Holiday Rentals in Siena

2351 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Siena holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

2351 Holiday rentals and Airbnb in Siena

Best family friendly Siena holiday rentals

Among the 2351 accommodations in Siena, here are the 4 best family friendly rentals

Siena Home And Sailing - Siena
9.0 38 reviews

Siena Home And Sailing

apartment, Siena
Siena Home And Sailing is centrally located in Siena, a short walk from the Palazzo Pubblico and a 20-minute stroll from the train station, making it easy to explore the city's historic centre. The apartment has consistently received excellent ratings for cleanliness, location, and overall experience.
This one-bedroom flat offers a comfortable and modern space for a relaxing stay. Guests can enjoy free Wi-Fi, air conditioning, and a well-equipped kitchen with a fridge, microwave, and dishwasher, allowing them to prepare their own meals.
Siena Stress-free: Parcheggio + Bus Centro - Siena
9.9 33 reviews

Siena Stress-free: Parcheggio + Bus Centro

apartment, Siena
This Siena apartment, near the city centre, is a 15-minute walk (3km) from Piazza del Campo and 10 metres from bus stops.
Sleeping eight guests, this two-bedroom, one-bathroom flat offers a fully equipped kitchen, garden, parking, air conditioning, and multiple balconies with panoramic views; nearby amenities include supermarkets and pizzerias.
Siena Uptown - Sabrina's Cozy Apartment - Siena
9.8 285 reviews

Siena Uptown - Sabrina's Cozy Apartment

apartment, Siena
Sabrina's Cozy Apartment is situated in the Siena UpTown district, just 1.6 kilometres from Palazzo Chigi-Saracini and 1.4 kilometres from the National Museum of Etruscan Archaeology, offering easy access to the city's historical attractions. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
This one-bedroom apartment, spanning 35 square metres, comfortably accommodates up to three guests. Sabrina's Cozy Apartment features a fully equipped kitchen, air conditioning, free Wi-Fi, and on-site parking, ensuring a comfortable and convenient stay.
Agriturismo La Terrazza Sul Mangia - Siena
9.8 222 reviews

Agriturismo La Terrazza Sul Mangia

apartment, Siena
Agriturismo La Terrazza sul Mangia, a self-catering apartment near Siena, is located 8km from Piazza del Campo and 48km from Piazza Matteotti.
This 70 square metre property features a private garden, terrace, free parking, air conditioning, Wi-Fi, a fully equipped kitchen including a dishwasher and fridge, and sleeps up to a family; a daily breakfast is included.

Best Siena holiday rentals with parking

Casa Ciseri - Siena
9.3 222 reviews

Casa Ciseri

studio, Siena
Casa Ciseri, a studio apartment in Siena's historic centre, is situated a 0.12km walk from Piazza del Campo and close to the San Cristoforo Church and National Picture Gallery.
This self-catering apartment offers air conditioning, free Wi-Fi, a fully equipped kitchen with fridge, and packed lunches for day trips, providing a convenient base for exploring Siena's attractions.
Casa Del Riccio, Palio Siena - Siena
9.4 134 reviews

Casa Del Riccio, Palio Siena

apartment, Siena
Casa del Riccio, a Siena apartment, is situated a 15-minute walk from Piazza del Campo and 40 kilometres from Piazza Matteotti.
This 75 square metre self-catering property sleeps up to 11 guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, and parking.
Annina's Family-friendly House In Siena - Siena
9.6 32 reviews

Annina's Family-friendly House In Siena

house, Siena
This four-bedroom Siena house, sleeping up to 11 guests, is conveniently located 4.7km from Piazza del Campo and 40km from Piazza Matteotti, offering a tranquil retreat outside the city centre.
The 106 square metre property boasts three bathrooms, a fully equipped kitchen with dishwasher and microwave, free Wi-Fi, air conditioning, and private parking; perfect for families or groups exploring Tuscany.
Siena Uptown - Sabrina's Cozy Apartment - Siena
10 1 review

Siena Uptown - Sabrina's Cozy Apartment

apartment, Siena
Holiday rental with an excellent rating of 100% based on 1 reviews. You will be located in Siena.
Facilities and services: an iron, a kitchen and a washing machine. This apartment also has air conditioning!

Frequently asked questions about holiday rentals in Siena

  • What should a first-time visitor not miss in Sienne?

    For a first-time visitor, the Piazza del Campo is a must-see. It's the heart of Siena, and the iconic shell-shaped square hosts the famous Palio horse race twice a year. You should also visit the Duomo, a stunning cathedral with a beautiful facade and impressive interior.
  • What are the best Airbnb and holiday rentals in Siena?

    Appartamento Del Campo, Villa Il Borghetto and Wonderful View Apartment In The City Center are among the best Airbnb and holiday rentals in Siena.

  • Which neighborhood in Sienne should you consider for a vacation rental?

    The historic centre, known as the Centro Storico, is the most popular area for vacation rentals. It's close to the Piazza del Campo, the Duomo, and many restaurants and shops. The neighbourhood of Santa Maria dei Servi is also a good option, offering a quieter atmosphere with lovely views of the city.
  • What are the most popular Airbnbs in Siena?

  • What are the top family-friendly attractions in Sienne?

    The Fortezza Medicea, a 16th-century fortress, is a great place for families to explore. It has a large park with play areas, and you can even take a guided tour to learn about its history. The Botanical Garden is another popular choice, offering a peaceful escape with a variety of plants and flowers.
  • What are the best holiday rentals with a pool in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best holiday rentals with a pool in Siena.

  • When is the best time to book a vacation rental in Sienne?

    The best time to book a vacation rental in Siena is well in advance, especially if you're planning to visit during peak season, which is July and August. You can find good deals if you book during the shoulder seasons, like spring or autumn, but keep in mind that some attractions might have reduced hours or be closed.
  • What are the best rentals for families and kids in Siena?

    The best rentals for families and kids in Siena are Appartamento Del Campo, Villa Il Borghetto and Wine Resort Dievole.

  • What events or festivals should visitors check out in and around Sienne?

    The Palio di Siena is the most famous event in Siena, held twice a year in July and August. It's a horse race with a rich history and tradition. The Siena Jazz Festival, held in July, features international jazz musicians, and the Siena International Film Festival, held in October, showcases independent films.
  • What are the best rentals or Airbnbs with a jacuzzi in Siena?

    The best vacation rentals or Airbnb with a jacuzzi in Siena are Villa Il Borghetto, Casa Di Campagna In Toscana and Pieve Marsina & Borgo Argenina.

  • What are the best budget-friendly activities in Sienne?

    A great budget-friendly activity is to wander through the city's historic streets and admire the architecture. The Oratorio di San Bernardino, with its stunning frescoes, is free to enter. You can also enjoy a picnic lunch in the beautiful gardens of the Giardini della Lizza.
  • What are the best restaurants with local dishes in Sienne?

    For traditional Sienese cuisine, try Osteria Le Logge, known for its pici cacio e pepe and ribollita. Trattoria Sostanza, a popular spot with locals, is famous for its bistecca alla fiorentina. Taverna di San Giuseppe offers a more contemporary take on local dishes.
  • What are the best walking or cycling routes in Sienne?

    The historic centre is best explored on foot. A popular walking route is the 'Siena City Walls Walk', which takes you along the city's ancient walls. For cycling, the 'Siena to San Gimignano Bike Route' is a beautiful ride through the Tuscan countryside.
  • Are there pet-friendly attractions in Sienne?

    Many of Siena's public parks and gardens are pet-friendly, including the Giardini della Lizza and the Orto Botanico. Some restaurants and cafes also welcome well-behaved dogs on their terraces.
  • What are the benefits of choosing a vacation rental in Sienne?

    Vacation rentals offer more space and privacy than hotels, often with kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Sienne?

    The Stadio Artemio Franchi, home to AC Siena, is the main sports venue in the city. There are also several sports clubs offering activities such as tennis, swimming, and golf. The Siena Golf Club is located about 10 kilometres from the city centre.

Popular destinations

Best Siena holiday rentals with a balcony

Zorel House - Siena
10 1 review

Zorel House

apartment, Siena
This ground-floor Zorel House apartment in Siena offers a peaceful retreat with a garden view, situated away from the main tourist routes but still providing accessible entry to the city's attractions.
This 89 square meter flat accommodates up to five guests, featuring two bedrooms, a bathroom, a fully equipped kitchen, a terrace, a balcony, and a garden, with WiFi and private check-in/check-out services included.
Sotto Le Mura, Appartamento Quercia - Siena
9.6 14 reviews

Sotto Le Mura, Appartamento Quercia

apartment, Siena
Sotto le Mura, appartamento Quercia is a family-friendly apartment situated in the Sotto le Mura district of Siena, a 1.9km walk from the Piazza del Campo and close to the city walls.
This 60 square metre flat offers two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, private parking, and a terrace/balcony with garden access.
Il "Terrazzino" Nel Cuore Di Siena - Siena
8.7 141 reviews

Il "Terrazzino" Nel Cuore Di Siena

apartment, Siena
This Siena apartment, a 13-minute walk from Piazza del Campo and 40km from Piazza Matteotti, offers a central location ideal for exploring the historic city centre.
The 80-square-metre property features two bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, private terrace with garden views, air conditioning, free Wi-Fi, and accommodates up to 10 guests.
I Gelsomini - Siena
9.7 67 reviews

I Gelsomini

apartment, Siena
This apartment in Siena is located a short walk from Piazza del Campo and within 1.6km of the National Picture Gallery, offering easy access to the city's main attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment spans 60 square metres and comfortably accommodates up to 6 guests across its 3 bedrooms. You'll enjoy a fully equipped kitchen, a private garden, a terrace, free parking, and complimentary Wi-Fi.

Best Siena holiday rentals with air conditioning

La Casina Del Giuggiolo - Siena
9.6 11 reviews

La Casina Del Giuggiolo

apartment, Siena
Casina del Giuggiolo is a 40 square metre flat located 1.5 kilometres from Siena's Piazza del Campo, offering easy access to free parking, shops and public transport.
This one-bedroom flat for two guests features air conditioning, Wi-Fi, a kitchen with a hob, microwave/grill, fridge and washing machine, and is conveniently situated within 1 kilometre of traditional shops, bars, restaurants and a shopping centre, with bus route 54 providing access to the city centre.
Modern Pendola Near The Duomo - Siena
10 4 reviews

Modern Pendola Near The Duomo

apartment, Siena
This Siena apartment, registration number IT052032C2KNG64WQJ, is conveniently located in [Insert District Name if available from registration number, otherwise remove this section], offering easy access to Siena's historic centre.
The self-catering flat sleeps four guests in one bedroom and one bathroom, featuring a kitchen equipped with a fridge, microwave, and dishwasher, plus air conditioning and internet access.
Camporegio 31- In Centro Con Vista Sul Duomo - Siena
9.1 116 reviews

Camporegio 31- In Centro Con Vista Sul Duomo

apartment, Siena
This Siena apartment, located in the Camporegio district, is a 0.5km walk from Piazza del Campo and less than 0.3km from the city centre, offering easy access to the National Museum of Etruscan Archaeology and San Cristoforo Church.
The 85 square metre dwelling features two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and stunning Duomo views; it comfortably sleeps families or groups of friends.
[Titti Central - Large] Central | Air C. | 90 Sqm - Siena
9.6 58 reviews

[Titti Central - Large] Central | Air C. | 90 Sqm

apartment, Siena
This Siena apartment, a 90 square metre flat, is situated just 0.2km from Piazza del Campo, offering exceptional proximity to Siena's main square and other attractions.
The first-floor property (no lift) sleeps two guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a balcony accessible from both the bedroom and living room, and free amenities including a cot and high chair.
©2026 cozycozy.com