Siena vacation rentals

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Top-rated vacation rentals in Siena

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Siena

4.96 out of 5 average rating, 139 reviews

Elegant vintage decorated home in the old Siena

Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.

Feb 1 – 8

G$26,249 GYD per night

Guest favorite

Apartment in Siena

4.99 out of 5 average rating, 136 reviews

Villa di Geggiano - Alfieri Suite

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Jan 19 – 26

G$70,880 GYD per night

Guest favorite

Loft in Siena

4.94 out of 5 average rating, 305 reviews

The Cri Loft with view and parking spot

Here you’ll find a very nice loft, furnished in an industrial style. It has private access, a private parking space and a courtyard with hedges and a table for you to enjoy your breakfast and a book. You can enjoy a beautiful view of the countryside of Siena and the view of the Torre del Mangia. It is located only 2 minutes from Porta Pispini, the oldest door of the city, sheltered from the noise of the historic center. Walk just 10 minutes to reach the beautiful Piazza del Campo.

Dec 17 – 24

G$23,693 GYD per night

Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 138 reviews

Casa Fusari - Apartment next to the Duomo

! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Oct 8 – 15

G$29,112 GYD per night

Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 184 reviews

Renovated flat 50 meters from Piazza del Campo

Apartment in the historic center of Siena, just 50 meters from Piazza del Campo. The accommodation was completely renovated in 2019. The restoration was carried out trying to keep its main features intact, but adding all the necessary equipment to today's way of life. The apartment is an ideal place for those who want to visit and experience the city; In fact, all the monuments and attractions of the historic center can be reached on foot in a few minutes.

Nov 18 – 25

G$21,604 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

G$32,943 GYD per night

Guest favorite

Condo in Siena

4.99 out of 5 average rating, 156 reviews

Full downtown Taja-in Palace with Jacuzzi

Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of the historic center of Siena, a few meters from Piazza del Campo and the main attractions of the city. Subjected to a careful renovation, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with Jacuzzi, to offer an unforgettable stay to our customers.

Dec 11 – 18

G$25,896 GYD per night

Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 282 reviews

The Rooftop Terrace

Bright and cozy 95 sq. meter apartment located on the 4th floor of a notified building in the heart of the city, a few steps from Piazza del Campo , the Duomo and the city's main attractions. A beautiful view overlooking the rooftops will be the setting for your apartment, from which you can see the Eat Tower, the Basilica dei Servi and the wonderful Val d 'Orcia.

Nov 19 – 26

G$22,388 GYD per night

Guest favorite

Home in Siena

4.96 out of 5 average rating, 627 reviews

Green Oasis in Old Town

In the heart of the historic center but at the same time in the tranquility of nature. Just a 2-minute walk from PIAZZA DEL CAMPO, the tourist heart of the city, but in a private location, quiet and with a private garden. There are 2 electric gates to access it, so maximum safety. Regional Code 052032LTN0236

Feb 24 – Mar 3

G$20,037 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar 14 – 21

G$27,262 GYD per night

Guest favorite

Apartment in Siena

4.89 out of 5 average rating, 383 reviews

Apartment Piazza del Campo Siena

Cozy apartment with terrace with unparalleled view of the Mangia Tower and Piazza del Campo. The apartment is equipped with three comfortable rooms, a living room, a living room, a large bathroom and a fully equipped kitchen. Perfect terrace to see the Palio, as indicated in the reviews.

Nov 28 – Dec 5

G$29,022 GYD per night

Guest favorite

Farm stay in Pari

4.98 out of 5 average rating, 225 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Apr 15 – 22

G$20,497 GYD per night

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

Stay near Siena's top sights

Piazza del Campo150 locals recommend

Siena Cathedral287 locals recommend

Medici Fortress64 locals recommend

Il Campo165 locals recommend

Galleria PortaSiena26 locals recommend

CONAD CITY59 locals recommend

Other great vacation rentals in Siena

Guest favorite

Condo in Siena

4.96 out of 5 average rating, 114 reviews

ROMANTIC APARTMENT IN THE HISTORICAL CENTER OF SIENA

Oct 29 – Nov 5

G$18,866 GYD per night

Guest favorite

Apartment in Castiglioncello del Trinoro

5.0 out of 5 average rating, 224 reviews

Stunning Tuscan apartment in 14 Century Palazzo

Oct 12 – 19

G$34,894 GYD per night

Guest favorite

Condo in Siena

4.92 out of 5 average rating, 118 reviews

Charming apartment in the heart of Siena

Jul 29 – Aug 5

G$25,847 GYD per night

Guest favorite

Home in Siena

4.99 out of 5 average rating, 150 reviews

Podere Piazza casa with panoramic view

Nov 21 – 28

G$36,759 GYD per night

Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 188 reviews

Paradise corner

Jan 10 – 17

G$22,627 GYD per night

Guest favorite

Apartment in Siena

4.9 out of 5 average rating, 336 reviews

Brunello apartment...for wine lovers

Apr 10 – 17

G$22,807 GYD per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 124 reviews

Vergianoni estate nestled in the Chianti with a pool

Jan 14 – 21

G$27,519 GYD per night

Guest favorite

Apartment in Siena

4.9 out of 5 average rating, 232 reviews

La casa del Duprè 2.0

Jan 14 – 21

G$18,638 GYD per night

Show all

Other great vacation rentals in Siena

Guest favorite

Apartment in Asciano

4.96 out of 5 average rating, 111 reviews

Loggiato 1 in farm stay with shared pool

Oct 3 – 10

G$19,748 GYD per night

Guest favorite

Villa in Siena

4.97 out of 5 average rating, 152 reviews

Virgi House

Nov 13 – 20

G$37,152 GYD per night

Guest favorite

Apartment in Siena

4.84 out of 5 average rating, 351 reviews

Liberty Siena Flat ( New Apt 3 )

Mar 20 – 27

G$21,666 GYD per night

Guest favorite

Farm stay in Campiglia D'orcia

4.91 out of 5 average rating, 327 reviews

Agriturismo Poggio Bicchieri ap. Memoria

Feb 3 – 10

G$18,777 GYD per night

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

Mar 18 – 25

G$22,758 GYD per night

Guest favorite

Home in Siena

4.96 out of 5 average rating, 120 reviews

Domus Nannini - Loggia Salimbeni SPA

Mar 10 – 17

G$99,577 GYD per night

Guest favorite

Condo in Siena

4.96 out of 5 average rating, 346 reviews

Palazzo Bichi Ruspoli-Historical Home-Very Central

Dec 11 – 18

G$40,319 GYD per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Mar 19 – 26

G$172,034 GYD per night

Show all

Quick stats about vacation rentals in Siena

Total rentals
1.3K properties
Rentals with dedicated workspaces
580 properties have a dedicated workspace
Rentals with a pool
90 properties have a pool
Pet-friendly rentals
530 properties allow pets
Family-friendly rentals
530 properties are a good fit for families
Total number of reviews
62K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Siena?
Yes! Work meets play with ease at over 580 vacation rentals in Siena featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 120 house rentals to over 720 apartment rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
How much does it cost to stay in serviced apartment rentals in Siena?
Experience the best of Siena with our serviced apartment rentals, starting at about $60 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 530 vacation rentals for guests traveling with pets.
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!
Do apartment rentals in Siena have self check-in?
Absolutely! We offer over 120 apartment rentals with self check-in 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 40 apartment rentals with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire.
Do farmstay rentals in Siena have wifi?
Absolutely! We offer over 10 farmstay rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Siena have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Siena. Enjoy a tailored experience with all the comforts you desire.
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 120 homes with self check-in, over 40 homes with a bbq area, over 640 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Siena vacation rentals

Top-rated vacation rentals in Siena

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Siena vacation rentals

Stay near Siena's top sights

Other great vacation rentals in Siena

Condo in Siena

Apartment in Castiglioncello del Trinoro

Condo in Siena

Home in Siena

Apartment in Siena

Apartment in Siena

Condo in Noce

Apartment in Siena

Other great vacation rentals in Siena

Apartment in Asciano

Villa in Siena

Apartment in Siena

Farm stay in Campiglia D'orcia

Home in Panzano In Chianti

Home in Siena

Condo in Siena

Villa in Ambra

Quick stats about vacation rentals in Siena

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Siena?

What types of vacation rentals are available in Siena?

How much does it cost to stay in serviced apartment rentals in Siena?

Are there pet-friendly vacation rentals in Siena?

Are there Siena vacation rentals on Airbnb with pools?

Do apartment rentals in Siena have self check-in?

Do apartment rentals in Siena have a bbq area?

Do farmstay rentals in Siena have wifi?

Do apartment rentals in Siena have a gym?

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

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