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Siena vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Siena vacation rentals

Stay near Siena's top sights

B & B Siena in Centro15 locals recommend
Il Campo165 locals recommend
Santa Maria della Scala136 locals recommend
Pinacoteca Nazionale di Siena92 locals recommend
Palazzo Pubblico76 locals recommend
Coop64 locals recommend

House rentals in Siena

Superhost
A spacious farmhouse exterior is surrounded by lush greenery, featuring a blend of trees and ornamental plants. The structure displays a large window and a covered area beside it, providing access to the outdoors in a tranquil setting.
Home in Castiglione della Pescaia
5 out of 5 average rating, 5 reviews

Family House Baldana

RobertaRating, 5 stars8 months ago
It was our first time in Castiglione. Landlord (mother and daughter) very kind, welcoming and very helpful. Wonderful place, away from the chaos of the city but a short distance from the sea, surrounded by nature and peace. Spacious place, with everything you need inside and out with lounge chairs, umbrella, and table. We felt at home. Thanks again for everything. We will definitely be back.
Superhost
A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.
Home in Monte San Savino
4.83 out of 5 average rating, 200 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 stars3 days ago
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
Superhost
A chlorine-free pool is set within a spacious garden, surrounded by lush greenery and trees. Sun loungers are placed nearby, and a charming stone house is visible in the background. The landscape offers expansive views of the Tuscan countryside under a bright blue sky.
Home in Volterra
4.88 out of 5 average rating, 50 reviews

Tuscan Villa with Privacy,Pool,near towncentre

GaiaRating, 5 stars1 week ago
Paradise environment, in a spectacular setting, very close to the center. House full of all comforts, elegant, perfect for a total relaxing stay. Antonio is always ready to meet your every request, kind, friendly and hospitable. Definitely back!!
Superhost
A charming stone exterior of a two-family home is displayed, featuring a covered porch adorned with potted flowers. Lush greenery surrounds the property, and a clear blue sky can be seen overhead. The entrance is framed by a low brick wall and a stony pathway.
Home in Bagno di Gavorrano
4.66 out of 5 average rating, 38 reviews

Wisteria House

PaulRating, 5 stars7 months ago
a very cosy place. the hosts were very nice and friendly.
Guest favorite
A charming red cottage is nestled under a large tree, featuring wooden shutters and a welcoming entrance. Outside, a small porch area with seating is visible, surrounded by natural elements in a peaceful setting.
Home in Pian di Rocca
4.84 out of 5 average rating, 38 reviews

Fazenda da Ido ( Cosy and Renovated Studio)

MariclaRating, 5 stars5 days ago
Fantastic vacation Mattia is a super host, the house is spectacular and equipped with all the comforts Many clean and welcoming and is in a strategic position both for going to the beach and for visiting the wonderful and ancient Tuscan villages Don't forget to visit the Maremma park with the beautiful beach of Marina di Alberese In Castiglioni della Pescaia there are excellent fish and meat restaurants to try! Ara Macao is a delightful little house that invites you to come back ……. And it's managed really well by Mattia
Superhost
A serene outdoor space is featured, showcasing a swinging bench accompanied by two white chairs. Lush green hedges surround the area, creating a private atmosphere. Terracotta tiles provide a warm flooring, inviting guests to relax and enjoy the natural surroundings.
Home in Poggibonsi
4.82 out of 5 average rating, 11 reviews

casa palme

LeonardoRating, 5 stars4 months ago
Very nice place, clean, well organized and with all the comforts of a vacation home. Alessandra was always very helpful and willing to help. Highly recommended.
Guest favorite
Home in Certaldo
4.87 out of 5 average rating, 62 reviews

Paluffo Tower House

AzaleaRating, 5 stars1 week ago
Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.
Guest favorite
A living area is presented with two upholstered sofas, one in dark blue and the other with a contrasting orange cushion. A small, light green coffee table occupies the center. Decorative items are displayed on a wooden shelving unit, with a large window allowing natural light to filter in.
Home in Bibbona
4.94 out of 5 average rating, 32 reviews

charming apartment a few kilometers from the sea

AidaRating, 5 stars7 months ago
I am very glad that we got such a hostess! She is very polite, very responsive! We met for the first time, but it was as if we had known each other for many years. The house is in a very comfortable and beautiful place!! It is very clean and very cozy!! If I come to Tuscany again, then only to Caterina!)

Other great vacation rentals in Siena

Guest favorite
A modern kitchen is featured with sleek white cabinets and stainless steel appliances. A glass dining table is set for breakfast, adorned with green placemats and fresh tulips in a vase. Bright orange juice and pastries complete the inviting arrangement.
Apartment in Centro Storico
4.91 out of 5 average rating, 34 reviews

Chic Apartment Macci

DawnRating, 5 stars2 weeks ago
Sergio's place is fantastic and Sergio is a great host! I almost don't want to say how wonderful our experience was, for fear it will be hard to get in the future. The location is walkable to anywhere you want to be in Florence. The apartment is spacious and having two bathrooms was convenient. Sergio was incredibly responsive and just gave you the sense he was there to make your trip great. This was our first time to Italy and it is going to be hard to find places in other locations that live up to the standard Sergio and his place set.
Top guest favorite
A cozy living area is presented with a plush green sofa facing a set of glass doors that open to a small balcony. A table and two chairs on the balcony provide a space for enjoying views of the surrounding architecture.
Apartment in Centro Storico
4.98 out of 5 average rating, 220 reviews

Art Apartment Luxury Por Santa Maria

PardeepRating, 5 stars1 week ago
We loved our stay in David’s apartment. Great spot in the middle of everything and a great place to bring a family. Having continuous hot water along a washer and dryer a plus. David was a wonderful host. Would recommend!!
Superhost
The image depicts a spacious green lawn surrounded by vibrant flowers and shrubs. Two charming stone buildings with terracotta roofs are visible in the background, complemented by a variety of trees and under a partly cloudy sky, creating a serene outdoor atmosphere.
Villa in Poppi
4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Marie-ClaireRating, 5 stars7 months ago
This little hamlet was ideal for a group of several families wanting a Tuscan holiday. Christina was a very responsive host, always available for help and suggestions. One down side was the distance from many of the Tuscan attractions such as Florence and Sienna. The hamlet is reasonably remote so is ideal for those who want a secluded holiday rather than those who want to see the sights of Tuscany.
Top guest favorite
A private outdoor space features a serene swimming pool surrounded by stone tiles. Comfortable lounge chairs are positioned near the pool. A gazebo provides shade, furnished with seating, and overlooks lush greenery, enhancing the tranquil atmosphere of the area.
Apartment in Mercatale Valdarno
4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

ClaireRating, 5 stars7 months ago
While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!
Superhost
An inviting living area features a patterned sofa and a dining table set for four. Exposed wooden beams span the ceiling, while sunlight streams through a window, illuminating the tiled floor. Artwork adorns the walls, adding character to the space.
Condo in Florence
4.8 out of 5 average rating, 30 reviews

Quiet area within walking distance of the center, AC.

RaissaRating, 5 stars1 week ago
The stay for four adults, was great! The host was very kind! The beds were super confortable, the kitchen is well equiped.
Guest favorite
Two elegant glasses of red wine are placed on a dark wooden table, accompanied by a loaf of freshly sliced bread on a wooden board. A panoramic view of rolling hills and greenery stretches in the background, under a partly cloudy sky.
Apartment in Sasso D'ombrone
4.81 out of 5 average rating, 58 reviews

"La Sartina" Vacation Home

TonioloRating, 5 stars1 month ago
We had a really good time in a comfortable house and a stone's throw from Albus Alpacas !
Top guest favorite
A spacious outdoor area is showcased, featuring a shared swimming pool surrounded by well-maintained lawns and sun loungers. Umbrellas provide shaded seating, while the scenic countryside extends in the background, enhancing the tranquil ambiance of the agriturismo.
Farm stay in Camucia
5 out of 5 average rating, 8 reviews

The Garden of Olives | Casa Ippocastano

LukaszRating, 5 stars2 weeks ago
great place and a great host!
Guest favorite
A covered loggia is framed by arched brick columns, providing views of a landscaped garden with tall, slender cypress trees. A gravel pathway leads into the distance, inviting exploration of the scenic countryside. Soft clouds drift across a blue sky, contributing to the serene atmosphere.
Villa in Asciano
4.95 out of 5 average rating, 76 reviews

Podere on the Crete Senesi

ChulaRating, 5 stars6 months ago
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Quick stats about vacation rentals in Siena

  • Total rentals

    1.4K properties

  • Total number of reviews

    71K reviews

  • Family-friendly rentals

    550 properties are a good fit for families

  • Pet-friendly rentals

    510 properties allow pets

  • Rentals with a pool

    100 properties have a pool

  • Rentals with dedicated workspaces

    620 properties have a dedicated workspace

Frequently Asked Questions

  • Are there Siena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 100 vacation homes with pools in Siena, available on Airbnb. Make a splash and soak up the sun in style!

  • What types of vacation rentals are available in Siena?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Siena. From over 100 house rentals to over 690 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Siena?

    Yes! Work meets play with ease at over 620 vacation rentals in Siena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in bed and breakfast rentals in Siena?

    Experience the best of Siena with our bed and breakfast rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Siena?

    Four-legged friends are welcome in Siena. Choose from more than 510 vacation rentals for guests traveling with pets.

  • Do bed and breakfast rentals in Siena have self check-in?

    Absolutely! We offer over 30 bed and breakfast rentals with self check-in in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Siena have wifi?

    Absolutely! We offer over 80 bed and breakfast rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Siena have a bbq area?

    Absolutely! We offer over 30 apartment rentals with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Siena have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Siena?

    Siena has more than 110 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Siena