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

Best Holiday rentals and Airbnb offers in Siena

Search Holiday Rentals near the Heart of the City in Siena

Reconnect deeply with your significant other at peaceful holiday rentals for couples in Siena, offering romantic, quiet settings.

Appartamento Salimbeni - Siena
9.2 154 reviews

Appartamento Salimbeni

apartment, Siena
Appartamento Salimbeni is located in the heart of Siena's historic centre, just 200 metres from Piazza del Campo and 80 metres from San Cristoforo Church. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers 100 square metres of space, accommodating up to six guests in its two bedrooms. It features modern amenities such as free Wi-Fi, air conditioning, a dishwasher, a microwave, a washing machine, and a bidet, making it an ideal choice for families or groups of friends.
Casa Sapienza - Luxury Apartment In The Centre - Siena
9.7 75 reviews

Casa Sapienza - Luxury Apartment In The Centre

house, Siena
This Siena city centre apartment is situated moments from Piazza del Campo, in the heart of the historic district.
The two-bedroom, two-bathroom flat sleeps four, features a fully equipped kitchen with dishwasher, and offers access to exclusive services including Palio experiences and a home chef service.
Casa Duprè - Cozy Apartment Near Piazza Del Campo - Siena
9.9 56 reviews

Casa Duprè - Cozy Apartment Near Piazza Del Campo

house, Siena
This Siena apartment, situated in the Onda district, is just 0.1 kilometres from Piazza del Campo, offering exceptional views of the city's vegetable garden and historical centre.
The two-bedroom, two-bathroom flat sleeps three guests and boasts a fully equipped kitchen, smart TV, Wi-Fi, and access to exclusive Palio experiences and hot air balloon tours.
Fontebranda Studio - Nest Ii - Siena
9.6 8 reviews

Fontebranda Studio - Nest Ii

studio, Siena
Fontebranda Studio - Nest II is a studio apartment located in Siena, a 3-minute walk from Piazza del Campo and 300 metres from the city centre, with Siena Train Station 3 kilometres away.
This 30 square metre apartment accommodates up to three guests, offering a fully equipped kitchen, free WiFi, and air conditioning, with paid airport shuttle service to Florence Airport available.

Best Siena holiday rentals with air conditioning

La Cappuccina: View, Parking, 5 Min Siena Center - Siena
9.1 7 reviews

La Cappuccina: View, Parking, 5 Min Siena Center

apartment, Siena
This ground-floor flat on Siena's Cappuccini hill offers panoramic views and is a short 100-meter walk from the historic centre, providing a tranquil countryside setting.
Accommodating up to six guests, this property features two bedrooms, two bathrooms with large showers, a living room with a double sofa bed, air conditioning, internet, a kitchen, and private parking, with outdoor space ideal for al fresco dining.
La Colonna 2km Dal Centro - Siena
9.5 4 reviews

La Colonna 2km Dal Centro

apartment, Siena
This modern Siena apartment, located 2km from the city centre, offers easy access to public transport via a nearby bus stop and is within walking distance of local shops and services.
The one-bedroom flat sleeps two guests and includes a fully equipped kitchen with fridge, microwave, and dishwasher, air conditioning, and Wi-Fi.
Rialto28 - Vista Torre Del Mangia - Naonbnb - Siena
8.9 13 reviews

Rialto28 - Vista Torre Del Mangia - Naonbnb

apartment, Siena
This Siena apartment, a 3-minute walk from Piazza del Campo and a 7-minute walk from the National Museum of Etruscan Archaeology, offers exceptional central accommodation.
The 50-square-metre flat features one bedroom, one bathroom, sleeps five guests, includes a fully equipped kitchen, free Wi-Fi, and a flat-screen TV.
Sisters' Home - Appartamento Nel Centro Storico Con Terrazzo, Aria Condizionata E Vasca Da Bagno - Siena
9.3 73 reviews

Sisters' Home - Appartamento Nel Centro Storico Con Terrazzo, Aria Condizionata E Vasca Da Bagno

apartment, Siena
This Siena apartment, situated in the historic centre, is a 0.2km stroll from Piazza del Campo and within easy walking distance of the Palazzo Chigi-Saracini and the National Picture Gallery.
The 105 square metre dwelling boasts two bedrooms, two bathrooms, and accommodates up to seven guests, featuring a fully equipped kitchen, air conditioning, Wi-Fi, and a terrace with city views.

Frequently asked questions about holiday rentals in Siena

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

    You absolutely must visit the Piazza del Campo, Siena's main square. It's the heart of the city and hosts the famous Palio horse race twice a year. Don't miss the Duomo, a stunning cathedral with beautiful artwork and a panoramic view from the top.
  • 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 best place to stay. It's within walking distance of all the main attractions, like the Piazza del Campo and the Duomo. If you prefer a quieter area, the neighbourhood of Fontebranda is a good option, 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 great for kids with its open spaces and views of the city. The Museo di Palazzo Pubblico has a dedicated children's area with interactive exhibits. The Botanical Garden, Orto Botanico, is another great option for a relaxing stroll with the family.
  • 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 the Palio horse race in July and August. You can also find good deals during the shoulder seasons, from April to June and September to October, when the weather is still pleasant and the crowds are smaller.
  • 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 are the best budget-friendly activities in Sienne?

    A picnic lunch in the Piazza del Campo is a great way to enjoy the atmosphere without spending much. You can also take a free walking tour to learn about the city's history and culture. A visit to the Oratorio di San Bernardino is free and features beautiful frescoes by Sodoma.
  • What are the best rentals or Airbnbs with a jacuzzi in Siena?

    The best holiday 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 restaurants with local dishes in Sienne?

    For traditional Tuscan cuisine, try Osteria Le Logge. They serve delicious pasta dishes, like pici cacio e pepe, and grilled meats. Taverna di San Giuseppe is another great option, known for its ribollita, a hearty bread soup.
  • What are the best walking or cycling routes in Sienne?

    A walk along the city walls offers stunning views of the Tuscan countryside. The Via Francigena, a historic pilgrimage route, passes through Siena, making for a scenic walking or cycling route. For a challenging climb, try the route up to the Basilica of San Domenico.
  • Are there pet-friendly attractions in Sienne?

    Many of the parks and gardens in Siena are pet-friendly. The Orto Botanico welcomes well-behaved dogs on a leash. However, most restaurants and shops do not allow pets inside. The Piazza del Campo is a popular spot for people-watching and is a good place to take your dog for a walk.
  • What are the benefits of choosing a vacation rental in Sienne?

    Vacation rentals offer more space and privacy than hotels. You can also enjoy the convenience of a kitchen and laundry facilities. Many rentals are located in charming historic buildings, offering a unique and authentic experience.

Popular destinations

Top Holiday Rentals with a Balcony in Siena

Choosing a holiday rental in Siena with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.

Guesthost - Siena Historic Center Stylish Flat With Balcony! - Siena
10 2 reviews

Guesthost - Siena Historic Center Stylish Flat With Balcony!

apartment, Siena
This Siena apartment, ideally located near Porta Camollia, is within a 0.9km radius of Piazza del Campo, the Siena Cathedral, and Museo dell'Acqua, offering easy access to the city's key attractions.
The 120 square metre dwelling boasts three bedrooms, two bathrooms, and a private balcony, comfortably accommodating six guests and including amenities such as a fully equipped kitchen, air conditioning, and in-unit laundry facilities.
Castello Di Bossi - Siena
8.9 1149 reviews

Castello Di Bossi

farm, Castelnuovo Berardenga
Castello di Bossi is a farmhouse situated in Castelnuovo Berardenga, 16 kilometres from Siena's Piazza del Campo and 40 kilometres from the Piazza Matteotti in the town centre.
This family-friendly property offers guests a swimming pool, tennis court, and a restaurant, as well as the opportunity to enjoy scenic views of the surrounding countryside.
Alfio's Apartment In Siena - Siena
8.2 35 reviews

Alfio's Apartment In Siena

apartment, Siena
Alfio's apartment in Siena is centrally located, less than 0.4km from San Cristoforo Church, Palazzo Chigi-Saracini, and Piazza del Campo, offering easy access to Siena's historical centre and major attractions.
This 80 square metre flat sleeps nine guests and boasts two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a terrace, free Wi-Fi, and all linens provided.
Le Logge Di Caprera - Siena
9.6 12 reviews

Le Logge Di Caprera

apartment, Siena
Le Logge di Caprera, a Siena apartment, is situated 5.3km from Piazza del Campo and 3.1km from the National Museum of Etruscan Archaeology, offering a peaceful retreat outside the city centre.
This 70 square metre flat features two bedrooms, one bathroom, sleeps eight guests, and includes a terrace, free parking, Wi-Fi, and on-site bike rental for exploring the Tuscan countryside.

Explore Holiday Rentals for Families in Siena

Getting the holiday rental right makes all the difference for a family trip to Siena. Find city attractions within easy reach. Start comparing now.

Casa Manori - Raffinato E Accogliente Bilocale - Siena
10 102 reviews

Casa Manori - Raffinato E Accogliente Bilocale

house, Siena
This Siena apartment, located in the Viale Cavour district, is a seven-minute walk (approximately 0.6km) from Siena's historic city walls and close to the train station and bus routes.
The one-bedroom flat, sleeping two guests, offers a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, and free parking on Viale Cavour, within a renovated building with lift access.
Siena Stress-free: Parcheggio + Bus Centro - Siena
9.9 32 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.
Maison ÉLite Gest Short Rent Siena - Siena
No reviews

Maison ÉLite Gest Short Rent Siena

house, Siena
This apartment is located in a quiet residential district of Siena, only a short drive of 1.5 kilometers from the historic city centre, offering convenient access to the city's main attractions.
This family-friendly property accommodates up to five guests in two en-suite bedrooms and features a fully equipped kitchen, air conditioning, fast Wi-Fi, and private parking, making it ideal for self-catering holidays and smart working.
Siena Romantic Experience - Siena
9.0 70 reviews

Siena Romantic Experience

apartment, Siena
This apartment in Siena is conveniently located just a short walk from the city centre and Piazza del Campo, and just over 1.6 kilometres from the train station. It has received excellent ratings for cleanliness, location, and overall experience.
The apartment is a two-bedroom, one-bathroom property with a floor area of 80 square metres and can accommodate up to three guests. It features air conditioning, a fully equipped kitchen with a dishwasher and coffee machine, and free WiFi.

Popular Holiday Rentals with Parking in Siena

On-site parking takes one thing off your list when visiting Siena. Our holiday rentals have it included.

Palazzo Del Papa Country Suites - Siena
9.6 328 reviews

Palazzo Del Papa Country Suites

apartment, Siena
Gli Ulivi Di Siena - Siena
8.0 28 reviews

Gli Ulivi Di Siena

house, Siena
San Domenico Luxury Apartment - Siena
9.9 333 reviews

San Domenico Luxury Apartment

apartment, Siena
Sofia's Dreamy Haven - Siena
9.1 50 reviews

Sofia's Dreamy Haven

apartment, Siena

Handpicked Luxury Holiday Rentals in Siena

Staying in a luxury holiday rental or Airbnb in Siena ensures every detail of your trip feels considered. Enjoy high-end finishes and prime locations.

Modern Bright Loft+free Parking - Siena
9.8 42 reviews

Modern Bright Loft+free Parking

apartment, Siena

Our Favourite Dog-Friendly Self-Catering Holiday Rentals in Siena

Travelling with a pet to Siena is easy when your holiday rental is properly set up with nearby dog parks and city walks.

Appartamento In Centro Storico - Siena
9.2 24 reviews

Appartamento In Centro Storico

apartment, Siena
Fieravecchia Flat - Siena
8.0 8 reviews

Fieravecchia Flat

apartment, Siena
Appartamento 31 - Siena
9.7 42 reviews

Appartamento 31

apartment, Siena
Provenzano Top Floor - Siena
9.1 91 reviews

Provenzano Top Floor

apartment, Siena

Compare Holiday Rentals with a Pool in Siena

Pool access at your holiday rental makes a proper swim in the heart of the city part of your daily routine in Siena.

Villa Agriturismo Tenuta La Campana - Siena
9.6 466 reviews

Villa Agriturismo Tenuta La Campana

apartment, Asciano
100 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests - Siena
No reviews

100 M² Apartment ∙ 2 Bedrooms ∙ 3 Guests

apartment, Siena
Nido Blu Loft Apartment With Shared Pool, Private Garden, And Wi-fi - Siena
No reviews

Nido Blu Loft Apartment With Shared Pool, Private Garden, And Wi-fi

apartment, Siena
Villa Le Tortore Privata Lusso Piscina Relax Siena - Siena
9.9 152 reviews

Villa Le Tortore Privata Lusso Piscina Relax Siena

house, Siena

Top-Rated Self-Catering Holiday Rentals with a Jacuzzi in Siena

A holiday rental with a hot tub in Siena is perfect for unwinding in private after exploring the city. Browse our top-rated options.

700 M² House ∙ 12 Bedrooms ∙ 24 Guests - Siena
No reviews

700 M² House ∙ 12 Bedrooms ∙ 24 Guests

house, Monteriggioni
Beautiful Apartment For 8 People With Pool, Hot Tub, Wifi And Pets Allowed - Siena
No reviews

Beautiful Apartment For 8 People With Pool, Hot Tub, Wifi And Pets Allowed

apartment, Siena
Agriturismo Le Crete - Appartamenti - Siena
9.8 57 reviews

Agriturismo Le Crete - Appartamenti

apartment, Asciano
La Campesa - Siena
8.6 33 reviews

La Campesa

house, Castelnuovo Berardenga
©2026 cozycozy.com