the beautiful vineyards that dot the landscape, superb for family outings and wine tasting experiences.
Can I rent a holiday home with a pool or hot tub in Castellina In Chianti?
In Castellina In Chianti, there are a remarkable 153 holiday homes available for rent that feature pools and hot tubs, making it an excellent choice for travellers seeking relaxation amid the stunning Tuscan landscape. This charming area is renowned for its picturesque vineyards and rolling hills, with many rentals situated in idyllic settings that offer breathtaking views.Visitors can expect a range of amenities in these properties, including private swimming pools ideal for cooling off during warm afternoons, and hot tubs superb for unwinding under the stars. Many of these homes also come equipped with fully stocked kitchens, spacious living areas, and outdoor dining spaces, making them ideal for families or groups looking to enjoy a serene holiday experience.The surrounding region is rich in cultural heritage, with local wineries, historic villages, and beautiful hiking trails just a short drive away. Find your rental in Castellina In Chianti with a pool or a hot tub.
Are there pet-friendly house rentals in Castellina In Chianti?
In Castellina In Chianti, there are numerous pet-friendly house rentals available, offering a range of amenities that cater to both travellers and their furry companions. Many of these properties feature spacious gardens, terraces, and outdoor dining areas, allowing pets to enjoy the beautiful Tuscan countryside alongside their owners. Inside, these rentals typically include fully equipped kitchens, comfortable living spaces, and multiple bedrooms, making them ideal for families or groups.The area itself is renowned for its stunning landscapes, vineyards, and historic charm, with plenty of opportunities for outdoor activities. Nearby, you'll find pet-friendly wineries and restaurants that welcome dogs, enabling visitors to savour the local cuisine and wines while spending quality time with their pets.
Are there any remote work holiday rentals in Castellina In Chianti?
In Castellina In Chianti, Tuscany, there are numerous remote work holiday rentals available, with around 696 options to choose from. This picturesque area is renowned for its stunning landscapes, vineyards, and charming medieval towns, making it an ideal location for those combining work with leisure. Many properties come equipped with high-speed internet and Wi-Fi, ensuring a smooth remote working experience.Travellers can expect a variety of amenities such as comfortable workspaces, spacious living areas, and fully equipped kitchens for home-cooked meals. Some rentals also feature outdoor terraces or gardens, providing a pleasant environment for breaks or after-work relaxation. With the enchanting scenery of the Chianti hills surrounding you, it's easy to find inspiration during your workdays. The local area also offers opportunities to explore nearby wineries, indulge in authentic Tuscan cuisine, and enjoy leisurely strolls through the quaint streets of Castellina In Chianti. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Castellina In Chianti?
In Castellina In Chianti, popular rental amenities include kitchens, which allow guests to prepare their own meals using local ingredients. Many properties also feature inviting fireplaces, superb for cosy evenings after a day of exploring the beautiful Tuscan countryside. Onsite parking is another common amenity, making it convenient for those travelling by car. Additionally, some rentals permit pets, ensuring that furry companions can join in on the holiday experience. Service animals are also welcomed, suiting those who may require assistance.
When is the best time to visit Castellina In Chianti for a holiday rental?
The best time to visit Castellina In Chianti for a holiday rental is during the peak season from July to September. This vibrant period attracts travellers eager to immerse themselves in the stunning landscapes and rich cultural heritage of Tuscany. With warm temperatures averaging between 25 to 30 degrees Celsius, it's ideal for outdoor activities such as vineyard tours, wine tastings, and leisurely strolls through the picturesque countryside.July is particularly popular, as visitors flock to experience local festivals, indulge in exquisite cuisine, and enjoy the lively option of the charming towns. The long, sunlit days provide ample opportunity for sightseeing, with nearby attractions such as the historic cities of Florence and Siena just a short drive away.For those looking for more affordable options, consider planning your visit in November. This quieter month offers a unique chance to explore Castellina In Chianti without the summer crowds, allowing you to savour the beauty of the autumn harvest and experience the region's tranquil charm. The landscape transforms into a tapestry of warm colours, making it a great time for scenic drives and intimate vineyard visits.Ultimately, your choice will depend on whether you prefer the lively buzz of high season or the peaceful allure of the shoulder months.
What are the top attractions in Castellina In Chianti?
In Castellina In Chianti, visitors can immerse themselves in the charm of the Tuscan countryside, with a range of attractions to explore. The historic town centre is delightful, featuring narrow streets and quaint shops where local artisans showcase their crafts. The impressive Church of San Salvatore is a highlight, offering stunning views over the surrounding vineyards.Wine enthusiasts will appreciate the area's renowned wineries, many of which offer tours and tastings, providing an authentic taste of Chianti Classico. The surrounding landscape is dotted with picturesque vineyards and olive groves, great for leisurely walks or cycling.Nearby, the Chianti Sculpture Park is an intriguing site that combines nature with contemporary art, making it a unique attraction for art lovers.
Are all fees included in the Castellina in Chianti 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 in Chianti holiday homes with parking?
Stayz offers a wide selection of holiday homes in Castellina in Chianti 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 in Chianti holiday homes?
You can find great discounts on holiday homes in Castellina in Chianti 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 in Chianti holiday home booking on Stayz?
To find Castellina in Chianti 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 in Chianti?
A long-stay holiday home in Castellina in Chianti 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 in Chianti holiday home?
Book your Castellina in Chianti 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 in Chianti?
Prices for holiday homes in Castellina in Chianti 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 in Chianti 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.

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