Siena holiday homes

We found 1,994 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Siena by choosing from 83 houses, 345 apartments and other holiday rentals. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Siena

Showing deals for:19 Dec - 26 Dec
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Why visit Siena

  • Rich cultural heritage: Immerse yourself in Siena’s stunning medieval architecture, churches, and historic palaces.
  • Vibrant piazzas: Experience the lively atmosphere of Siena's central squares, perfect for people-watching and local events.
  • Exquisite local cuisine: Savor traditional Tuscan dishes and regional wines in charming trattorias.
  • Breathtaking landscapes: Enjoy scenic views of the rolling hills that surround Siena, ideal for outdoor adventures.
  • Nearby historic towns: Discover the tranquil beauty of nearby towns like San Gimignano and Monteriggioni.

Top attractions in Siena

Siena, a charming gem in Tuscany, is perfect for culture enthusiasts, outdoor adventurers, and romantic getaways. Explore its stunning churches, historic palaces, and vibrant piazzas that cater to families and solo travellers alike. Don't miss the heart of Siena and indulge in local activities that showcase its rich heritage and lively atmosphere. This enchanting city promises an unforgettable experience for all who visit.

  • Piazza del Campo: A stunning square in the heart of Siena, renowned for its unique shell shape and vibrant atmosphere, perfect for soaking up local culture while enjoying a gelato or sipping a coffee.
  • Torre del Mangia: This impressive clock tower offers breathtaking views over the city. Climb its 400 steps for a rewarding vista of Siena and its stunning Tuscan surroundings.
  • Porta Camollia: A historic gateway that welcomes visitors to Siena, showcasing beautiful medieval architecture and a glimpse into the city's rich past.

Things to do recommended for couples

Ready for a romantic getaway in Siena? Visit Terra di Seta winery for a delightful tasting just 4.8km away, dine at All'Orto de' Pecci for a lovely meal in the heart of the city, and unwind at San Giovanni Terme Rapolano, a rejuvenating spa experience 14.8km from Siena.

Things to do recommended for families

Families visiting Siena can catch the excitement at Siena Stadium, indulge in thrilling karting at Siena Circuit, or unwind in the serene Alta Val d'Elsa River Park, perfect for a relaxing day out in nature.

Things to do recommended for groups

Your group can enjoy a unique local experience in Siena by visiting Ra-Ma snc, a charming store 25.7km away, catching a show at the romantic Teatro dei Rinnovati, or relaxing at the Acquacalda Swimming Pool, perfect for some fun in the sun together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Siena

If you're heading off on a trip with a group, family, or even your pets, or if you're considering a longer stay, it's important to refine your search based on what matters most to you. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Siena with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group get-togethers. Luckily, you can easily sort through these options and many more on Vrbo.
  • Traveling to Siena with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Siena: For many families, a holiday just isn't the same without their furry companion. If that resonates with you, have a look at Vrbo properties that welcome pets. Most of these pet-friendly homes come equipped with feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Siena: If you're searching for holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Siena

Siena offers a rich tapestry of culture and history, making it a perfect getaway for Kiwis seeking romance and adventure. Explore the charming streets, admire stunning medieval architecture, and indulge in local cuisine. Nearby towns like San Gimignano and Monteriggioni provide a tranquil atmosphere, while the rolling hills of Tuscany offer breathtaking views. Whether you're after a secluded retreat or vibrant local vibes, Siena and its surroundings promise an unforgettable experience.

  • Castellina in Chianti: Nestled about 17.7km from Siena, Castellina in Chianti is a charming city renowned for its romantic atmosphere and outdoor adventures. This picturesque town offers stunning views of the rolling Chianti hills, making it a perfect spot for leisurely strolls or vineyard tours. Visitors can indulge in spa treatments or enjoy local body therapies that reflect the region's rich traditions. Nearby, you can explore historic landmarks and castles that tell the tales of Tuscany's storied past, providing a unique blend of entertainment and exploration.
  • Siena City Centre: Right in the heart of Siena, the City Centre is a vibrant neighbourhood that pulses with culture and history. Visitors are drawn to its fascinating architecture and lively atmosphere, making it ideal for families and culture enthusiasts alike. You can visit renowned historic sites, delightful tourist precincts, and partake in educational tours that showcase Siena’s medieval heritage. The area is also home to various spas and wellness centres, ensuring a rejuvenating experience after a day of exploring the cobblestone streets and bustling piazzas.
  • Monteriggioni: Located a mere 11.3km from Siena, Monteriggioni is a quaint city that encapsulates the essence of Tuscan charm. This fortified town is famous for its striking medieval walls and romantic ambiance, making it a must-visit for lovers of history and culture. Enjoy outdoor activities such as hiking while soaking in the stunning landscape. The local attractions include historic palaces and castles that provide a fascinating glimpse into the region's past, alongside opportunities for wellness treatments and educational experiences that highlight the rich heritage of Monteriggioni.

Best time to go to Siena

If you're planning a trip to Siena, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverage
February42.8°F (6.0°C)Light RainMostly SunnyAverage
March47.5°F (8.6°C)Light RainMostly SunnyAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly High
May60.4°F (15.8°C)Light RainMostly SunnyAverage
June69.8°F (21.0°C)Light RainSunnyAverage
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly High
October58.5°F (14.7°C)Light RainMostly SunnySlightly Low
November50.0°F (10.0°C)Light RainMostly SunnySlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

Want to save some cash on your next adventure? Being flexible with your travel dates can really pay off, as prices can vary quite a bit. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing arrangements, or review your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The historical area of Siena awaits your stay

Come and experience Siena and its cathedral, history and monuments. Renowned for its museums, local tours and cafes, this city welcomes all visitors. 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 Siena

Are you searching for attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Siena a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Siena Circuit (7.2 mi / 11.5 km)
  • Cantalici Winery (10.6 mi / 17.1 km)
  • Castello di Radda Winery (12.5 mi / 20.1 km)
  • Villa a Sesta Polo Club (12.6 mi / 20.3 km)
  • San Giovanni Terme Rapolano (13.3 mi / 21.4 km)
  • Badia a Coltibuono (13.5 mi / 21.8 km)

Exploring the natural landscape of Siena

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

  • Chianti Sculpture Park (5.7 mi / 9.2 km)
  • Alta Val d'Elsa River Park (11.1 mi / 17.8 km)
  • Sentierelsa Trail (12.4 mi / 20 km)
  • Terme Antica Querciolaia (13.9 mi / 22.4 km)
  • I Canaloni del Torrente Farma (17.6 mi / 28.3 km)
  • Val di Chiana (29.5 mi / 47.4 km)

Transport options to and around Siena

The nearest airport is in Peretola Airport (FLR), located 34.1 mi (54.8 km) from the city centre.

If you prefer train travel, you can make your way to Siena Station.

Frequently asked questions

What is the best area to stay in Siena when booking a holiday home?
Book a holiday home in Siena Historical Centre and you'll be based in one of Siena's leading areas. Siena Cathedral and Torre del Mangia are much-loved attractions here that'll occupy you during your visit.
What is the most popular type of holiday home accommodation in Siena?
Apartments are the most popular style of holiday home in Siena, according to our data. Even if you have something bigger or smaller in mind, Bookabach has properties in many sizes and shapes. Filter our options to find your ideal fit.
How much does it cost to rent a holiday home in Siena?
The average price for a holiday home in Siena depends on several factors, like season, length of stay and property type. Whether you prefer a sprawling house with room for friends and family or a cosy condo just enough for two, just enter your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in Siena?
The average price for a holiday home near the beach in Siena depends on when you're visiting the area and the style and size of property you're looking for. Find prices quickly and easily on Bookabach by entering your preferred travel dates and destination. Then use the filter tool to select the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Siena?
Pack a tug toy and treats for your pup because Siena has 151 holiday homes that put out the welcome mat to pets. Let your furriest friend join in with the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Siena?
Add a whole new level of fun to your getaway by staying in one of the 13 houses with a private pool in Siena. Use our search filter to find properties with pools on Bookabach, then spend your days splashing and playing in a swimming pool that's all yours.
What are popular home amenities in Siena?
When it comes to home amenities that people are searching for in Siena, a firepit, a barbecue grill and a sauna rank the highest. With Bookabach holiday homes, there are options to suit your taste and style, whether you're going on a holiday with friends, relatives or even pets.
Are there large group holiday homes in Siena?
With 10 properties that can host 10 or more guests in Siena, you won't have to leave anyone off your invite list. From holidays with the extended family to special events like Thanksgiving or Christmas parties, Bookabach can help you find a large group home that fits the occasion.
Are there holiday homes in Siena that welcome kids?
Siena has 150 family-friendly holiday homes to choose from. And securing a stay that welcomes little ones is a breeze with Bookabach's "Properties good for families" filter. Besides having the whole place to yourselves, you'll enjoy access to conveniences and perks such as bunk beds, yards and private pools.
What are the top attractions for families in Siena?
Keeping the kiddos entertained during your stay in Siena is easy with these family-friendly attractions:

  • Monteriggioni Castle
  • Palazzo Pubblico
  • Siena Circuit

Are there one-bedroom holiday homes in Siena?
Siena has 48 one-bedroom homes available. Usually situated in prime spots because of their smaller size, a one-bedroom home is perfect if you're getting away with your partner or a pal. And with comforts such as laundry facilities and more privacy than a standard hotel, you'll be able to kick back and relax while sightseeing around this fabulous destination.
Can I find two-bedroom holiday homes in Siena?
Take off with your besties and enjoy peace, privacy and comfort in one of the 64 two-bedroom holiday homes Siena has to offer.
Are there holiday homes with WiFi in Siena?
You can pick from 40 holiday homes with WiFi in Siena. If you want to disconnect from daily life on your trip, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Siena?
Siena has 75 holiday homes where you'll be able to chill out in air-conditioned comfort. To locate a stay on Bookabach that comes with this amenity, enter your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Siena?
We advise checking with the Siena holiday home you're considering on Bookabach as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Siena for?
The amount of time you can rent a Siena holiday home for is down to each property. Simply tap in your dates of travel to browse available options offering extended stays. They have all the things you need to make your extended break more comfortable and convenient, such as kitchens and laundries. Some Bookabach holiday properties may also offer weekly or monthly discounted prices, so you can stay longer for less money.

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