Photo by stigliano pecci

Stigliano holiday rentals

We found 979 holiday rentals — enter your dates for availability
Discover a selection of 9 apartments and other holiday rentals in Stigliano that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Stigliano

Showing deals for:27 Nov - 4 Dec

Banquet hall
Outdoor dining
Exterior
vista verso il viale d'arrivo
Exceptional
(56 reviews)

Delightful villa in the heart of Tuscany

Radicondoli

14% off
AU$14,702
for 7 nights, 1 villa
AU$2,100 per night
includes taxes & fees
Delightful villa in the heart of Tuscany
Pool
Exterior
Outdoor dining
Room
Exceptional
(9 reviews)

Charming Villa with Private Pool & Garden in the Heart of the Village

Radicondoli

17% off
AU$5,143
for 7 nights, 1 villa
AU$735 per night
includes taxes & fees
Charming Villa with Private Pool & Garden in the Heart of the Village
Exterior
Pool
Property grounds
Outdoor dining
Exceptional
(21 reviews)

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

Siena

6% off
AU$2,001
for 7 nights, 1 home
AU$286 per night
includes taxes & fees
Borgo dei Fondi / Il Forno – Ground Floor/ Modern Comfort and Tuscan Charm
Interior
Dining
Living room
Dining
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
AU$8,442
for 7 nights, 1 apartment
AU$1,206 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Bedroom
Overview
Kitchen
Terrace / Balcony
Exceptional
(19 reviews)

A Romantic Villa in the Heart of Tuscany

Radicondoli

9% off
AU$2,392
for 7 nights, 1 home
AU$342 per night
includes taxes & fees
A Romantic Villa in the Heart of Tuscany
Dining
Tuscany at dusk — a sky on fire and a table waiting for you.
Living area
Exterior detail
Exceptional
(16 reviews)

Wake Up to Breathtaking Tuscan Views — Spacious Village Duplex

Radicondoli

7% off
AU$2,672
for 7 nights, 1 apartment
AU$382 per night
includes taxes & fees
Wake Up to Breathtaking Tuscan Views — Spacious Village Duplex
Property grounds
Exterior
Interior
Room
Exceptional
(22 reviews)

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$3,705
for 7 nights, 1 villa
AU$529 per night
includes taxes & fees
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
modern and bright kitchen with balcony
Outdoor dining
Living area
Interior
Exceptional
(69 reviews)

Family apartment with magical view on the old city, balcony, wifi & parking

Siena

6% off
AU$2,370
for 7 nights, 1 apartment
AU$339 per night
includes taxes & fees
Family apartment with magical view on the old city, balcony, wifi & parking
Property grounds
Terrace / Balcony
Interior
Dining
Exceptional
(44 reviews)

country holiday home - Radicondoli

Radicondoli

9% off
AU$1,168
for 7 nights, 1 home
AU$167 per night
includes taxes & fees
country holiday home - Radicondoli
Property grounds
Living area
Outdoor dining
Private kitchen
Exceptional
(116 reviews)

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Siena

14% off
AU$7,983
for 7 nights, 1 villa
AU$1,140 per night
includes taxes & fees
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Living area
Room
Bathroom
Dining
Exceptional
(13 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
AU$1,731
for 7 nights, 1 apartment
AU$247 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Dining
Outdoor dining
Interior
Interior
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
AU$1,522
for 7 nights, 1 apartment
AU$217 per night
includes taxes & fees
Period residence located in the heart of Siena

  • 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 Stigliano getaway

Learn about the unique charm of Stigliano with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Stigliano

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 Stigliano a fun spot to go on holiday. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Terra di Seta (10.7 mi / 17.3 km)
  • Terme Petriolo (10.9 mi / 17.5 km)
  • Siena Circuit (13.6 mi / 21.9 km)
  • Castiglion del Bosco Winery (13.7 mi / 22.1 km)
  • Terre di Vini (7.7 mi / 12.4 km)
  • Casa Vinicola Luigi Cecchi (13.4 mi / 21.6 km)

Exploring the natural landscape of Stigliano

Whether you're an outdoor enthusiast or just want to take in the scenery, Stigliano is a great spot to appreciate mother nature. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Val di Merse (3.3 mi / 5.4 km)
  • I Canaloni del Torrente Farma (9.6 mi / 15.5 km)
  • Alta Val d'Elsa River Park (12.3 mi / 19.8 km)
  • Chianti Sculpture Park (13.9 mi / 22.4 km)
  • Sentierelsa Trail (14.6 mi / 23.5 km)
  • Enoteca Italiana (8.3 mi / 13.4 km)

Frequently asked questions

What is the best area to stay in Stigliano when booking a holiday rental?
When considering a holiday rental in Stigliano, Tuscany, the charming surrounding areas offer delightful options for your stay. One particularly appealing neighbourhood is the vicinity of the historic centre, where you can immerse yourself in the authentic Tuscan atmosphere. Here, you'll find a selection of properties that allow for easy access to local attractions, such as the beautiful countryside and scenic vineyards that define the region.Additionally, the area is not far from the stunning medieval towns that dot the landscape, such as Montepulciano and Pienza, both renowned for their picturesque architecture and renowned wine offerings. Staying closer to these towns can enhance your experience, as they boast vibrant markets, lovely piazzas, and exquisite dining options showcasing local cuisine.The properties available in these areas typically vary, offering everything from quaint apartments to spacious villas, suiting different preferences and group sizes.
What are the top attractions in Stigliano?
In Stigliano, Tuscany, visitors can engage in the beauty of the Italian countryside and explore local attractions. The area is known for its picturesque landscapes, dotted with vineyards and olive groves, which provide a superb backdrop for leisurely walks and cycling.Nearby, the charming town of Volterra, with its Etruscan ruins and medieval architecture, is a must-visit and is just a short drive away. Travellers can also explore the historic towns of San Gimignano, famous for its medieval towers, and Certaldo, which boasts a lovely old town and the birthplace of the poet Boccaccio.For those interested in wine, the Chianti region is accessible from Stigliano, offering numerous vineyards where visitors can participate in tastings and tours. Additionally, the serene landscapes of the Val d'Elsa provide stunning views and a chance to experience the tranquillity of the Tuscan hills.For art enthusiasts, Florence is within reach, allowing for day trips to see world-renowned museums and landmarks, such as the Uffizi Gallery and the Florence Cathedral.
Are all fees included in the Stigliano 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 Stigliano holiday homes with parking?
Stayz offers a wide selection of holiday homes in Stigliano 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 Stigliano holiday homes?
You can find great discounts on holiday homes in Stigliano 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 Stigliano holiday home booking on Stayz?
To find Stigliano 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 Stigliano?
A long-stay holiday home in Stigliano 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 Stigliano holiday home?
Book your Stigliano 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 Stigliano?
Prices for holiday homes in Stigliano 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 Stigliano 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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