Sicelle holiday rentals

We found 1,563 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Sicelle that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the best amenities for spending time at your home away from home, including parking and a TV. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Sicelle

Showing deals for:18 Dec - 25 Dec

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

Private villa in the heart of chianti with view of siena

Castellina in Chianti

8% off
AU$11,739
for 7 nights, 1 villa
AU$1,677 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Dining
Shared bbq area
Exterior
Private outside area
Exceptional
(38 reviews)

Villa in the Heart of Chianti

Greve in Chianti

16% off
AU$6,966
for 7 nights, 1 villa
AU$995 per night
includes taxes & fees
Villa in the Heart of Chianti
Living area
Dining
Property grounds
Pool
Exceptional
(55 reviews)

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

Gaiole in Chianti

9% off
AU$3,163
for 7 nights, 1 home
AU$452 per night
includes taxes & fees
Portion Farmhouse nestled in the heart of Chianti with private pool,
Property grounds
Pool
Exterior
Outdoor dining
Exceptional
(9 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

San Casciano in Val di Pesa

7% off
AU$1,657
for 7 nights, 1 apartment
AU$237 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Interior
Property grounds
Pool
Living area
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
AU$995
for 7 nights, 1 home
AU$142 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Private kitchen
Pool
Exterior
Property grounds
Exceptional
(28 reviews)

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

San Casciano in Val di Pesa

8% off
AU$1,484
for 7 nights, 1 apartment
AU$212 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Terrace/patio
Exterior detail
Interior
Interior
Wonderful
(11 reviews)

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

Castellina in Chianti

13% off
AU$1,940
for 7 nights, 1 home
AU$277 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena

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    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

Why people love visiting friendly Sicelle

Enjoy the wineries and other features of Sicelle. Travellers appreciate the sporting events in this welcoming city. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Sicelle

Are you hoping to find attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that makes Sicelle a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Il Molino di Grace Winery (2 mi / 3.2 km)
  • Casa Sola - Chianti Winery (2.4 mi / 3.8 km)
  • Isole e Olena Winery (2.7 mi / 4.3 km)
  • Borgo di Vescine - Tenute di Castelvecchi (4.4 mi / 7 km)
  • Castello di Monsanto (5 mi / 8.1 km)
  • Castello di Radda Winery (5.6 mi / 9 km)

Exploring the natural features in Sicelle

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Sicelle is a great spot to appreciate mother nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Boboli Gardens (15.7 mi / 25.3 km)
  • Arno River (15.9 mi / 25.6 km)
  • Val di Merse (25 mi / 40.2 km)
  • Sentierelsa Trail (10.5 mi / 16.9 km)
  • Chianti Sculpture Park (11.3 mi / 18.2 km)
  • Alta Val d'Elsa River Park (12.3 mi / 19.8 km)

Transport to and around Sicelle

Fly into Peretola Airport (FLR), the closest airport, located 18.7 mi (30.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Sicelle when booking a holiday rental?
When considering a holiday rental in Sicelle, Tuscany, the area surrounding the charming village itself is particularly appealing. Nestled amidst the picturesque landscape of the Chianti region, this area offers a delightful blend of tranquility and access to stunning scenery. Staying here allows you to enjoy the beauty of rolling vineyards and olive groves, which are quintessential to Tuscany.In terms of attractions, the nearby town of San Gimignano is a must-visit with its iconic medieval towers and rich history. Additionally, the historic city of Siena, renowned for its magnificent cathedral and vibrant Piazza del Campo, is just a short drive away. Both locations provide excellent dining options and cultural experiences, making them superb for day trips.The Sicelle area features a variety of holiday rental properties, ranging from quaint villas to rustic farmhouses, accommodating different tastes and group sizes.
What are the top attractions in Sicelle?
In Sicelle, Tuscany, visitors can take part in the stunning landscapes and rich culture of the region. The nearby town of Castellina in Chianti is known for its charming medieval architecture and offers a variety of wine tasting experiences in local vineyards, making it a great spot for wine enthusiasts.The picturesque village of Radda in Chianti is another highlight, with its quaint streets and excellent restaurants serving traditional Tuscan cuisine. Visitors can also explore the historic Castello di Brolio, which is located just a short drive away and offers tours of its impressive grounds and cellars.For those who appreciate nature, the surrounding Chianti hills provide ample opportunities for hiking and cycling, with scenic routes that showcase the breathtaking countryside. Additionally, the area is dotted with olive groves and vineyards, great for leisurely strolls and photography.
Are all fees included in the Sicelle 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 Sicelle holiday homes with parking?
Stayz offers a wide selection of holiday homes in Sicelle 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 Sicelle holiday homes?
You can find great discounts on holiday homes in Sicelle 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 Sicelle holiday home booking on Stayz?
To find Sicelle 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 Sicelle?
A long-stay holiday home in Sicelle 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 Sicelle holiday home?
Book your Sicelle 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 Sicelle?
Prices for holiday homes in Sicelle 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 Sicelle 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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