Oliveto holiday homes

We found 911 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Oliveto that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you expect for your stay, such as parking and air conditioning. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Oliveto

Showing deals for:18 Dec - 25 Dec

Terrace/patio
Exterior
Room
Property grounds
Exceptional
(7 reviews)

Agriturismo Il Palazzo Casa Florence

Pergine Valdarno

12% off
NZ$1,378
for 7 nights, 1 room
NZ$197 per night
includes taxes & fees
Agriturismo Il Palazzo Casa Florence
Pool
Exterior
Property grounds
Property grounds
Exceptional
(9 reviews)

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

Pergine Valdarno

13% off
NZ$1,492
for 7 nights, 1 room
NZ$213 per night
includes taxes & fees
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Private kitchen
Exterior
Pool
Dining
Exceptional
(9 reviews)

Farm between Florence and Arezzo home Pratomagno

Pergine Valdarno

12% off
NZ$959
for 7 nights, 1 room
NZ$137 per night
includes taxes & fees
Farm between Florence and Arezzo home Pratomagno
Room
Exterior
Pool
Property grounds
Very good
(5 reviews)

Residence Il Palazzo_Casa Campagna

Pergine Valdarno

10% off
NZ$1,267
for 7 nights, 1 home
NZ$181 per night
includes taxes & fees
Residence Il Palazzo_Casa Campagna
Terrace/patio
Exterior
Property grounds
Dining
Very good
(8 reviews)

Farmhouse Il Palazzo Casa Chianti

Pergine Valdarno

12% off
NZ$1,247
for 7 nights, 1 room
NZ$178 per night
includes taxes & fees
Farmhouse Il Palazzo Casa Chianti
Terrace/patio
Exterior
Property grounds
Living area
Exceptional
(10 reviews)

Residence Il Palazzo_Casa Siena

Pergine Valdarno

12% off
NZ$1,378
for 7 nights, 1 home
NZ$197 per night
includes taxes & fees
Residence Il Palazzo_Casa Siena
Interior
Exterior
Pool
Terrace/patio
Exceptional
(9 reviews)

Residence The Palace_ House Valdarno

Pergine Valdarno

12% off
NZ$948
for 7 nights, 1 home
NZ$135 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

Choose a holiday rental for your Oliveto getaway

Learn about the unique charm of Oliveto with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Oliveto

Do you want to discover things to do while you're in town? Venture out of your cosy holiday rental and check out everything that Oliveto has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Villa a Sesta Polo Club (8.5 mi / 13.7 km)
  • Terme Antica Querciolaia (9.1 mi / 14.6 km)
  • San Giovanni Terme Rapolano (10.2 mi / 16.4 km)
  • Tennis Club Castiglionese (10.3 mi / 16.6 km)
  • Il Borro Wines (10.7 mi / 17.2 km)
  • Felsina (11.9 mi / 19.2 km)

Exploring the natural features in Oliveto

Whether you're looking for adventure or just want to spend some time taking in the scenery, Oliveto is a great place to get outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Piazza Guido Monaco (9 mi / 14.5 km)
  • Terme Antica Querciolaia (9.1 mi / 14.6 km)
  • Val di Chiana (21.4 mi / 34.4 km)
  • Sandro Pertini Park (9 mi / 14.6 km)
  • Valle dell'Inferno e Bandella (9.9 mi / 16 km)
  • Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni (12.9 mi / 20.8 km)

Frequently asked questions

What is the best area to stay in Oliveto when booking a holiday rental?
When considering a holiday rental in Oliveto, Tuscany, the surrounding area offers charming neighbourhoods that enhance the experience of this picturesque region. One of the most appealing areas to stay in is the nearby village of Montepulciano, renowned for its stunning Renaissance architecture and breathtaking views of the Tuscan countryside. This area boasts a variety of properties, from quaint villas to rustic farmhouses, allowing visitors to immerse themselves in the local culture.Another excellent choice is the town of Pienza, famous for its delicious pecorino cheese and beautiful palazzo. Staying here provides easy access to delightful local markets and the iconic landscape of the Val d'Orcia, a UNESCO World Heritage site. Both Montepulciano and Pienza are not only rich in history but also host several attractions, including wine tasting tours and scenic walking paths that showcase the region's natural beauty.
What are the top attractions in Oliveto?
In Oliveto, Tuscany, visitors can experience firsthand the picturesque countryside and explore a variety of attractions. The area is renowned for its stunning landscapes, characterised by rolling hills, vineyards, and olive groves, making it a superb destination for those seeking tranquility and natural beauty.Nearby, the charming town of Montepulciano is famous for its Renaissance architecture and rich wine culture, particularly the renowned Vino Nobile di Montepulciano. Here, you can wander through its historic streets and visit the stunning Piazza Grande, where the town's striking buildings and the cathedral are located.For those interested in art and history, Pienza, a UNESCO World Heritage site, is just a short drive away. This quaint town is celebrated for its beautiful architecture and exceptional pecorino cheese. The views from the surrounding countryside are breathtaking, offering a glimpse into the idyllic Tuscan landscape.Additionally, the Val d'Orcia region, known for its scenic beauty and charming villages, is easily accessible from Oliveto. This area boasts picturesque towns like Montalcino, famous for its Brunello wine, and San Quirico d'Orcia, with its delightful gardens and historical sites.
Are all fees included in the Oliveto holiday homes prices shown on Bookabach?
Bookabach 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 Oliveto holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Oliveto 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 Oliveto holiday homes?
You can find great discounts on holiday homes in Oliveto on Bookabach, 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 Oliveto holiday home booking on Bookabach?
To find Oliveto holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Oliveto?
A long-stay holiday home in Oliveto 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 Bookabach?
Bookabach'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 Oliveto holiday home?
Book your Oliveto 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Oliveto?
Prices for holiday homes in Oliveto 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. Bookabach offers something for every taste and budget, from affordable homes in Oliveto to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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