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Vacation rentals in Siena

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Siena vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

House rentals in Siena

Top guest favorite
A quaint terrace is presented with a small round table and two chairs. Potted flowers add natural color, while a beautiful view of rolling hills and vineyards is visible in the background under a clear blue sky.
Home in Panzano
4.98 out of 5 average rating, 462 reviews

Old Farmhouse near Panzano Castle Abbacìo

Top guest favorite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 131 reviews

House with a breathless view in Tuscany

Top guest favorite
A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 213 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

Top guest favorite
A spacious outdoor area features a well-maintained garden with a grassy lawn, an olive tree, and a stone patio. A white lounge chair is positioned on the lawn, and a shaded seating area is visible against the house's exterior, which showcases traditional architecture and wooden window shutters.
Home in Siena
4.96 out of 5 average rating, 714 reviews

A green oasis in the historic center.

Top guest favorite
Home in Siena
4.97 out of 5 average rating, 186 reviews

Podere Piazza house with panoramic view

Top guest favorite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 194 reviews

Garden House

Guest favorite
The image captures Piazza del Campo in Siena, characterized by its distinctive shell shape. Surrounding buildings feature warm brick tones, and the iconic Torre del Mangia is visible in the background. Small groups of people can be seen enjoying the open space under a partly cloudy sky.
Home in Siena
4.83 out of 5 average rating, 452 reviews

Piazza del Campo, nothing will be so central

Top guest favorite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 208 reviews

The Chianti Classico Sunset

Other great vacation rentals in Siena

Guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.94 out of 5 average rating, 242 reviews

Amazing Tuscany Villa, FREE parking

Top guest favorite
A well-lit living area features wooden furniture, including a dining table with chairs and a comfortable sofa. Natural light streams through the windows, illuminating the hardwood floor. A small television is positioned on a side unit, and greenery is visible outside the window, enhancing the ambiance.
Apartment in Siena
4.92 out of 5 average rating, 176 reviews

Building 1632 + terrace and A/C area Pza Il Campo

Guest favorite
The image captures a green hillside landscape, with a stone farmhouse situated at the center. Lined cypress trees create a pathway in the background, while the garden surrounding the home features a pool. The sky is clear and bright, enhancing the serene environment.
Farm stay in Campiglia D'orcia
4.94 out of 5 average rating, 442 reviews

Poggio Bicchieri Holiday Farm - Poesia apartment

Top guest favorite
An open living area is shown with a dining table surrounded by black and white chairs. The ceiling displays decorative beams, and light enters through a window, illuminating the space. A fireplace is positioned against one wall, with artwork adorning the surrounding walls.
Apartment in Siena
4.95 out of 5 average rating, 277 reviews

Renovated flat 50 meters from Piazza del Campo

Top guest favorite
An infinity pool reflects the sky, surrounded by lush greenery and cypress trees. The pool's edge seamlessly blends into the landscape, overlooking rolling hills and olive groves. Sun loungers are positioned nearby, providing a serene outdoor setting.
Barn in Castellina in Chianti
5 out of 5 average rating, 31 reviews

Cipressini 2 - pool and amazing views

Top guest favorite
A modern villa with a stone exterior features strategically placed windows and a prominent porch area. The surrounding greenery includes an olive tree, while steps lead to a well-maintained garden. An ornamental planter sits at the forefront, adding a decorative touch to the entrance.
Villa in Siena
4.98 out of 5 average rating, 194 reviews

Virgi House

Guest favorite
An elegant medieval castle is surrounded by lush olive trees, showcasing its stone façade and characteristic towers. Soft lighting emanates from the windows, creating a warm ambiance as dusk approaches. The castle is set against a backdrop of gently rolling hills, enhancing its historic charm.
Castle in Barberino Tavarnelle
4.88 out of 5 average rating, 113 reviews

Suite in Castle of Valle

Top guest favorite
An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.
Condo in Asciano
4.97 out of 5 average rating, 304 reviews

Green – The meadows in Tuscany

Quick stats about vacation rentals in Siena

  • Total rentals

    1.4K properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    75K reviews

  • Family-friendly rentals

    570 properties are a good fit for families

  • Pet-friendly rentals

    510 properties allow pets

  • Rentals with a pool

    90 properties have a pool

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 630 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 Siena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Siena, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for Apartment Rentals in Siena?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a gym, over 100 homes with self check-in, over 680 homes with wifi, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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 740 apartment rentals to over 100 house rentals, we've got you covered.

  • 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.

  • Are there family-friendly vacation rentals in Siena?

    Siena has more than 570 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 70 bed and breakfast rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do farms in Siena have a bbq area?

    Absolutely! We offer over 20 farms with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire.

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