Sicelle holiday lettings

We found 1,743 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:27 Nov - 4 Dec

Pool
Exterior
Terrace/patio
apt Acetaia
Exceptional
(39 reviews)

Large estate with private pool comprising 7 apartments - up to 24 people

Greve in Chianti

28% off
£4,248
for 7 nights, 1 home
£607 per night
includes taxes & fees
Large estate with private pool comprising 7 apartments - up to 24 people
Loggia with table dressed for family dinner
House and loggia, seen from the garden
View from the kitchen
Pool
Exceptional
(58 reviews)

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

Castellina in Chianti

8% off
£3,636
for 7 nights, 1 villa
£519 per night
includes taxes & fees
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Exterior
Shared bbq area
Private garden and swimming pool
Private outside area
Exceptional
(38 reviews)

Villa in the Heart of Chianti

Greve in Chianti

13% off
£3,466
for 7 nights, 1 villa
£495 per night
includes taxes & fees
Villa in the Heart of Chianti
Pool
Dining
Living area
Exterior
Exceptional
(55 reviews)

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

Gaiole in Chianti

9% off
£1,732
for 7 nights, 1 home
£247 per night
includes taxes & fees
Portion Farmhouse nestled in the heart of Chianti with private pool,
Living area
Private kitchen
Dining
Interior
Exceptional
(44 reviews)

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

Castelnuovo Berardenga

9% off
£1,665
for 7 nights, 1 villa
£238 per night
includes taxes & fees
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Property grounds
Pool
Property grounds
Exterior
Exceptional
(28 reviews)

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

San Casciano in Val di Pesa

8% off
£819
for 7 nights, 1 apartment
£117 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS IN THE CHIANTI, ONLY 35MINUTES FROM FLORENCE!
Exterior
Property grounds
Interior
Property grounds
Exceptional
(8 reviews)

The Bartaline hut

Greve in Chianti

9% off
£766
for 7 nights, 1 home
£109 per night
includes taxes & fees
The Bartaline hut
Exterior
Pool
Dining
Property grounds
Exceptional
(9 reviews)

RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE

San Casciano in Val di Pesa

6% off
£895
for 7 nights, 1 apartment
£128 per night
includes taxes & fees
RELAX BETWEEN OLIVES AND WINEYARDS, NEAR FLORENCE
Interior
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
£1,059
for 7 nights, 1 home
£151 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Pool
Property grounds
Interior
Living area
Exceptional
(81 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
£474
for 7 nights, 1 home
£68 per night
includes taxes & fees
Villa with large garden in the Chianti hills

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  • All the privacy of home

    Enjoy full kitchens, 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:

  • Buondonno Winery (0.6 mi / 1 km)
  • 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 della Paneretta (4.5 mi / 7.2 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:

  • Alta Val d'Elsa River Park (12.3 mi / 19.8 km)
  • 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)

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.
How much does it cost to rent a holiday home in Sicelle?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sicelle to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sicelle holiday house rentals?
You can find great discounts on house rentals in Sicelle on Vrbo, 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 find long-stay holiday rentals in Sicelle?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Sicelle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
How early should I book a Sicelle holiday rental?
Book your Sicelle holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Sicelle home rental booking on Vrbo?
To find Sicelle holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sicelle holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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