Castelfranco di Sopra holiday rentals

We found 1,256 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Castelfranco di Sopra that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, including parking and a garden. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Castelfranco di Sopra

Showing deals for:18 Dec - 25 Dec

Entrance, kitchen door (on the left), stairs to bedrooms
Pool
Dining
The Villa complex from the parking court
Exceptional
(79 reviews)

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

Reggello

5% off
AU$14,925
for 7 nights, 1 villa
AU$2,132 per night
includes taxes & fees
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Dining
Outdoor dining
Pool
Games room
Wonderful
(40 reviews)

La Merlaia Beauty and Quietness with Pool on Hills of Florence

Rignano sull'Arno

6% off
AU$5,732
for 7 nights, 1 villa
AU$819 per night
includes taxes & fees
La Merlaia Beauty and Quietness with Pool on Hills of Florence
Dining
Shared bbq area
Private outside area
Private garden and swimming pool
Exceptional
(38 reviews)

Villa in the Heart of Chianti

Greve in Chianti

16% off
AU$6,974
for 7 nights, 1 villa
AU$996 per night
includes taxes & fees
Villa in the Heart of Chianti
Living room
Property grounds
Pool
Dining
Exceptional
(8 reviews)

Tuscan villa in the Chianti hills

Loro Ciuffenna

8% off
AU$4,343
for 7 nights, 1 villa
AU$620 per night
includes taxes & fees
Tuscan villa in the Chianti hills
Villa west garden
Outdoor banquet area
Villa entry
terrace
Exceptional
(14 reviews)

Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany

Bucine

26% off
AU$22,942
for 7 nights, 1 home
AU$3,277 per night
includes taxes & fees
Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
Terrace/patio
Exterior
Pool
Room
Exceptional
(7 reviews)

Agriturismo Il Palazzo Casa Florence

Pergine Valdarno

13% off
AU$1,093
for 7 nights, 1 room
AU$156 per night
includes taxes & fees
Agriturismo Il Palazzo Casa Florence
Pool
Exterior
Property grounds
Living area
Exceptional
(9 reviews)

Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool

Pergine Valdarno

13% off
AU$1,198
for 7 nights, 1 room
AU$171 per night
includes taxes & fees
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Pool
Exterior
Terrace/patio
Private kitchen
Exceptional
(9 reviews)

Farm between Florence and Arezzo home Pratomagno

Pergine Valdarno

12% off
AU$760
for 7 nights, 1 room
AU$109 per night
includes taxes & fees
Farm between Florence and Arezzo home Pratomagno
Exterior
Exterior
Property grounds
Pool
Very good
(5 reviews)

Residence Il Palazzo_Casa Campagna

Pergine Valdarno

10% off
AU$1,006
for 7 nights, 1 home
AU$144 per night
includes taxes & fees
Residence Il Palazzo_Casa Campagna
Dining
Exterior
Pool
Property grounds
Very good
(8 reviews)

Farmhouse Il Palazzo Casa Chianti

Pergine Valdarno

12% off
AU$988
for 7 nights, 1 room
AU$141 per night
includes taxes & fees
Farmhouse Il Palazzo Casa Chianti
Living area
Exterior
Property grounds
Pool
Exceptional
(10 reviews)

Residence Il Palazzo_Casa Siena

Pergine Valdarno

13% off
AU$1,093
for 7 nights, 1 home
AU$156 per night
includes taxes & fees
Residence Il Palazzo_Casa Siena
Terrace/patio
Exterior
Pool
Property grounds
Exceptional
(9 reviews)

Residence The Palace_ House Valdarno

Pergine Valdarno

12% off
AU$752
for 7 nights, 1 home
AU$107 per night
includes taxes & fees
Residence The Palace_ House Valdarno

  • 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

Delight in the natural landscape of Castelfranco di Sopra

Enjoy the monuments and other features of Castelfranco di Sopra. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Castelfranco di Sopra

Are you searching for things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Castelfranco di Sopra a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Castello di Nipozzano (11.3 mi / 18.3 km)
  • Badia a Coltibuono (11.4 mi / 18.4 km)
  • Castello di Albola (11.5 mi / 18.6 km)
  • Ruffino - Tenuta di Poggio Casciano (12.8 mi / 20.6 km)
  • Borgo di Vescine - Tenute di Castelvecchi (13.6 mi / 21.9 km)
  • Castello di Radda Winery (13.9 mi / 22.3 km)

Exploring the natural features in Castelfranco di Sopra

Whether you're an active traveller or just want to spend some time taking in the scenery, Castelfranco di Sopra is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Arno River (17.9 mi / 28.8 km)
  • Foreste Casentinesi-Monte Falterona-Campigna National Park (19.1 mi / 30.8 km)
  • Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni (11.3 mi / 18.1 km)
  • Chianti Sculpture Park (19.2 mi / 30.9 km)
  • Gianfranco Carla Fineschi Botanical Rose Garden (7.8 mi / 12.6 km)
  • Valle dell'Inferno e Bandella (9.2 mi / 14.7 km)

How to get to and around Castelfranco di Sopra

The nearest airport is in Peretola Airport (FLR), located 21.7 mi (34.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Castelfranco Di Sopra when booking a holiday rental?
When considering a holiday rental in Castelfranco di Sopra, the historic centre is the best area to stay. This charming neighbourhood offers a delightful blend of medieval architecture and modern amenities, making it an inviting place for visitors. Within the centre, you'll find a variety of properties ranging from quaint apartments to more spacious villas, suiting different preferences and budgets.Staying in the historic centre allows easy access to top attractions such as the stunning Church of San Francesco, known for its beautiful frescoes, and the picturesque Piazza Vittorio Veneto, superb for enjoying a coffee while soaking in the local atmosphere. Additionally, the surrounding countryside, with its rolling hills and vineyards, is ideal for leisurely walks and exploring authentic Tuscan culture.
When is the best time to visit Castelfranco Di Sopra for a holiday rental?
June marks the beginning of the peak season in Castelfranco Di Sopra, a charming town in Tuscany, where visitors flock to experience the stunning landscapes and rich cultural heritage of the region. This summer month is particularly popular among travellers seeking to enjoy outdoor activities, from leisurely strolls through the picturesque streets to exploring the breathtaking surrounding countryside, all under the warm Tuscan sun.During the peak months of June to August, expect vibrant local festivals and bustling markets, creating a lively option that enhances your visit. With average temperatures ranging from 15 to 30 degrees Celsius, the weather is superb for al fresco dining and enjoying the local wines.For those considering a more budget-friendly option, November offers a fantastic opportunity to visit Castelfranco Di Sopra. While it is outside the high tourist season, this month allows you to savour the tranquillity of the town as you admire the beautiful autumn foliage and enjoy the local culinary delights with fewer crowds.Whether you prefer the vibrant energy of summer or the serene beauty of autumn, Castelfranco Di Sopra has something to offer all year round.
What are the top attractions in Castelfranco Di Sopra?
In Castelfranco Di Sopra, visitors can discover a charming blend of history and natural beauty. The ancient town centre features the impressive Church of San Niccolò, with its striking bell tower, and the medieval fortress walls that offer a glimpse into the area's past. Nearby, the scenic hills provide opportunities for hiking and exploring the surrounding countryside, which is dotted with vineyards and olive groves, ideal for those interested in Tuscany's renowned wine and olive oil production.Just a short drive away, the picturesque town of Arezzo boasts attractions such as the Basilica of San Francesco, home to stunning frescoes, and the vibrant Piazza Grande, where visitors can take part in local markets and events.
Are all fees included in the Castelfranco di Sopra 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 Castelfranco di Sopra holiday homes with parking?
Stayz offers a wide selection of holiday homes in Castelfranco di Sopra 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 Castelfranco di Sopra holiday homes?
You can find great discounts on holiday homes in Castelfranco di Sopra 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 Castelfranco di Sopra holiday home booking on Stayz?
To find Castelfranco di Sopra 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 Castelfranco di Sopra?
A long-stay holiday home in Castelfranco di Sopra 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 Castelfranco di Sopra holiday home?
Book your Castelfranco di Sopra 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 Castelfranco di Sopra?
Prices for holiday homes in Castelfranco di Sopra 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 Castelfranco di Sopra 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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